Location: Remote

Role Summary

Focus on owning the provider customer lifecycle funnel from first touch through expansion and cross-sell. You will drive 3-5x revenue growth over 12-18 months through go-to-market execution, high-touch customer success, and enabled product-led growth.

Key Responsibilities

Own the Provider Funnel and Cross-Sell Growth

• Own end-to-end conversion and customer lifecycle funnel for non-paying providers becoming paying customers and identifying cross-sell expansion opportunities
• Develop deep understanding of provider pain points, business models, and decision-making frameworks
• Serve as the primary voice of the customer in product and business strategy discussions
• Identify and pursue expansion opportunities with existing customers across the full Wonderschool product suite
• Test and recommend pricing and packaging models to optimize conversion, expansion, and revenue
• Build measurement systems to track revenue impact of initiatives
• Set ambitious revenue targets and execute toward them with discipline

Enable Product-Led Growth Through Sales, Customer Success, and Account Management

• Support and activate product-led growth motions by building exceptional onboarding and success experiences that drive adoption and cross-sell
• Lead and manage provider success team executing customer success calls, account management, and quarterly business reviews
• Design and scale repeatable playbooks for provider onboarding, activation, and expansion across the product suite
• Develop coaching and enablement systems for small business consulting covering pricing, budgeting, operations, and growth strategies
• Build systems to identify at-risk providers and execute proactive retention strategies
• Establish clear accountability and performance metrics tied to revenue and customer outcomes
• Create a provider community and usage model around Wonderschool tools

Deploy AI Agents to Support Sales, Success, and Cross-Sell

• Partner with engineering to design and deploy AI agents that support provider engagement and drive cross-sell opportunities at scale:
• Sales agents for automated outreach, nurturing, and conversion support
• Onboarding agents for intake qualification, goal-setting, and tool enablement
• Account management and expansion agents for ongoing engagement, cross-sell identification, and retention
• Define agent personas, messaging frameworks, and success metrics
• Review, iterate on, and approve all agent communications
• Manage agent performance, measure impact on revenue and cross-sell conversion, and optimize continuously
• Develop playbooks for seamless agent-to-human handoffs in complex scenarios

Cross-Functional Leadership and Collaboration

• Collaborate closely with Product to inform roadmap based on provider feedback and revenue impact data
• Partner with Engineering to scope and execute agent builds and improvements
• Work with Sales on government sales dynamics, enterprise pricing, and procurement
• Influence company strategy on provider positioning, messaging, and go-to-market approach
• Champion provider voice internally; translate feedback into action
• Work in-person with cross-functional teams to enable real-time collaboration and decision-making

What Success Looks Like (12-18 months):

• Active provider base generates 3-5x revenue growth from when you started
• Cross-sell playbooks are delivering measurable adoption of additional Wonderschool solutions
• Success playbooks are repeatable, measured, and becoming core to company operations
• High-performing team reporting to you with clear accountability to revenue and cross-sell metrics

Compensation & Benefits

• Base Salary: Competitive (commensurate with experience and market)
• Equity: Meaningful equity package
• Additional Compensation: Performance bonuses tied to revenue outcomes
• Benefits Package:
• Health benefits: 100% coverage for employee premiums, 80% for dependents
• Dental and vision coverage
• 401(k) match
• Flexible PTO and paid holidays
• Mental wellness days
• Competitive parental leave (eligible after 6 months)
• WiFi, wellness stipends, and co-working space reimbursement
• Collaborative, mission-driven workplace environment

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Earn $14-$17/hr (up to $136/day), choose your schedule with flexible, part-time work. No teaching license, lesson planning, or grading required.

We are hiring Substitute Teachers in Mequon, WI and surrounding areas including Thiensville, Cedarburg, Grafton, and Port Washington in Ozaukee County.

Why this role is different:

• Work only in preschools and daycare centers (ages 0-5)
• No lesson planning, grading, or test administration
• No teaching license required
• Flexible, part-time schedule - choose your working location, days, and hours!

Shifts typically range from 4 to 8 hours, between 6 AM and 6 PM

• Paid training and onboarding provided
• Work across multiple early childhood programs

Pay & Incentives:

• $14-$17/hr (up to $136/day)
• $50 bonus after your first completed assignment
• $150 monthly bonus (120+ hours worked)
• $250 milestone bonus (500 hours worked)
• Mileage reimbursement for eligible travel

What You’ll Do:

• Fill in for teachers in preschools and daycare centers
• Support children ages 0-5 through play and early learning activities
• Follow classroom routines and lesson plans provided by the center
• Lead activities such as arts & crafts, music, meals, and outdoor play
• Partner with teachers and center staff to maintain a safe, engaging environment

Requirements:

• At least 18 years old
• High school diploma or GED
• Able to pass a background check
• Reliable transportation

Preferred (not required):

• Experience working with children ages 0-5
• Background in childcare, daycare, preschool, or early education
• CDA or ECE coursework

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Earn $14-$20/hr (up to $160/day), choose your schedule with flexible, part-time work. No teaching license, lesson planning, or grading required.

Why this role is different:

• Work only in preschools and daycare centers (ages 0-5)
• No lesson planning, grading, or test administration
• No teaching license required
• Flexible, part-time schedule - choose your working location, days, and hours!

Shifts typically range from 4 to 8 hours, between 6 AM and 6 PM

• Paid training and onboarding provided
• Work across multiple early childhood programs

Pay & Incentives:

• $14-$20/hr (up to $160/day)
• $50 bonus after your first completed assignment
• $150 monthly bonus (120+ hours worked)
• $250 milestone bonus (500 hours worked)
• Mileage reimbursement for eligible travel

What You’ll Do:

• Fill in for teachers in preschools and daycare centers
• Support children ages 0-5 through play and early learning activities
• Follow classroom routines and lesson plans provided by the center
• Lead activities such as arts & crafts, music, meals, and outdoor play
• Partner with teachers and center staff to maintain a safe, engaging environment

Requirements:

• At least 18 years old
• High school diploma or GED
• Able to pass a background check
• Reliable transportation

Preferred (not required):

• Experience working with children ages 0-5
• Background in childcare, daycare, preschool, or early education
• CDA or ECE coursework

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We are hiring Preschool and Daycare Substitute Teachers in Wilmington, NC and surrounding areas in New Hanover County.

