About us

At Pomelo Care, we are redefining the healthcare journey for women and children. As the leading virtual medical practice in our field, we provide a continuous circle of support,from the first steps of family building and the complexities of pregnancy to the nuances of postpartum, pediatric, and midlife care.

What you'll do

As our first Product Security Engineer, you will sit at the intersection of Security and Software Engineering. Reporting directly to the CISO, you will be a "Security Builder": embedded within our engineering teams with the autonomy needed to build the automation, tools, and workflows that make security a seamless part of the software development lifecycle.

You aren't just finding bugs; you are building the systems that prevent and fix them at scale. Your work will be centered on three core strategic pillars:

• Secure architecture and auth: you will design and implement auth enhancements such as magic link improvements and access/audit log features to monitor access and improve transparency.

• Privacy engineering: you will lead the privacy engineering initiatives including DSAR integration, building automated data deletion capabilities directly into the Pomelo mobile app and our internal platform to ensure seamless compliance. You will also help improve privacy-preserving data de-identification and anonymization as needed.

• Full-cycle remediation: you will own the end-to-end pentest-to-fix lifecycle. This means you don't just triage reports; you write the code to fix penetration test findings, remediate SAST issues, and build greenkeeping systems for high-volume dependency patching with regression testing.

Beyond these pillars, you will serve as a high-leverage engineering partner to the broader InfoSec team by:

• Building secure-by-default libraries: reducing the load on core Software Engineering by creating internal libraries and patterns that make security the default path.

• Threat modeling: partnering with engineering leads to conduct threat modeling and ensure secure design at the earliest stages of the development process.

• Scaling through collaboration: as a security resource embedded in our engineering teams, you will help engineering squads navigate complex security use cases, translating GRC requirements into elegant code rather than manual checklists.

Who you are

You’re an enthusiastic and collaborative engineer who enjoys solving meaningful problems through code. You view security as a product challenge, and you believe the best way to secure a system is to make the "secure way" the "easy way." In particular, you:

• Are a builder first: Have 5+ years of software engineering experience with a strong foundation in computer science and a track record of shipping production-grade code (Python, Go, Kotlin or similar).

• Have a security mindset: You understand the OWASP Top 10, identity flows and prompt injections, but you’d rather build a system that eliminates a class of vulnerability than manually triage individual alerts. You believe security expertise should be embedded into the development process, not bolted on at the end.

• Are an automation enthusiast: you enjoy tackling complex problems with practical automation and are keeping up with trends in LLM agents to multiply your engineering impact.

• Navigate ambiguity: as a floating resource across various engineering teams, you are comfortable context-switching and can quickly build rapport with different engineering teams to understand their needs.

We’ll be super excited if you

• Have experience with Google Cloud Platform (GCP), Github Advanced Security (GHAS), Stytch, Sentry, Fullstory, Statsig or similar technology stack.

• Have prior experience in healthcare data, including understanding of HIPAA, SOC 2 Type 2 and HITRUST compliance requirements.

• Have experience building data infrastructure that supports AI/ML workloads,internal developer platforms and privacy preserving data de-identification and anonymization techniques.

• Have previously worked in a fast-paced, product-oriented startup environment.

Why you should join our team

By joining Pomelo, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup that always puts the patient first. You will learn, grow and be challenged -- and have fun with your team while doing it.

We strive to create an environment where employees from all backgrounds are respected. We also offer:

• Competitive healthcare benefits

• Generous equity compensation

• Unlimited vacation

• Membership in the First Round Network (a curated and confidential community with events, guides, thousands of Q&A questions, and opportunities for 1-1 mentorship)

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At Pomelo Care, we are redefining the healthcare journey for women and children. As the leading virtual medical practice in our field, we provide a continuous circle of support,from the first steps of family building and the complexities of pregnancy to the nuances of postpartum, pediatric, and midlife care.

Your North Star:

Own and accelerate Pomelo’s health plan partnership pipeline, driving deal strategy to expand our opportunities to serve patients.

Responsibilities:

• Drive deal strategy with data-driven insights on pipeline effectiveness and conduct deep strategic research on health plan priorities and state policy changes to identify high-value engagement opportunities.

• Source, track, and nurture a robust pipeline of health plan opportunities. You will focus on identifying high-potential partners and driving deal velocity, particularly within large national payers

• Architect and develop high-stakes presentation materials for strategic partnership opportunities, ensuring the narrative resonates with health plan stakeholders across leadership levels and functions.

• Advocate for prospect needs internally and lead strategic cross-functional projects critical to Pomelo’s growth. Work in lockstep with Partnerships and Marketing teams to align on prospective customer opportunities, events, and market messaging.

• Lead the development of pricing models and collaborate with legal/compliance to advance contracting processes.

