1. Twentyeight Health

Twentyeight Health (www.twentyeighthealth.com) is a mission-driven women's health platform that provides telemedicine, medication delivery, and care coordination in Spanish and English. Our vision is to address health equity by providing high-quality, convenient, and affordable women's health services designed to be inclusive of underserved communities.

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Today, we are active in 46 states and have exciting growth plans. We are rapidly expanding our offerings, and we are backed by some of the best healthcare & consumer investors pioneering digital health, including Third Prime, Town Hall Ventures, SteelSky Ventures, RH Capital, Seae Ventures and GingerBread Capital, and more.

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You'll be joining a dynamic, supportive, and mission-driven environment. We are a team of doctors, public health experts, designers, engineers, and builders across the US committed to changing the face of healthcare, particularly for underserved communities.

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At Twentyeight Health, we value a diverse workplace and strongly encourage women, BIPOC, LGBTQ+ individuals, people with disabilities, members of ethnic minorities, foreign-born residents, and veterans to apply. We are committed to fostering a culture of mutual respect, diversity, and inclusion for our employees and customers alike, and we can't wait for you to be a part of it.

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2. Role

Are you a consultant/ex-consultant who thrives at the intersection of strategic problem-solving and data-driven execution? We're hiring a Director, Project Management Office (PMO) and Data to serve as a strategic partner to our COO, driving high-impact initiatives and generating insights that shape company-wide decisions.

This role combines top-tier consulting rigor with scrappy startup execution. You'll lead our PMO, build the data analytics capabilities leadership relies on, and establish an operational center of excellence—creating the frameworks, tooling, and standards that enable every team to operate with clarity, speed, and impact. Think: McKinsey/Bain/BCG problem-solving frameworks meets hands-on Tableau dashboards and SQL queries.

You'll own end-to-end strategic workstreams—from competitive analysis to operational efficiency—while building the data function that enables smarter decision-making across the organization. This high-visibility role reports to our COO with direct contact with our CEO and leadership team, offering significant autonomy to shape both strategic direction and operational excellence at a fast-growing healthcare startup.

The ideal candidate brings healthcare consulting expertise, strong data analytics skills, and a track record of delivering results in ambiguous, fast-paced environments. You're energized by building from the ground up, managing a small team of high performers, and seeing the direct impact of your work on women's health equity.

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3. Manager

You will report to Mara Castro, Chief Operating Officer.

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4. Responsibilities

• Strategic Project Management & Execution
  
  • Lead 3-5 concurrent strategic initiatives across functions from scoping through implementation, using consulting frameworks to structure opportunities and drive desired results while establishing best-in-class project management standards
  • Build and maintain project management infrastructure including trackers, roadmaps, status reporting, and executive updates to ensure cross-functional alignment and accountability that serves as the operational model for the organization
  • Develop business cases, financial models, and scenario analyses to inform strategic decisions (e.g., market expansion, new service lines, partnership opportunities)
• Data Analytics & Insights Generation
  
  • Build and maintain executive dashboards and KPI tracking systems in Tableau/BI tools, writing complex SQL queries to extract and analyze data from Snowflake/BigQuery
  • Generate actionable insights from diverse datasets (user behavior, clinical outcomes, operational metrics, financial performance) through deep-dive analyses on conversion funnels, retention cohorts, and unit economics
  • Translate complex data findings into clear, compelling narratives for executive leadership and board presentations
• Team Leadership & Development
  
  • Build and manage a small team (3 teammates initially) focused on project management and analytics, establishing this function as the operational center of excellence for the company
  • Define and embed standards for execution excellence across the organization—from how we scope projects to how we measure impact—ensuring teams have frameworks and tools to operate at the highest level
  • Foster a culture of data-driven decision-making and operational excellence through mentorship on consulting methodologies and analytical rigor
• Executive Partnership & Strategic Planning
  
  • Serve as a trusted advisor and thought partner to the COO and executive team on strategic priorities and operational challenges
  • Support quarterly and annual strategic planning processes, including performance tracking, and identification of opportunities

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5. Requirements

We are looking for exceptional candidates who have:

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• 5+ years relevant experience, with 3+ years at a top-tier management consulting firm (McKinsey, Bain, BCG, or equivalent), with a focus on healthcare
• Advanced proficiency in SQL and experience working with modern data warehouse platforms (Snowflake, BigQuery, Redshift)
• Strong data visualization skills with Tableau, Looker, or similar BI tools, including dashboard design and development
• Demonstrated track record of leading complex, cross-functional projects in fast-paced, ambiguous environments
• Excellent written and verbal communication skills, with experience presenting to C-suite executives
• Preferred Qualifications

• Experience in telehealth, digital health, or healthcare services companies
• Familiarity with healthcare regulatory environment, insurance/reimbursement, or clinical operations
• Strong business acumen and comfort with financial modeling, unit economics, and scenario analysis
• Experience managing and developing junior team members
• Prior experience in a high-growth startup environment (Series A-C)

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6. Attributes we look for

• Track record of consistently delivering excellent results in a fast-paced environment
• You can operate independently and have enough experience to set and prioritize your team’s task load to achieve goals
• You anticipate potential challenges and get ahead of them, assessing risk to understand when and how issues should be escalated to gain a quick resolution
• Resourceful, hard-working, and eager to roll up your sleeves to execute every detail
• Excellent multi-tasking and time-management skills, with the ability to prioritize tasks
• Executive-level communication skills that inspire trust and confidence
• Embrace learning and feedback
• Passion for our mission to advance health equity and support women

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7. Our cultural values

• Our mission is our north star, providing high-quality healthcare to underserved women
• We treat people with care, including team members, our users, clinician partners, and pharmacy partners
• We hold ourselves to high standards
• We create an environment where people can show up as their authentic and best selves
• We have a growth mindset fueled by curiosity, openness to feedback, and focus on constant improvement

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8. Compensation & Benefits

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• Competitive compensation package
  
  • Total possible compensation salary: $187,000
  • Base compensation between $150k-$170k
  • Performance-based cash bonus of up 10%
  • Stock options
• Medical, dental, and vision insurance
• Paid 12-week parental leave
• Fertility & family-forming financial assistance
• 20 days of PTO, plus additional supportive time off like Mental Health Days, Sick time, Holidays and more.
• Access to 401k with matching
• Additional work-from-home support & perks

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9. How to apply

Please complete the application form and upload your resume here. Thank you for your interest, and we look forward to reviewing your application!

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