As a Substitute Teacher, you will:

• Fill in for teachers on leave (vacation, illness, personal matters)
• Provide a safe, nurturing, and engaging learning experience for children
• Engage children in a variety of activities: educational games, arts & crafts, music, meals, outdoor play, and more
• Work with a team of teachers, following the guidance of the onsite program director
• Communicate with families about their child’s day and progress
• Complete a training and onboarding process with Wonderschool

Compensation & Incentives:

• Earn $14-$18/hour, up to $144/day
• $75 First Job Bonus - work within 30 days of completing onboarding
• $250 Bonus at 40 hours - with CPR/First Aid certification complete
• $200 Bonus - awarded for every 200 hours of substitute teaching
• $250 Monthly Bonus - for completing 150+ hours within one calendar month
• $250 Referral Bonus - for qualifying teachers
• Reimbursement - for required training costs
• Flexible Schedule - Choose your working location, days, and hours! Shifts typically range from 4 to 8 hours, between 6 AM and 6 PM

Qualifications / Who You Are:

• At least 18 years old
• Experience in child care, teaching, or working with children ages 0-5
• Patient, dependable, and excited to support young children as they learn and grow
• Able to pass a state background check and complete a TB test / physical
• Have one of the following: High school diploma or equivalent GED; Child Development Associate (CDA) credential; EDU 119 Early Childhood Credential; ECE AA or BA Degree; 1+ years of experience working in a licensed childcare facility

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Whether you're advancing your career in early care and education, seeking a flexible work schedule, or transitioning toward retirement, substitute teaching with Wonderschool could be the perfect fit for you!

We are hiring Preschool and Daycare Substitute Teachers in Southport, NC and surrounding areas in Brunswick County.

What You'll Do as a Substitute Teacher:

• Fill in for teachers on leave (vacation, illness, personal matters)
• Provide a safe, nurturing, and engaging learning experience for children
• Engage children in a variety of activities: educational games, arts & crafts, music, meals, outdoor play, and more
• Work with a team of teachers, following the guidance of the onsite program director
• Communicate with families about their child’s day and progress
• Complete a training and onboarding process with Wonderschool

Compensation & Incentives:

• Earn $14-$18/hour, up to $144/day
• $75 First Job Bonus - work within 30 days of completing onboarding
• $250 Bonus at 40 hours - with CPR/First Aid certification complete
• $200 Bonus - awarded for every 200 hours of substitute teaching
• $250 Monthly Bonus - for completing 150+ hours within one calendar month
• $250 Referral Bonus - for qualifying teachers
• Reimbursement - for required training costs
• Flexible Schedule - Choose your working location, days, and hours! Shifts typically range from 4 to 8 hours, between 6 AM and 6 PM

Substitute Teacher Qualifications / Who You Are:

• At least 18 years old
• Experience in child care, teaching, or working with children ages 0-5
• Patient, dependable, and excited to support young children as they learn and grow
• Able to pass a state background check and complete a TB test / physical
• Have one of the following:
• High school diploma or equivalent GED;
• Child Development Associate (CDA) credential;
• EDU 119 Early Childhood Credential;
• ECE AA or BA Degree;
• 1+ years of experience working in a licensed childcare facility

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We are hiring Preschool and Daycare Substitute Teachers in Leland, NC and surrounding areas in Brunswick County.

As a Substitute Teacher, you will:

• Fill in for teachers on leave (vacation, illness, personal matters)
• Provide a safe, nurturing, and engaging learning experience for children
• Engage children in a variety of activities: educational games, arts & crafts, music, meals, outdoor play, and more
• Work with a team of teachers, following the guidance of the onsite program director
• Communicate with families about their child’s day and progress
• Complete a training and onboarding process with Wonderschool

Compensation & Incentives:

• Earn $14-$18/hour, up to $144/day
• $75 First Job Bonus - work within 30 days of completing onboarding
• $250 Bonus at 40 hours - with CPR/First Aid certification complete
• $200 Bonus - awarded for every 200 hours of substitute teaching
• $250 Monthly Bonus - for completing 150+ hours within one calendar month
• $250 Referral Bonus - for qualifying teachers
• Reimbursement - for required training costs
• Flexible Schedule - Choose your working location, days, and hours! Shifts typically range from 4 to 8 hours, between 6 AM and 6 PM

Qualifications / Who You Are:

• At least 18 years old
• Experience in child care, teaching, or working with children ages 0-5
• Patient, dependable, and excited to support young children as they learn and grow
• Able to pass a state background check and complete a TB test / physical
• One of the following: High school diploma or equivalent GED; Child Development Associate (CDA) credential; EDU 119 Early Childhood Credential; ECE AA or BA Degree; 1+ years of experience working in a licensed childcare facility

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Earn $14-$17/hr (up to $136/day), choose your schedule with flexible, part-time work. No teaching license, lesson planning, or grading required.

We are hiring Substitute Teachers in Appleton, WI and surrounding areas including Kimberly, Neenah, Kaukauna, and Little Chute in Outagamie County.

Why this role is different:

• Work only in preschools and daycare centers (ages 0-5)
• No lesson planning, grading, or test administration
• No teaching license required
• Flexible, part-time schedule - choose your working location, days, and hours!