Who You Are:

• 5-7+ years of experience in a client-facing or analytical role; management consulting background is strongly preferred.

• 3+ years of healthcare experience, specifically working with health plans.

• Strategic Problem Solver: You have strong problem-solving and project management experience, capable of managing competing priorities across cross-functional teams.

• Entrepreneurial & Driven: You are highly adaptive, entrepreneurial, and pragmatic, able to turn abstract ideas into commercial action in a fast-paced environment.

• Exceptional Communicator: You possess executive-level written and verbal communication skills, with the ability to distill complex healthcare concepts into simple, compelling messaging.

Why you should join our team

By joining Pomelo, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup where you will have a profound impact on the patients we serve. And you'll learn, grow, be challenged, and have fun with your team while doing it.

Benefits

• Competitive healthcare benefits

• Generous equity compensation

• Unlimited vacation

• Membership in the First Round Network (a curated and confidential community with events, guides, thousands of Q&A questions, and opportunities for 1-1 mentorship)

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Your North Star: Build innovative, data-driven products that enhance patient engagement and retention to improve the lives of moms and babies.

We're looking to bring on an experienced Senior Data Scientist to own the data strategy for our Growth and Patient Experience team. In this role, you will hold a dual focus: optimizing the top-of-funnel strategy to grow patient enrollment, and driving the development of next-generation products that keep those patients engaged throughout their care journey.

Responsibilities

• Become an expert in patient behavior, engagement patterns, and retention drivers, owning the team’s data science roadmap and playing a foundational role in shaping Pomelo's patient experience strategy
• Collaborate deeply with the Marketing team to build and optimize a multi-channel enrollment strategy. You will build attribution models, analyze funnel conversion rates, and identify the best ways to allocate resources towards patient enrollment.
• Define and iterate on key metrics that define the health of the business, such as enrollment and retention rates, and present insights to Pomelo’s leadership team
• Complete exploratory analyses to inform development of enrollment and engagement-focused features, such as conversation topic categorization and patient journey segmentations
• Build robust data pipelines and analytics infrastructure that connect external, marketing and product usage data, creating a unified view of the patient journey.
• Lead the team’s approach to A/B testing across marketing and product initiatives to accurately measure impact
• Collaborate closely with Product, Clinical, and Engineering teams to translate patient insights into actionable product improvements and new feature development

Requirements

• 4+ years professional experience in data science, product analytics, or data engineering
• 1+ years professional experience working in healthcare, consumer health, or high-touch consumer products
• Expert proficiency in both SQL and Python, with demonstrated ability to work across the full data stack
• Strong product sense with experience in product prototyping, A/B testing, and user behavior analysis
• Passionate about improving maternal health outcomes and creating exceptional patient experiences
• Proven track record of scoping and implementing data-driven product solutions to complex, ambiguous problems
• Comfortable leading cross-functional initiatives with Product, Engineering, and Clinical teams as a strategic partner and technical expert
• A strong communicator and a keen nose for value - someone who can easily and quickly understand the needs of different audiences
• Experience with data visualization and dashboarding tools (e.g., Looker, Tableau, Metabase)
• Experience working with modern data stack tools (e.g., dbt, Airflow, Snowflake)

Bonus Points

• Experience with AI model development including fine-tuning, prompt engineering, model evaluation and building production AI applications
• Background in healthcare AI, clinical decision support, or medical NLP

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Doula (Missouri)

About Us

At Pomelo Care, we redefine the healthcare journey for women and children. As the leading virtual medical practice in our field, we provide a continuous circle of support.

Role Description

As a doula serving Pomelo patients, you will educate and guide expecting and new families throughout pregnancy, birth, and the postpartum period. You will play a vital role in improving birth outcomes by ensuring that families feel supported and empowered during this transformative time.

Support for Your Doula Practice

By joining the Pomelo community, we provide the support you need to focus on what you do best - caring for families.

Focus on Care, Not Paperwork

We handle the credentialing, billing, and administrative hassle of accepting insurance. You get reliable and timely payment for your work without the back-office headache.

Grow Your Client Base

We provide client outreach support to help you connect with families who need your services.

Comprehensive Support

You’ll have access to dedicated administrative and technical support to navigate our systems, as well as charting and documentation support to streamline your workflow.

A Thriving Peer Community

Connect with a vibrant and growing network of hundreds of doulas. Access the Pomelo Doula community for peer support, shared learning, and connection.

Maintain Your Flexibility

You choose how many clients you see through Pomelo, allowing you to set the hours and workload that fit your life.