Shifts typically range from 4 to 8 hours, between 6 AM and 6 PM

• Paid training and onboarding provided
• Work across multiple early childhood programs

Pay & Incentives:

• $14-$17/hr (up to $136/day)
• $50 bonus after your first completed assignment
• $150 monthly bonus (120+ hours worked)
• $250 milestone bonus (500 hours worked)
• Mileage reimbursement for eligible travel

What You’ll Do:

• Fill in for teachers in preschools and daycare centers
• Support children ages 0-5 through play and early learning activities
• Follow classroom routines and lesson plans provided by the center
• Lead activities such as arts & crafts, music, meals, and outdoor play
• Partner with teachers and center staff to maintain a safe, engaging environment

Requirements:

• At least 18 years old
• High school diploma or GED
• Able to pass a background check
• Reliable transportation

Preferred (not required):

• Experience working with children ages 0-5
• Background in childcare, daycare, preschool, or early education
• CDA or ECE coursework

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Earn $14-$17/hr (up to $136/day), choose your schedule with flexible, part-time work. No teaching license, lesson planning, or grading required.

We are hiring Substitute Teachers in Oshkosh, WI and surrounding areas including Omro, Winneconne, Neenah, and Fox Crossing in Winnebago County.

Why this role is different:

• Work only in preschools and daycare centers (ages 0-5)
• No lesson planning, grading, or test administration
• No teaching license required
• Flexible, part-time schedule - choose your working location, days, and hours!

Shifts typically range from 4 to 8 hours, between 6 AM and 6 PM

• Paid training and onboarding provided
• Work across multiple early childhood programs

Pay & Incentives:

• $14-$17/hr (up to $136/day)
• $50 bonus after your first completed assignment
• $150 monthly bonus (120+ hours worked)
• $250 milestone bonus (500 hours worked)
• Mileage reimbursement for eligible travel

What You’ll Do:

• Fill in for teachers in preschools and daycare centers
• Support children ages 0-5 through play and early learning activities
• Follow classroom routines and lesson plans provided by the center
• Lead activities such as arts & crafts, music, meals, and outdoor play
• Partner with teachers and center staff to maintain a safe, engaging environment

Requirements:

• At least 18 years old
• High school diploma or GED
• Able to pass a background check
• Reliable transportation

Preferred (not required):

• Experience working with children ages 0-5
• Background in childcare, daycare, preschool, or early education
• CDA or ECE coursework

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We are hiring Preschool and Daycare Substitute Teachers in Wilmington, Leland, Southport, Shallotte, and surrounding communities across New Hanover and Brunswick Counties.

As a Substitute Teacher, you will:

• Fill in for teachers on leave (vacation, illness, personal matters)
• Provide a safe, nurturing, and engaging learning experience for children
• Engage children in a variety of activities: educational games, arts & crafts, music, meals, outdoor play, and more
• Work with a team of teachers, following the guidance of the onsite program director
• Communicate with families about their child’s day and progress
• Complete a training and onboarding process with Wonderschool

Compensation & Incentives:

• Earn $14-$18/hour, up to $144/day
• $75 First Job Bonus – work within 30 days of completing onboarding
• $250 Bonus at 40 hours – with CPR/First Aid certification complete
• $200 Bonus – awarded for every 200 hours of substitute teaching
• $250 Monthly Bonus – for completing 150+ hours within one calendar month
• $250 Referral Bonus – for qualifying teachers
• Reimbursement – for required training costs
• Flexible Schedule – Choose your working location, days, and hours! Shifts typically range from 4 to 8 hours, between 6 AM and 6 PM

Qualifications / Who You Are:

• At least 18 years old
• Experience in child care, teaching, or working with children ages 0-5
• Patient, dependable, and excited to support young children as they learn and grow
• Able to pass a state background check and complete a TB test / physical
• One of the following: High school diploma or equivalent GED; Child Development Associate (CDA) credential; EDU 119 Early Childhood Credential; ECE AA or BA Degree; 1+ years of experience working in a licensed childcare facility

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You will lead a team of two and have real influence across engineering, product, and operations. You report directly to the CEO.

Support Handle tickets and phone support directly in Zendesk across all Wonderschool products Own aggressive SLAs and hold the line on them Monitor needs surfaced by our OpenClaw and Hermes AI agents and make sure nothing falls through Own CSAT and NPS as personal scorecards

AI systems Build and operate AI-powered support workflows using Lorikeet, OpenClaw, and Hermes Automate what should be automated; make the human interactions better because of it Design self-service paths that resolve issues before they reach the queue

Product Turn support volume into product requirements Write clear briefs, join engineering reviews, and ship fixes that reduce tickets at the source Be the most credible voice of the customer in every product conversation Lead a team of two; set the standard and develop the person alongside you Influence engineering, product, and operations through the quality of what you surface Deliver white-glove service for government and enterprise customers

What Good Looks Like

1. Support that never stacks up

SLAs are tight and consistently met Every open ticket has a clear owner and next action CSAT and NPS move in the right direction quarter over quarter

1. AI doing the right work

Tier-1 volume is substantially automated Agents surface the right signals at the right time You are continuously evaluating and improving, not just maintaining

1. Support reducing the need for itself

Recurring issues become product requirements, not permanent fixtures Ticket volume per active user trends down over time Engineering knows exactly what to build next because you told them clearly

1. Taste and precision

Every customer communication is clear, warm, and fast Documentation is clean enough that anyone could pick up a task mid-flight Nothing slips and you notice before anyone else does

Who You Are Systems builder first: you do not just manage a queue, you redesign it Track record using AI to run or transform a support function Strong product instincts: you identify root causes and write requirements, not just escalate Genuinely close to the customer: you love talking to users, not just reading about them Nothing slips, and that is personal, not performative Comfortable picking up the phone when that is what it takes Might have come from product, engineering, support, or founding: we are open if you are exceptional

About Wonderschool Wonderschool builds software and AI systems for the childcare industry. We help providers manage operations, governments run large-scale childcare programs, and families find care. We are Series B (a16z, Goldman Sachs, First Round Capital), cash flow positive, and growing.

Location Downtown, San Francisco. Five to six days in office.

Compensation Market salary with equity and benefits.

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We are seeking a Product Manager to lead the development of software that enables early childhood agencies to understand supply and demand, shape policy, and improve program delivery at scale.

As a Product Manager for our Government Platform, you will work closely with senior government leaders, own the development of deeply integrated systems, and design data and AI tools that help agencies make faster, smarter decisions.

Responsibilities

• Design and scale a SaaS platform for early childhood state agencies and their operational teams
• Build data tools and workflows that enable leaders to understand supply, demand, funding, and usage
• Integrate Wonderschool's government tools seamlessly with the provider and family platforms
• Deliver features that support compliance, subsidy management, policy reporting, and real-time dashboards
• Co-design solutions with government users to ensure engagement, usability, and real-world value
• Lead product demos and discussions with cabinet-level leaders and procurement teams
• Collaborate with implementation teams, systems integrators, and vendors to ensure performance
• Travel 3–5 days per month to meet with customers and support product design
• Build the early foundation for a product team that will scale with adoption
• Report directly to the CEO and eventually to the Head of Product

What You Bring

• Experience building or scaling complex enterprise SaaS platforms, ideally for regulated sectors
• Experience as a software engineer or deep technical fluency in engineering/product delivery
• Experience working with or at systems integrators (e.g., Accenture, Deloitte) on public sector modernization projects
• Track record of managing complex projects across internal and external stakeholders
• Experience writing, structuring, or responding to RFPs, and defining pricing and packaging
• Strong workflow design, enterprise integration, and data modeling experience
• Familiarity with compliance-heavy systems and government procurement cycles
• Comfort working with AI and LLMs to solve real-world information access or data reporting problems
• Exceptional communication skills and executive presence,can present confidently to CIOs and policy leaders

What Success Looks Like

• State leaders use the platform weekly to make decisions, request expansions, and cite it as a critical part of their operations
• Government platform integrates seamlessly with provider and family products to enable unified program delivery
• Demos and decks are used successfully in procurement cycles to close new state deals
• Implementation timelines are hit reliably, with strong coordination across internal teams and system integrators
• The roadmap is led proactively, with tight loops between customer feedback, usage data, and product development
• The PM is seen internally as the expert on government needs and externally as a trusted partner by state leaders

Why Join Wonderschool

We operate with urgency, clarity, and focus. As a Series B company with significant capital and a rapidly growing customer base, we’re building real products that generate revenue and deliver economic value. If you care about solving hard financial problems and want to build with speed and ownership , you’ll thrive here.

The role's base salary starts at $140,000, includes equity, is negotiable and aligns to the appropriate experience of the individual.

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Wonderschool is solving one of the most critical market problems in the U.S.: childcare access and affordability. We're building an AI-powered platform that enables providers to operate financially sustainable childcare businesses at scale.

As Product Manager for Fintech & Payments, you will own core financial products that drive usage, revenue, and profitability. You'll move fast, identify and ship high-leverage product improvements, and create tools that providers prefer over any alternative.

What You'll Own

• Lead product development for tuition payments and other provider-facing financial tools
• Grow total payments volume, product adoption, and net revenue
• Improve provider NPS and reduce friction across the billing experience
• Drive profitability and improve unit economics through product and pricing strategy
• Work end-to-end with engineering, design, and data to ship features weekly
• Talk to providers every week and turn insights into product decisions
• Use modeling, experimentation, and data to drive prioritization and iteration
• Scale internal workflows and product surfaces using AI and automation tools

What You'll Need

• Strong product judgment and an instinct for what users want
• Background as a software engineer or ability to work deeply with engineering teams
• Experience with payments, fintech, or in a high-bar finance role (e.g., investing, banking)
• Proven track record of delivering 0→1 products that generate measurable financial results
• Strong analytical thinking; can model impact and drive decisions with data (SQL or similar is a plus)
• Extreme ownership and urgency , ships fast, iterates constantly, and fixes broken experiences
• Bias toward outcomes , knows how to set and hit aggressive goals
• Interest in small business empowerment, with a preference for those who've built or supported business owners
• Based in San Francisco, with the ability to work in-office 3–5 days/week

What Success Looks Like

• Payments volume and adoption grow significantly month-over-month
• Providers prefer our financial tools and use them to grow their income
• Unit economics improve meaningfully through product changes
• High NPS and reduced support load signal strong usability and product-market fit
• You identify quick wins, iterate fast, and consistently ship value

Why Join Wonderschool

We operate with urgency, clarity, and focus. As a Series B company with significant capital and a rapidly growing customer base, we're building real products that generate revenue and deliver economic value. If you care about solving hard financial problems and want to build with speed and ownership , you'll thrive here.

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Wonderschool is on a mission to make high-quality early childhood education accessible to all. We empower child care providers with the tools and support they need to succeed while helping parents find the best learning environments for their children.

About the Role

Wonderschool is harnessing the power of technology to provide comprehensive support to child care providers operating out of their homes as well as in the government and non-profit sectors. Our products enable child care providers to create high-quality environments and meet the demands of their business, while also helping parents in need of childcare solutions through the creation of an accessible marketplace.

We are seeking a hands-on and results-driven Product Manager to play a key role in driving the growth of our marketplace business and help providers make more money. This role will be heavily focused on optimizing and scaling our business using a combination of AI and other data tools.

Responsibilities

• Increase marketplace matching efficiency efforts through improving conversion and engagements metrics; proactively make data-driven recommendations and executing said solutions

• Lead engineers, designers, and operations teammates in matching parents to child care providers using the product.

• Drive acquisition, adoption and retention of child care providers, parents, and teachers on the platform.

• Drive engagement and revenue growth.