Requirements

• Completed certification/training as a birth and/or full spectrum doula.
• Experience working as a doula with an in-depth understanding of pregnancy, childbirth, breastfeeding, and postpartum recovery.
• Strong verbal and written communication skills, with the ability to connect with families from diverse backgrounds both virtually and in-person.
• Comfortable using telehealth platforms, video conferencing tools, and electronic documentation systems.
• Have availability for virtual and in-person work, as well as evenings and weekends, to accommodate the needs of families.

Credentialing Process & Next Steps

Once you apply, our team will guide you through the credentialing process, which includes:

• Meet with someone from our recruitment team for a 30-minute video call
• Provide proof/verification of:
• Medicaid Provider ID
• Doula training/certification
• NPI number
• Adult & Infant CPR/First Aid certification
• Doula Match Profile
• Personal liability insurance
• Complete a background screening

Why You Should Join Our Team

By joining Pomelo, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup where you will have a profound impact on the patients we serve.

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The ideal candidate has a bachelor's degree in Accounting or Finance and 5+ years of experience working on an accounting team, ideally at a rapidly growing, early-stage company. They should have experience managing and mentoring a team, excellent attention to detail, and strong, collaborative analytical and problem-solving abilities. They should also be able to thrive in a fast-paced, dynamic environment and adapt to changing priorities. Extra credit is given for active CPA, Big 4 experience, and understanding of Friendly PC model and implications for accounting processes and controls.

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As an Outbound Enrollment Representative at Pomelo Care, you will be responsible for making outbound calls to patients to enroll them into our services. You will also educate patients on our clinical and social resources available to them through their health plan.

Responsibilities:

• Conduct high volume outbound calls to patients to provide information and education about Pomelo Care services and resources.
• Achieve member enrollment goals as driven by company KPIs.
• Support patients by answering their questions, addressing their concerns, and providing guidance on how Pomelo can support their needs.
• Document all interactions and maintain timely, accurate records of patient outreach activities.
• Collaborate internally and externally with healthcare providers, community organizations, and other stakeholders to ensure patients receive appropriate care and services.
• Work with families to schedule appointments and follow-up care as needed.
• Participate in training and development opportunities to stay current on healthcare trends and regulations.
• Manage inbound calls from potential patients.

Benefits:

• Starting base salary of $40,000 - $50,000 with significant upside earning potential.
• Uncapped performance bonus paid out monthly.
• On-target earnings range from $70,000 - $100,000.

Requirements:

• Ability to work Monday-Friday, 8:30am - 5:00pm CT.
• Strong, empathetic communication skills.
• Motivated by goals, metrics, and monthly bonus program.
• Passionate about changing the current landscape of healthcare.
• Strong organizational and time-management skills.
• Ability to work independently and as part of a team.
• Willing to work occasional overtime hours.
• Are internet-connected, able to work remotely.

Preferred Qualifications:

• Experience working in a fast-paced and dynamic startup environment.
• Experience in outreach enrollments and prospecting.
• Familiar working with people assigned to Medicaid health plans.
• Ability to scope and tackle ambiguous problems.

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Pomelo Care is seeking an experienced and motivated Staff Accountant to join our rapidly growing organisation. This role will partner directly with the Accounting Manager to build a best-in-class accounting function that can adapt, grow, and meet the changing needs of the organisation as it evolves.

Responsibilities

• Support the day-to-day accounting operations of Pomelo Care, including accounts payable, accounts receivable, and general ledger
• Assist with the monthly financial closes, including creating monthly journal entries and performing account reconciliations
• Assist with the maintenance of financial tools and systems
• Prepare monthly financial statements and ensure accurate and timely monthly, quarterly, and annual close package reporting
• Partner with the accounting team and cross-functional stakeholders to build, implement, maintain and support accounting processes, systems, and internal controls

Requirements

• Bachelor's degree in Accounting or Finance
• 3+ years of experience working on an accounting team at a rapidly growing, early-stage company
• Excellent attention to detail and strong, collaborative analytical and problem-solving abilities
• Ability to thrive in a fast-paced, dynamic environment and adapt to changing priorities

Benefits

By joining Pomelo, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup that always puts the patient first. You will learn, grow and be challenged, and have fun with your team while doing it.

We strive to create an environment where employees from all backgrounds are respected. We also offer:

• Competitive healthcare benefits
• Generous equity compensation
• Unlimited vacation
• Membership in the First Round Network

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As a Strategic Account Executive at Pomelo, you will champion our mission with enthusiasm and credibility, utilizing relationship building to drive market demand. You will develop a detailed plan for meeting your individual sales targets, secure meetings with employer buyers at all levels, from C-suite executives to benefits leaders, using creativity and persistence.

You will position Pomelo's value proposition effectively, tailoring approaches based on competitive insights and individual buyer needs. You will assess and engage decision-makers, influencers, and champions, crafting persona-specific strategies to deliver value in every interaction.