• Build & Ship Fast, Leveraging AI & No-Code: Moving quickly to ship high-impact experiments and derive insights from implementations quickly

• Drive insights from cohort analyses, growth loops, retention data to eliminate gaps in our product offerings

• Define OKRs and track progress against them, communicate plans and updates to cross-functional partners and leadership, and drive the execution of your roadmap to hit your team’s goals

• Own your team’s success metrics, including impact to our business and customers

• Think and design at a systems level, crafting and influencing design systems to ensure consistency and scalability across projects

• Synthesize feedback and translate it into product features quickly

What We Offer

Wonderschool offers a competitive benefits package, including the following:

• Health benefits offer up to 100% coverage for employee premiums and up to 80% for dependents

• Wifi, Employee Wellness, and co-working space reimbursements offered to all employees

• A flexible PTO plan, paid holidays, and mental wellness days

• Highly competitive parental leave policies, eligible to qualified individuals after 6-months of employment

• An autonomous workplace that prioritizes health and wellness to ensure our employees can produce their best work while achieving their personal and professional goals

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The ideal candidate will possess strong analytical skills, a deep understanding of financial models, and a passion for helping small business owners succeed. As a Launcher / GM, you will be responsible for working closely with child care providers to ensure they have the knowledge and tools necessary to run a successful business.

Key responsibilities include leading the end-to-end launch of new markets and contracts, conducting in-depth business assessments, identifying and recruiting providers looking to open their own childcare center, guiding providers in building and managing financial models, and serving as a trusted advisor to providers.

Ideal Candidate Qualifications:

• 3-5 years of experience in business management, operations, or a related field.
• Strong financial acumen, with the ability to build financial models and analyze unit economics.
• Experience working with small business owners or entrepreneurs, preferably in an advisory or consulting capacity.
• Ability to thrive in ambiguity and problem-solve in real-time.
• Excellent communication skills, with a talent for asking insightful questions and engaging key stakeholders.

Why Join Wonderschool?

• Opportunity to make a tangible impact on early childhood education and small business success.
• A dynamic, fast-paced startup environment with opportunities for growth and career development.
• A collaborative team that values innovation, problem-solving, and mission-driven work.

What We Offer

• Health Benefits: 100% coverage for employee premiums and 80% for dependents.
• Wellness: Flexible PTO, mental wellness days, and reimbursements for wellness initiatives.
• Parental Leave: Competitive policies eligible after six months of employment
• Minimum salary of $80,000 to maximum salary of $120,000 + equity + benefits

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This position will provide high-level operational support, including overseeing key business initiatives, managing complex projects, streamlining internal processes, and acting as a liaison between senior leadership and departments.

Responsibilities:

• Support senior leadership in developing and executing business strategies.
• Act as a point of contact between senior leaders and various departments, ensuring smooth communication and effective project execution across teams.
• Oversee and manage key business projects from inception to completion, ensuring that goals are met on time, on budget, and with high quality.
• Provide high-level operational support to the executive team, including preparing presentations and reports and ensuring alignment on priorities.
• Identify inefficiencies in workflows and propose process improvements to enhance operational performance across teams.
• Create and monitor key performance indicators (KPIs) to assess business performance.
• Regularly report insights to the leadership team and recommend actionable steps based on data-driven analysis.

Required Qualifications:

• 2+ years of experience in management consulting, investing banking, venture capital, business operations, or a strategic role at a high-growth startup.
• Strong leadership and team-building skills; and ability to collaborate cross-functionally in an effective manner.
• Strategic thinker with the ability to see the big picture and make decisions that drive the business forward.
• Demonstrated ability to build and automate with AI tools.
• Expert MS Excel / Google Sheets skills.
• Candidate should be comfortable with financial modeling and working with large amounts of data.

What We Offer:

• Health benefits offer up to 100% coverage for employee premiums and up to 80% for dependents.
• Wifi, Employee Wellness, and co-working space reimbursements offered to all employees.
• A flexible PTO plan, paid holidays, and mental wellness days.
• Highly competitive parental leave policies, eligible to qualified individuals after 6-months of employment.
• An autonomous workplace that prioritizes health and wellness to ensure our employees can produce their best work while achieving their personal and professional goals.

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Wonderschool is a software company that helps small business owners earn more money. They started with childcare providers because it is a large, underserved market where technology can have an outsized impact on revenue. But the model scales: they are building a platform and a playbook that will expand into other verticals.

The Vision

The North Star for this role is a system where a user signal automatically triggers a chain of AI agents that writes the product requirements, designs the solution, builds the code, reviews it, and ships it. No human in the loop for the routine stuff. Humans define what matters, train the agents, and review edge cases.

What You Will Do

Own the AI Development Loop

Review and iterate on AI-generated code and feed that review back as training signal to make the agents better over time Architect the codebase for AI legibility: clean data models, strong documentation, deprecation of legacy patterns that cause agents to fail Build and maintain the automated product pipeline: signal detection, agent-generated requirements, AI-driven development, AI code review, commit When agents break in production, you own the diagnosis and fix

Enable the Business, Not Just the Product

Build tools and workflow infrastructure that let operations, sales, and customer success teams operate the platform themselves, without filing engineering tickets Translate what internal teams need into automated, reliable systems Help non-engineers understand what is possible and then make it happen

Ship Full-Stack Product

Build features across the frontend and backend: React/TypeScript on the front, Node.js or Elixir on the back, Postgres underneath Own the full lifecycle from requirements to production Debug issues across the entire stack

Stay Close to What Is Live

Actively observe the production environment: usage patterns, agent failures, edge cases, provider behavior This role requires a high degree of personal accountability for system health. When things are running well, that is because you have built the monitoring and alerting to catch problems early. Getting there takes commitment.

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Wonderschool's mission is to ensure every child has access to early childhood education that helps them realize their full potential.

We are looking for a Forward Deployed AI Engineer to lead product development on some of the most strategically important initiatives at Wonderschool. You'll spend your time working directly with customers (traveling as needed), uncovering pain points, and building AI-powered solutions that drive measurable impact across revenue, operational efficiency, and user experience.