You will work collaboratively with our channel partners (e.g., national and regional health plans, benefits consultants) to drive an efficient and consultative sales process. You will drive and achieve sales goals, including management of the entire end-to-end sales process.

We're looking for you to bring 10+ years of direct sales experience, including at least 5 years selling to benefits leaders or similar functions within large employers (25K+ employees), with a documented history of exceeding quotas and delivering results.

You will have demonstrated ability to lead complex end-to-end sales processes, with exceptional organizational skills and proficiency in using tools like Salesforce to manage deals and follow-ups. You will have strong written, verbal, and presentation abilities, capable of distilling complex information into clear, compelling messaging for diverse audiences.

You will be adaptive, pragmatic, and eager to thrive in a fast-paced, metric-driven startup environment with competing priorities. You will have familiarity with the healthcare system and digital health space, including industry and competitive trends, paired with a willingness to research and learn new domains.

You will have experience managing cross-functional projects, problem-solving across teams, and turning ideas into actionable strategies. You will have a mindset focused on continuous improvement and a relentless drive for success.

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At Pomelo Care, we are redefining the healthcare journey for women and children. As the leading virtual medical practice in our field, we provide a continuous circle of support,from the first steps of family building and the complexities of pregnancy to the nuances of postpartum, pediatric, and midlife care.

Your North Star: Support the acceleration of Pomelo’s health plan partnership pipeline through rigorous research, operational excellence, and deal support.

Responsibilities

• Support Pipeline Operations: Source and track health plan opportunities, maintaining data hygiene in our CRM to ensure accurate reporting and forecasting.
• Drive Meeting Preparation: Own the preparation for customer meetings, including researching stakeholder context, adapting pitch decks to highlight focus areas, and creating briefing materials for leadership.
• Synthesize & Execute: Synthesize key takeaways from partner meetings and own internal and external follow-up actions to keep deals moving forward.
• Conduct Market Research: Leverage existing data and resources to research prospective partners and health plan priorities, providing the team with actionable intelligence.
• Collaborate on Materials: Work closely with Partnerships and Marketing teams to develop pitches, conference materials, and case studies that showcase Pomelo’s value to payers.

Requirements

• 2-4+ years of experience in a client-facing or analytical role; management consulting background is strongly preferred.
• Healthcare Interest/Experience: 2+ years of healthcare experience or a demonstrated ability to ramp up quickly on complex domains (e.g., payer dynamics, value-based care).
• Structured Thinker: You have strong organizational skills and problem-solving aptitude, with a knack for structuring ambiguity into clear next steps.
• Action-Oriented: You are eager to thrive in a fast-paced, metric-driven environment and are willing to roll up your sleeves to get the job done.
• Strong Communicator: You have exceptional written and verbal skills, able to produce high-quality slides and written synthesis for internal and external audiences.

Benefits

• Competitive healthcare benefits
• Generous equity compensation
• Unlimited vacation
• Membership in the First Round Network (a curated and confidential community with events, guides, thousands of Q&A questions, and opportunities for 1-1 mentorship)

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As a Sales Development Representative at Pomelo, you'll be responsible for generating high-quality net new opportunities through strategic cold calling, personalized email sequences, and targeted social selling. You'll deliver value-driven messaging that engages and entices prospects, work closely with AEs and marketing to formulate personalized messaging and collateral, and secure meetings with employer buyers at all levels.

You'll develop tracking and reporting dashboards in Salesforce and regularly report progress to Sales leadership. You'll consistently hit daily, weekly, and monthly lead generation targets and travel as needed for conferences.

We're looking for someone with 2+ years of highly successful outbound sales development or lead generation experience, preferably within SaaS, with a proven track record of exceeding quotas. You'll need to be able to craft persuasive emails and engaging LinkedIn messages and phone conversations, have an achieving, results-driven mindset, and experience with Salesforce, LinkedIn Sales Navigator, and other tools to build target account and contact lists and conduct personalized outreach at scale.

By joining Pomelo, you'll get in on the ground floor of a fast-moving, well-funded, and mission-driven startup where you'll have a profound impact on the patients we serve. You'll learn, grow, be challenged, and have fun with your team while doing it.

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As a doula serving Pomelo patients, you will educate and guide expecting and new families throughout pregnancy, birth, and the postpartum period. You will play a vital role in improving birth outcomes by ensuring that families feel supported and empowered during this transformative time.

This is a 1099 independent contractor role and is not an employment (W-2) position. As an independent contractor, you will not be eligible for employee benefits, including but not limited to health insurance, paid time off, workers’ compensation, or unemployment benefits. Pomelo Care will provide services to support your independent practice, such as client matching, billing, and administrative support.

Support for Your Doula Practice:

By joining the Pomelo community, we provide the support you need to focus on what you do best -- caring for families.

• Focus on Care, Not Paperwork: We handle the credentialing, billing, and administrative hassle of accepting insurance. You get reliable and timely payment for your work without the back-office headache.

• Grow Your Client Base: We provide client outreach support to help you connect with families who need your services.

• Comprehensive Support: You’ll have access to dedicated administrative and technical support to navigate our systems, as well as charting and documentation support to streamline your workflow.

• A Thriving Peer Community: Connect with a vibrant and growing network of hundreds of doulas. Access the Pomelo Doula community for peer support, shared learning, and connection.

• Maintain Your Flexibility: You choose how many clients you see through Pomelo, allowing you to set the hours and workload that fit your life.

To join Pomelo’s growing community, you have:

• Completed certification/training as a birth and/or full spectrum doula.

• Experience working as a doula with an in-depth understanding of pregnancy, childbirth, breastfeeding, and postpartum recovery.

• Strong verbal and written communication skills, with the ability to connect with families from diverse backgrounds both virtually and in-person.

• Comfortable using telehealth platforms, video conferencing tools, and electronic documentation systems.

• Have availability for virtual and in-person work, as well as evenings and weekends, to accommodate the needs of families.

Credentialing Process & Next Steps:

Once you apply, our team will guide you through the credentialing process, which includes:

• Meet with someone from our recruitment team for a 30-minute video call

• Provide proof/verification of:

• Medicaid Provider ID

• Doula certification or training

• NPI number

• Adult & Infant CPR/First Aid certification

• Birth Doula Certificate from WA Department of Health

• Complete a background screening

Why you should join our team:

By joining Pomelo, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup where you will have a profound impact on the patients we serve. And you'll learn, grow, be challenged, and have fun with your team while doing it.

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Focus on Care, Not Paperwork: We handle the credentialing, billing, and administrative hassle of accepting insurance. You get reliable and timely payment for your work without the back-office headache.

Grow Your Client Base: We provide client outreach support to help you connect with families who need your services.

Comprehensive Support: You’ll have access to dedicated administrative and technical support to navigate our systems, as well as charting and documentation support to streamline your workflow.

A Thriving Peer Community: Connect with a vibrant and growing network of hundreds of doulas. Access the Pomelo Doula community for peer support, shared learning, and connection.

Maintain Your Flexibility: You choose how many clients you see through Pomelo, allowing you to set the hours and workload that fit your life.

To join Pomelo’s growing community, you have:

• Completed certification/training as a birth and/or full spectrum doula.

• Experience working as a doula with an in-depth understanding of pregnancy, childbirth, breastfeeding, and postpartum recovery.

• Strong verbal and written communication skills, with the ability to connect with families from diverse backgrounds both virtually and in-person.

• Comfortable using telehealth platforms, video conferencing tools, and electronic documentation systems.

• Have availability for virtual and in-person work, as well as evenings and weekends, to accommodate the needs of families.

• Your service areas include Orange County, NY.

Credentialing Process & Next Steps

Once you apply, our team will guide you through the credentialing process, which includes:

• Meet with someone from our recruitment team for a 30-minute video call

• Provide proof/verification of:

• Medicaid Provider ID

• Doula certification or training

• NPI number

• Adult & Infant CPR/First Aid certification

• Personal liability insurance

• Complete a background screening

Why you should join our team

By joining Pomelo, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup where you will have a profound impact on the patients we serve. And you'll learn, grow, be challenged, and have fun with your team while doing it.

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As a doula serving Pomelo patients, you will educate and guide expecting and new families throughout pregnancy, birth, and the postpartum period. You will play a vital role in improving birth outcomes by ensuring that families feel supported and empowered during this transformative time.

This is a 1099 independent contractor role and is not an employment (W-2) position. As an independent contractor, you will not be eligible for employee benefits, including but not limited to health insurance, paid time off, workers' compensation, or unemployment benefits. Pomelo Care will provide services to support your independent practice, such as client matching, billing, and administrative support.

Support for Your Doula Practice

By joining the Pomelo community, we provide the support you need to focus on what you do best -- caring for families.

• Focus on Care, Not Paperwork: We handle the credentialing, billing, and administrative hassle of accepting insurance. You get reliable and timely payment for your work without the back-office headache.

• Grow Your Client Base: We provide client outreach support to help you connect with families who need your services.

• Comprehensive Support: You’ll have access to dedicated administrative and technical support to navigate our systems, as well as charting and documentation support to streamline your workflow.

• A Thriving Peer Community: Connect with a vibrant and growing network of hundreds of doulas. Access the Pomelo Doula community for peer support, shared learning, and connection.