Responsibilities

Work directly with users and internal teams to identify high-leverage problems and ship product solutions.

Write production code (approximately 50% of your time) and ship weekly improvements across the customer journey.

Use tools like Widesurf, Cursor, and other AI accelerators to increase your velocity and quality of output.

Build and deploy AI-powered tooling that eliminates manual effort and improves the experience for providers, parents, and government partners.

Automate onboarding flows, proposal generation, reporting processes, and other operational workflows.

Own full loops: talk to users, design solutions, write code, test, deploy, and monitor adoption.

Prioritize based on business impact and collaborate across teams to drive measurable results.

What Success Looks Like

You uncover user pain points faster than anyone else and consistently ship solutions that address them.

You deploy AI-infused internal tools or product experiences that improve core metrics (conversion, retention, revenue).

You fully own feedback loops,from discovery to deployment,and iterate rapidly.

Internal teams rely on your tools to operate faster and with fewer resources.

Who You Are

A builder and founder at heart,you've started a company, built products that got users, or made revenue independently.

Comfortable talking to users weekly and distilling insight into product decisions.

Technical enough to ship production code on your own,experience with Python, JavaScript, or similar languages.

Experienced using AI/LLMs and developer tools like Windsurf and Cursor to move faster and smarter.

Business-minded,you've worked in consulting, managed a P&L, or attended business school and know how to prioritize based on ROI.

Comfortable operating in ambiguity and energized by a high-trust, high-impact, in-person environment.

Why Join Us

Make a direct impact on families, small business owners, and communities.

Operate with founder-like ownership on the company's most important priorities.

Join a small, fast-moving team with a bias for action.

Talk to users, ship weekly, and see your work go live and drive real-world outcomes.

Help reimagine early education and child care for the modern era.

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This is a unique opportunity to work in a fast-paced, purpose-driven environment where you can apply your technical skills to create meaningful impact in the childcare ecosystem. You’ll collaborate with cross-functional teams to build scalable, AI-driven solutions that empower childcare providers and improve parent experiences.

Key Responsibilities:

• Design, develop, and maintain robust software solutions with a focus on integrating AI capabilities.
• Collaborate with product managers, designers, and engineers to define requirements and implement innovative features.
• Design and Development of AI Agents: Build modular, task-specific AI agents capable of natural language understanding, dialogue management, and action execution using frameworks such as LangChain or Rasa.
• Debug and troubleshoot technical issues to ensure platform stability.
• Stay current with emerging technologies and best practices in software engineering and AI.

Required Qualifications:

• Bachelor’s degree in Computer Science, Engineering, or related field.
• Strong foundation in programming languages (e.g., Python, JavaScript, or TypeScript).
• Familiarity with AI/ML concepts and frameworks (e.g., TensorFlow, PyTorch, Scikit-learn).
• Basic understanding of cloud platforms like Google Cloud Platform and AWS.
• Excellent communication skills and ability to work in a collaborative, in-person environment.

Nice-to-Have Skills:

• Strong understanding of machine learning principles, including model development, evaluation, and deployment for real-world applications.
• Retrieval-Augmented Generation (RAG) Pipelines: Design and deploy RAG pipelines by integrating retrievers with generative models to enable contextual, real-time responses using vectorized knowledge bases.
• Continuous Learning: Incorporate user feedback loops and data augmentation techniques to iteratively improve the performance and relevance of AI agents and RAG pipelines.

What We Offer:

• Compensation: Expected salary range is $100K–$120K annually, based on experience and location.
• Health Benefits: 100% coverage for employee premiums and 80% for dependents.
• Wellness: Flexible PTO, mental wellness days, and reimbursements for wellness initiatives.
• Parental Leave: Competitive policies eligible after six months of employment.
• Work Environment: 3-5 Days in our SF Office in Downtown in SF with lunch covered.

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Wonderschool is a technology company that supports child care providers operating from their homes as well as in government and nonprofit sectors. Our products enable providers to build high-quality programs, operate sustainable businesses, and connect families to accessible child care solutions.

We partner directly with state and local governments to modernize child care infrastructure, improve access, and deliver measurable outcomes for families and communities nationwide.

About This Future Opportunity

As we continue expanding our public sector footprint, we’re interested in connecting with experienced Government Sales professionals across multiple levels , from high-performing Account Executives to senior leaders who can build and scale a government sales organization.

This posting is intended to build relationships with candidates for potential future openings and does not represent an active role at this time.

What These Roles May Involve

Depending on level and scope, future Government Sales roles at Wonderschool may include:

• Owning full-cycle government sales within a territory
• Navigating complex, multi-stakeholder, 12+ month sales cycles
• Building relationships with legislators, agency leaders, and executive administration stakeholders
• Developing territory strategies aligned to legislative, budget, and election cycles
• Leading RFP responses and procurement processes
• Traveling frequently (up to ~60%) to build in-person relationships

Sales Leadership (Director / Head of Government Sales)

• Defining and executing the overall government sales strategy
• Building and leading a high-performing public sector sales team
• Managing pipeline forecasting, territory design, and performance metrics
• Developing executive-level relationships with state and national decision-makers
• Partnering cross-functionally with Product, Policy, Finance, and Implementation teams
• Driving long-term revenue growth and public-sector expansion

What We’re Generally Looking For

• Proven track record of meeting or exceeding revenue targets in complex sales environments
• Experience in business-to-government (B2G) sales, public sector partnerships, or government policy
• Deep understanding of procurement processes, RFP cycles, and legislative dynamics
• Strong strategic thinking and ability to align value propositions with political and programmatic priorities
• Experience managing complex, enterprise-level sales cycles
• For leadership roles: experience building, coaching, and scaling sales teams
• High ownership mindset and comfort operating in ambiguity
• Strong CRM discipline and forecasting capability

Compensation (Future Opportunities – California)

For future Government Sales roles based in California, compensation will vary based on level and scope.