• Maintain Your Flexibility: You choose how many clients you see through Pomelo, allowing you to set the hours and workload that fit your life.

Requirements

To join Pomelo’s growing community, you have:

• Completed certification/training as a birth and/or full spectrum doula.

• Experience working as a doula with an in-depth understanding of pregnancy, childbirth, breastfeeding, and postpartum recovery.

• Strong verbal and written communication skills, with the ability to connect with families from diverse backgrounds both virtually and in-person.

• Comfortable using telehealth platforms, video conferencing tools, and electronic documentation systems.

• Have availability for virtual and in-person work, as well as evenings and weekends, to accommodate the needs of families.

Credentialing Process & Next Steps

Once you apply, our team will guide you through the credentialing process, which includes:

• Meet with someone from our recruitment team for a 30-minute video call

• Provide proof/verification of:

• Medicaid Provider ID

• Doula training/certification

• NPI number

• Adult & Infant CPR/First Aid certification

• Personal liability insurance

• Complete a background screening

Why you should join our team

By joining Pomelo, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup where you will have a profound impact on the patients we serve. And you'll learn, grow, be challenged, and have fun with your team while doing it.

We strive to create an environment where employees from all backgrounds are respected. We value working across disciplines, moving fast, data-driven decision making, learning, and always putting the patient first.

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As an Obstetrics Care Provider at Pomelo Care, you will provide direct patient care and clinical oversight that optimizes outcomes for pregnant people and newborns through population-based implementation of evidence-based care.

Responsibilities

• Be accountable for improving clinical outcomes for empaneled patients, by overseeing their medical care
• Lead daily clinical huddles focused on collaboration across a clinical pod, including RNs, LCSW, and RDs
• Review complex patient cases, develop care plans, and support other members of the clinical team in providing them with evidence-based care
• Monitor adverse events and hold clinical retros to identify any areas for improvement in Pomelo's protocols
• Lead development and review of evidence-based medical protocols and algorithms related to obstetric and women's health
• Actively participate in on-call schedules including overnight and on weekends

Requirements

• Active APP License in Tennessee and active compact RN license
• Extensive obstetric experience (minimum 4 years experience), including treating high-risk patients, as well as some experience caring for infants
• A passion for and demonstrated effectiveness in optimizing evidence-based care and perinatal outcomes
• Experience using data to drive patient engagement, activation, and outcomes
• Experience leading successful teams, with track record of outstanding collaboration and teamwork
• A sense of urgency to improve outcomes coupled with exceptional organization and attention to detail
• A growth mindset with the ability to approach process change and ambiguous situations with enthusiasm, creativity, and accountability
• Facility using multiple tech platforms, with an eagerness for advising about platform improvements and adapting to new systems
• Eager to thrive in a fast-paced, metric-driven environment
• Phenomenal interpersonal and communication skills

Education and Training

• NP or CNM with significant experience in obstetrics and some experience in infant care
• Active, unrestricted license to practice in TN and willingness to obtain licenses in all US states

Bonus Points

• Telehealth and/or remote monitoring experience
• Experience in outpatient or home-based management of higher-risk patients

Why You Should Join Our Team

By joining Pomelo, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup where you will have a profound impact on the patients we serve. And you'll learn, grow, be challenged, and have fun with your team while doing it.

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At Pomelo Care, we're redefining the healthcare journey for women and children. We provide a continuous circle of support from the first steps of family building and the complexities of pregnancy to the nuances of postpartum, pediatric, and midlife care.

Role Description

We're seeking a Go-to-Market Operations Specialist to execute and optimize across our centralized marketing team supporting product marketing and field marketing. This role will be at the intersection of mid-and-bottom of funnel activities such as conferences, owned events, virtual events, and RFP management – to support pipeline initiatives.

What You'll Do

• Project Management: Manage the day-to-day execution of field events and RFPs.
• Field Events: Budget, creative, vendor management
• RFP: Timelines, internal stakeholder alignment
• Execution: Opportunity to travel 10-15% of the time for industry and owned events across audiences.

Who You Are

• Qualifications:
• Bachelor's degree in Marketing, Business, Communications, or a related field.
• Experience: You have 2+ years of experience in marketing or project management.
• Organized: You love systems and building them from the ground up and have excellent project management and organizational skills, with a keen attention to detail.
• Communication: Strong communication and interpersonal skills, with the ability to collaborate effectively with both sales and marketing teams.
• Creative: You love the art of storytelling and bringing mission to life through different channels and mediums.
• Mission-Oriented: You are passionate about expanding access to women’s and children’s healthcare and want your work to have a tangible social impact.

Why you should join our team

By joining Pomelo, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup where you will have a profound impact on the patients we serve. And you'll learn, grow, be challenged, and have fun with your team while doing it.

We strive to create an environment where employees from all backgrounds are respected. We value working across disciplines, moving fast, data-driven decision making, learning, and always putting the patient first. We also offer:

• Competitive healthcare benefits
• Generous equity compensation
• Unlimited vacation
• Membership in the First Round Network (a curated and confidential community with events, guides, thousands of Q&A questions, and opportunities for 1-1 mentorship)

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You will play a vital role in improving birth outcomes by ensuring that families feel supported and empowered during this transformative time. You will have access to dedicated administrative and technical support to navigate our systems, as well as charting and documentation support to streamline your workflow.

To join Pomelo's growing community, you have:

• Completed certification/training as a birth and/or full spectrum doula.
• Experience working as a doula with an in-depth understanding of pregnancy, childbirth, breastfeeding, and postpartum recovery.
• Strong verbal and written communication skills, with the ability to connect with families from diverse backgrounds both virtually and in-person.
• Comfortable using telehealth platforms, video conferencing tools, and electronic documentation systems.
• Have availability for virtual and in-person work, as well as evenings and weekends, to accommodate the needs of families.

You will have the opportunity to join a vibrant and growing network of hundreds of doulas, access the Pomelo Doula community for peer support, shared learning, and connection, and maintain your flexibility by choosing how many clients you see through Pomelo.

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As an Obstetrics Care Provider at Pomelo Care, you will provide direct patient care and clinical oversight to optimize outcomes for pregnant people and newborns. You will work closely with a clinical pod, including RNs, LCSWs, and RDs, to develop care plans and support other members of the team.

Responsibilities

• Provide direct patient care and clinical oversight to optimize outcomes for pregnant people and newborns
• Oversee the medical care of empaneled patients and attend daily clinical huddles
• Review complex patient cases, develop care plans, and support other members of the clinical team
• Monitor adverse events and hold clinical retros to identify areas for improvement in Pomelo's protocols
• Lead the development and review of evidence-based medical protocols and algorithms related to obstetric and women's health

Requirements

• Active compact RN license
• Minimum of 4 years of experience as an APP
• Extensive obstetric experience, including treating high-risk patients, and some experience caring for infants
• Passion for optimizing evidence-based care and perinatal outcomes
• Experience using data to drive patient engagement, activation, and outcomes
• Experience leading successful teams and collaborating with others
• Ability to approach process change and ambiguous situations with enthusiasm, creativity, and accountability

Education and Training

• NP or CNM with significant experience in obstetrics and some experience in infant care

Bonus Points

• Telehealth and/or remote monitoring experience
• Experience in outpatient or home-based management of higher-risk patients

Schedule Options

• 1.0 FTE: Day Shift - Monday - Friday, 9:00am - 6:00pm ET
• 1.0 FTE: Evening Shift - Monday - Friday, 3:00pm - 11:00pm ET
• 0.9 FTE: 3x12's - Rotating weekdays, 11:00am - 11:00pm ET
• 0.9 FTE: 3x12's - Monday, Saturday, Sunday, 9am - 9pm ET
• 0.9 FTE: 3x12's - Monday, Tuesday, Saturday, 9am - 9pm ET

Why Join Our Team

By joining Pomelo Care, you will be part of a fast-moving, well-funded, and mission-driven startup where you will have a profound impact on the patients we serve. You will learn, grow, be challenged, and have fun with your team while doing it.

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Responsibilities: Conduct high-volume outbound calls to patients to provide information and education about Pomelo Care services and resources. Achieve member enrollment goals as driven by company KPIs. Support patients by answering their questions, addressing their concerns, and providing guidance on how Pomelo can support their needs. Document all interactions and maintain timely, accurate records of patient outreach activities. Collaborate internally and externally with healthcare providers, community organizations, and other stakeholders to ensure patients receive appropriate care and services. Work with families to schedule appointments and follow-up care as needed. Participate in training and development opportunities to stay current on healthcare trends and regulations. Manage inbound calls from potential patients.

Benefits: Competitive healthcare benefits Generous vacation policy Membership in the First Round Network

Requirements: Ability to work Monday-Friday, 8:30am - 5:00pm CT Fluent in Spanish and English Strong, empathetic communication skills Motivated by goals, metrics, and monthly bonus program Passionate about changing the current landscape of healthcare Strong organizational and time-management skills Ability to work independently and as part of a team Willing to work occasional overtime hours Are internet-connected, able to work remotely

Bonus points if you have any of the following: Experience working in a fast-paced and dynamic startup environment. Experience in outreach enrollments and prospecting. Ability to scope and tackle ambiguous problems.

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As the Head of Member Growth and Engagement, you will serve as the primary architect and operator of our revenue engine, owning the entire member lifecycle from lead identification through long-term retention.