Compensation structures may include:

• Base salary
• Performance-based variable compensation (commission and/or bonuses)
• Potential equity participation

For reference, individual contributor roles have historically included base salaries in the range of approximately $150,000 – $250,000, with significant variable earning potential. Leadership roles may carry broader compensation bands based on scope and organizational responsibility.

Actual compensation will vary based on experience, level, territory complexity, and business needs at the time of hire.

Benefits

Wonderschool offers a competitive benefits package, which may include:

• Health benefits with up to 100% coverage for employee premiums and up to 80% for dependents
• Wifi and employee wellness stipends
• Flexible PTO, paid holidays, and mental wellness days
• Competitive parental leave (eligible after 6 months of employment)
• A high-ownership, mission-driven workplace environment

Additional Notes

This is not an active job opening and does not guarantee an interview or offer.

Role scope, level, compensation structure, and travel expectations may vary based on business needs.

Candidates may be contacted if and when a relevant opening becomes available.

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Responsibilities:

• Build and Own Product End-to-End: Design, build, and ship full-stack features that improve provider, parent, and government experiences
• Drive Product Impact: Partner closely with Product, Design, and Data to build features that solve real customer problems
• Improve Systems and Scale: Design systems and data models that support complex workflows and integrations
• Increase Engineering Leverage: Use AI tools, automation, and modern development workflows to increase speed and efficiency

Requirements:

• 6+ years of experience as a full stack engineer
• Strong experience with modern frontend technologies (React, TypeScript, JavaScript)
• Proficiency with backend systems (Node.js, Ruby on Rails, Elixir, or similar)
• Experience working with relational databases (Postgres or similar)
• Proven ability to deliver high-quality code with strong testing practices
• Experience building and shipping production systems end-to-end
• Strong collaboration and communication skills

Preferred Qualifications:

• Experience building complex or enterprise-grade systems with multiple integrations
• Experience designing APIs (REST or GraphQL)
• Familiarity with cloud infrastructure, containerization, or serverless architectures
• Experience with CI/CD pipelines and DevOps practices
• Experience working in fast-paced, high-growth environments
• Experience incorporating AI into products or development workflows

Compensation & Benefits:

• Compensation Range (California): The base salary range for this role is $180,000 – $220,000, depending on experience, skills, and location. This role may also be eligible for equity and other forms of compensation.
• Health benefits with up to 100% coverage for employee premiums and up to 80% for dependents
• Wifi and employee wellness stipends
• Flexible PTO, paid holidays, and mental wellness days
• Competitive parental leave (eligible after 6 months of employment)
• A highly collaborative, mission-driven workplace environment

Location / Travel Expectations:

• This role is based in San Francisco. We work primarily in-office to enable close collaboration across engineering, product, and leadership teams.

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Wonderschool's mission is to ensure every child has access to early childhood education that helps them realize their full potential.

We empower small business owners,child care providers,to launch and grow in-home programs through cutting-edge software, personalized coaching, and responsive support. We also partner with governments to modernize public child care infrastructure.

About This Future Opportunity

As we continue to grow, we're interested in connecting with Social Media Managers who are passionate about storytelling, community-building, and creating content that drives real-world impact. This posting is intended to build relationships with candidates for potential future openings and does not represent an active role at this time.

This role focuses primarily on Instagram, with TikTok as a secondary channel, and is ideal for creators who love blending education, inspiration, and strategy to grow and engage audiences.

What These Roles May Involve

Depending on company needs, future Social Media Manager roles may include:

• Content Strategy & Creation

Developing and executing a high-quality content strategy for Instagram and TikTok aligned with Wonderschool’s mission

Creating engaging, inspiring, and educational content (Reels, Stories, TikToks, carousels, etc.)

Crafting content that inspires child care providers to pursue high-quality programs and financial freedom

Developing parenting content that encourages and supports caregivers

Creating messaging that empowers educators to grow their income and careers

Staying current on trends in early education, neuroscience, finance, and digital marketing

• Community Growth & Engagement

Building and nurturing an engaged community through comments, DMs, and conversations

Developing relationships with influencers, educators, and child care advocates

Identifying and testing growth strategies to increase followership, particularly among women aged 20–30

Leveraging user-generated content and collaborations to expand brand reach

• Analytics & Performance Optimization

Tracking and analyzing performance metrics (engagement, reach, follower growth, etc.)

Running experiments to optimize content formats, hashtags, and posting cadence

Sharing regular insights and recommendations to improve performance and impact

What We’re Generally Looking For

Strong storytelling skills and the ability to adapt messaging for different audiences

Proven experience growing and managing Instagram and TikTok accounts

Deep understanding of social media trends, formats, and best practices

Data-driven mindset with comfort analyzing and optimizing performance

Experience with social media management tools (e.g., Later, Sprout Social, Hootsuite)

Passion for education, child care, and financial empowerment

Comfort working independently with high ownership and creativity

Compensation (Future Opportunities – California)

For future Social Media Manager roles based in California, the expected compensation range will vary depending on scope, level, and employment type (full-time, part-time, or contract). A good-faith base pay range will be shared if and when an active role becomes available. These roles may also be eligible for additional compensation and benefits depending on role structure.

Additional Notes

This is not an active job opening and does not guarantee an interview or offer

Employment type, scope, level, and compensation may vary based on business needs

Candidates may be contacted if and when a relevant opening becomes available

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Wonderschool is a category-defining platform at the intersection of marketplace, SaaS, and public sector systems. We empower small business owners,childcare providers,to launch and grow programs through software, coaching, and support, while partnering with governments to modernize childcare infrastructure.

This role helps childcare providers successfully launch, operate, and grow their businesses using Wonderschool's platform. The Provider Growth & Success Manager owns the provider journey from early onboarding through long-term success,combining coaching, business support, and product enablement to drive meaningful outcomes.