We are looking for a leader who balances the tactical precision needed to hit monthly revenue targets with the strategic vision to re-engineer our enrollment and retention journeys. In this role, you will collaborate across marketing, tech, and operations to unlock step-change improvements in performance and build a world-class member growth and engagement organization.

Responsibilities

• Orchestrate the end-to-end member growth and retention strategy, aligning cross-functional roadmaps to drive step-change improvements in business performance.
• Own the P&L-defining metrics of the business, including Enrollment Rate, LTV:CAC, and Monthly Retention.
• Partner with Strategic Finance to model performance inputs and establish long-term enrollment and engagement targets.
• Architect the end-to-end member journey, identifying high-impact engagement touchpoints and implementing automated interventions to mitigate churn.
• Translate annual financial goals into rigorous monthly and weekly operational plans to ensure the business is always paced to exceed revenue targets.
• Maintain a high-fidelity feedback loop with the executive team, providing transparent reporting on KPIs, campaign performance, and revenue pacing.
• Directly oversee a multi-disciplinary team across Outreach, Lifecycle Marketing, and Marketing Operations to foster a high-performance, data-driven culture.
• Identify and diagnose performance gaps in real-time, deploying rapid-response tactics to protect in-month revenue and retention targets.
• Influence the technical roadmap for CRM and marketing automation to ensure the organization has the precision instrumentation required for scale.
• Partner with Product and Engineering to co-author roadmaps and define KRs, ensuring technical resources are prioritized against commercial impact and that teams are held accountable for moving the needle on growth and retention metrics.

Who You Are

• 10+ years of experience with at least 4+ years in senior leadership within subscription models, operating with a P&L owner’s mindset and total bottom-line accountability.
• Can quantify every action, treating a 1% shift in retention as a critical financial lever rather than just a marketing metric.
• Possess the technical depth to partner with Product and Engineering to architect the infrastructure your revenue engine requires.
• Ability to move fluidly between high-level strategy and granular data, diagnosing root causes quickly and doing the math to ensure goals are reachable.
• A proven leader of multi-disciplinary teams who influences cross-functional roadmaps to unlock step-change growth.
• Ability to thrive on owning a number and proactively deploy tactics to close performance gaps before they impact the quarter.
• Comfortable balancing growth-hungry urgency with a deep respect for product integrity and the long-term member experience.

Why You Should Join Our Team

By joining Pomelo, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup that always puts the patient first. You will learn, grow and be challenged, and have fun with your team while doing it.

We strive to create an environment where employees from all backgrounds are respected. We also offer:

• Competitive healthcare benefits
• Generous equity compensation
• Unlimited vacation
• Membership in the First Round Network (a curated and confidential community with events, guides, thousands of Q&A questions, and opportunities for 1-1 mentorship)

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As a Part-Time Obstetrics Care Provider (CNM or NP) at Pomelo Care, you will provide direct patient care and clinical oversight that optimizes outcomes for pregnant people and newborns through population-based implementation of evidence-based care.

Responsibilities

• Be accountable for improving clinical outcomes for empaneled patients, by overseeing their medical care
• Attend daily clinical huddles focused on collaboration across a clinical pod, including RNs, LCSW, and RDs
• Review complex patient cases, develop care plans, and support other members of the clinical team in providing them with evidence-based care
• Monitor adverse events and hold clinical retros to identify any areas for improvement in Pomelo’s protocols
• Lead development and review of evidence-based medical protocols and algorithms related to obstetric and women’s health

Requirements

• Must have active compact RN license
• Minimum of 4 years of experience as an APP
• Extensive obstetric experience, including treating high-risk patients, as well as some experience caring for infants
• A passion for and demonstrated effectiveness in optimizing evidence-based care and perinatal outcomes
• Experience using data to drive patient engagement, activation, and outcomes
• Experience leading successful teams, with track record of outstanding collaboration and teamwork
• A sense of urgency to improve outcomes coupled with exceptional organization and attention to detail
• A growth mindset with the ability to approach process change and ambiguous situations with enthusiasm, creativity, and accountability
• Facility using multiple tech platforms, with an eagerness for advising about platform improvements and adapting to new systems
• Eager to thrive in a fast-paced, metric-driven environment
• Phenomenal interpersonal and communication skills

Education and Training

• NP or CNM with significant experience in obstetrics and some experience in infant care

Bonus Points

• Telehealth and/or remote monitoring experience
• Experience in outpatient or home-based management of higher-risk patients

Schedule

• 2x12 - 11am - 11pm ET
• Set schedule, 2 weekdays per week
• No weekends required

Why You Should Join Our Team

By joining Pomelo, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup where you will have a profound impact on the patients we serve. And you'll learn, grow, be challenged, and have fun with your team while doing it.

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