Responsibilities:

• Drive Provider Success & Growth: Support providers across their full lifecycle,from onboarding and launch to ongoing growth and expansion. Build strong, trust-based relationships through field visits, virtual coaching, and proactive outreach. Help providers achieve key outcomes including enrollment growth, operational efficiency, and revenue stability. Serve as a trusted advisor, guiding providers through challenges and opportunities.

• Coaching & Business Enablement: Coach providers on small business fundamentals, including pricing, budgeting, and financial planning. Support providers in building sustainable operations, including staffing and long-term growth strategies. Help providers develop strong program positioning, parent communication, and community engagement. Guide providers in setting and achieving measurable business goals.

• Licensing & Compliance Support: Guide providers through state licensing requirements and regulatory processes. Support preparation for inspections and ongoing compliance. Assist with business setup tasks such as documentation, registration, and operational readiness. Ensure providers meet required standards to successfully launch and operate.

• Product Adoption & Technical Onboarding: Lead onboarding and training for Wonderschool's platform and tools. Help providers adopt key features that improve efficiency, enrollment, and revenue. Deliver live trainings, walkthroughs, and ongoing support for non-technical users. Identify gaps in adoption and proactively drive deeper product usage.

• Marketing & Enrollment Growth: Support providers in building and managing enrollment pipelines. Guide branding, local visibility, and digital presence (including marketplace listings and reviews). Coach providers on converting inquiries into enrollments and improving parent engagement. Help providers execute local marketing strategies and community outreach.

• Field Engagement & Community Building: Conduct regular in-person visits and host trainings across the region. Facilitate group sessions, workshops, and Wonderschool Academy programs. Represent Wonderschool in the field at events and community engagements. Travel regularly to support provider success and relationship-building.

• Cross-Functional Collaboration: Maintain accurate provider records and insights in internal systems. Partner with Sales, Support, Product, and Engineering to improve provider experience. Surface trends, challenges, and opportunities from the field to inform product and process improvements.

Required Qualifications:

• 3+ years of experience in customer success, onboarding, account management, business consulting, or similar roles.
• Experience working with small business owners or entrepreneurs.
• Strong understanding of business fundamentals (pricing, budgeting, operations).
• Experience training or supporting non-technical users on software platforms.
• Excellent communication and relationship-building skills.
• Strong organizational skills and ability to manage multiple providers simultaneously.
• Willingness and ability to travel regularly within the region.

Preferred Qualifications:

• Experience working in regulated industries (childcare, education, healthcare, or similar).
• Familiarity with licensing or compliance processes.
• Experience with SaaS onboarding or implementation.
• Experience using CRM tools (e.g., HubSpot).
• Experience coaching or mentoring business owners.

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Wonderschool is a company that empowers small business owners to launch and grow childcare programs through software, coaching, and support. We are looking for a Head of Implementation & Customer Success to join our team.

As a Head of Implementation & Customer Success, you will be responsible for ensuring that our platform and partnerships translate into real outcomes for customers. This includes successful deployments, strong adoption, and long-term retention.

Responsibilities:

• Own end-to-end delivery of government and enterprise implementations, from kickoff through go-live and post-launch success

• Ensure customers achieve defined outcomes, including successful deployment, adoption, and ongoing usage

• Manage complex, multi-stakeholder implementations involving integrations, data migration, and system configuration

• Establish clear success metrics across adoption, retention, and expansion

• Build a Scalable Customer Success Engine

• Design and implement repeatable playbooks for onboarding, implementation, and long-term customer success

• Develop systems to monitor customer health, identify risks, and drive proactive engagement

• Build frameworks that improve time-to-value and increase net revenue retention

• Identify opportunities for expansion and deeper customer partnerships

• Lead and Scale the Team

• Build and lead a high-performing implementation and customer success organization

• Define roles, hiring plans, and operating structure as the company scales

• Coach and develop team members while maintaining high standards of execution

• Establish clear performance expectations tied to customer and business outcomes

• Drive Cross-Functional Execution

• Partner closely with Product, Engineering, and Sales to ensure successful deployments and product alignment

• Translate customer feedback into product improvements and roadmap priorities

• Ensure alignment between sales commitments and delivery capabilities

• Advocate for scalable solutions over one-off implementations

• Manage Executive Stakeholders

• Build strong relationships with customer leadership and executive stakeholders

• Lead high-stakes conversations during implementations and critical phases

• Navigate complex challenges while maintaining trust and alignment

• Communicate clearly across internal and external stakeholders

Required Qualifications:

• 8–12+ years of experience in B2B SaaS post-sales roles (implementation, professional services, or customer success)
• Proven experience leading complex enterprise or government implementations with multiple stakeholders
• Experience building and scaling implementation or customer success teams in high-growth environments
• Strong program management and operational leadership capabilities
• Experience managing long implementation cycles with contractual deliverables and deadlines
• Excellent communication skills, including experience engaging executive stakeholders
• Ability to operate with high ownership in fast-paced, ambiguous environments

Preferred Qualifications:

• Experience working with government or public sector customers
• Background in enterprise SaaS, professional services, or consulting
• Experience owning or influencing net revenue retention (NRR)
• Familiarity with regulated industries (education, healthcare, public sector)
• Experience building systems that improve operational efficiency and scalability

Compensation & Benefits:

• Compensation Range (California): The base salary range for this role is $180,000 – $220,000, depending on experience, skills, and location.
• This role may also be eligible for equity and other forms of compensation.
• Wonderschool offers a competitive benefits package, including:
• Health benefits with up to 100% coverage for employee premiums and up to 80% for dependents
• Wifi and employee wellness stipends
• Flexible PTO, paid holidays, and mental wellness days
• Competitive parental leave (eligible after 6 months of employment)
• A highly collaborative, mission-driven workplace environment

Location / Travel Expectations:

• This role is based in San Francisco (hybrid, approximately three days per week in office).
• Regular travel is required to support customer implementations, key partnerships, and critical deployment phases.

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