Associate Director, Medicare Advantage Bid Strategy & Analytics

Job Description

A Bit About This Role:

We are seeking a highly skilled and analytically driven Medicare Advantage Bid Strategy & Analytics Associate Director to join the team responsible for designing, pricing, and optimizing Devoted Health’s MA benefit portfolio. This individual will play a critical role in benefit design, financial modeling, competitive positioning, and the analytical work that drives sound bid decisions across a large, complex, multi-state plan portfolio. This role reports to the Senior Director, Medicare Product Strategy and Analytics.

This is true end-to-end product ownership — from 1,000-foot strategic framing all the way down to the individual benefit parameters on individual plans — and you need to be excellent at both. The ideal candidate thrives in a fast-paced, analytically demanding environment, is eager to make a meaningful impact, and is equally at home building a financial model, writing production SQL, and presenting a recommendation to the executive team.

This role will play an integral part in our annual plan bid and will collaborate regularly with executive leadership, actuarial, and finance on product design strategy, financial sustainability, and competitive positioning. You will take direct ownership of the benefit design and financial analytics workstreams that sit at the heart of what we bring to market each year.

Devoted is an AI-forward company in the most practical sense of the term: we are actively rebuilding how the bid cycle works using agentic workflows, AI-assisted code generation, and automated pipelines that turn what used to be weeks of manual work into something that runs overnight. This team is at the center of that build. Every person on the team — regardless of role — is expected to use AI tools fluently, push them into new territory, and help shape how we work. If you find the intersection of Medicare Advantage and AI-powered analytical infrastructure genuinely exciting, you will fit right in.

Your Responsibilities and Impact Include: 

Financial Modeling & Bid Analytics

• Financial modeling: Develop and maintain bid financial models connecting benefit decisions to plan economics: MCR analysis, PMPM normalization, plan-absorbed benefit value estimation, and version-over-version delta tracking across pricing iterations

• Scenario testing: Pressure-test benefits across markets to identify pockets of adverse selection risk; quantify the financial exposure and recommend design adjustments to improve risk posture and protect plan performance

• Environmental analysis: Monitor CMS regulations, payment methodologies, risk adjustment updates, and Stars payment changes for downstream impact on benefit strategy and plan economics; provide executive-level interpretation of what changes mean for our portfolio

Benefit Design & Product Development

• Plan design: Build and refine the algorithms that generate benefit values across hundreds of PBPs  — translating high-level strategic intent into precise, implementable benefit logic at scale, and identifying and resolving the edge cases those algorithms surface

• Strategic assessments: Support new product and plan flavor development from opportunity sizing and financial viability assessment through full benefit build-out: doing the analytical groundwork that makes leadership decisions possible, then executing implementation once direction is set

Competitive Strategy & Market Analytics

• Market analysis: Evaluate plan portfolio decisions with full financial and competitive context: plan terminations and crosswalks, Stars implications, market entry and exit tradeoffs, and the member impact of structural product changes

• Insights communication: Synthesize analytically complex findings into clear, decision-enabling recommendations for senior leadership and the executive team

Technical Build & Analytical Infrastructure

• Technical build: Write and maintain production SQL (Snowflake) supporting the benefit cascade system: multi-CTE pipelines for plan benefit calculations, lead/non-lead enforcement logic, MCR-driven benefit deterioration and enrichment, and bid review outputs

• Process improvement: Build Python scripts and automation workflows that reduce manual effort in the bid cycle — benefit workbook generation, data validation, and analytical tooling that scales with a growing plan portfolio

• AI scaling: Use AI tools — including agentic workflows and AI coding assistants — as a core part of how you work; actively contribute to how the team evolves its use of AI to automate, scale, and improve bid operations

Required Skills and Experience:

• Direct Medicare Advantage bid mechanics experience — you understand BPTs, how the bid math works, what MCR means and how it constrains benefit decisions. This is the foundation of the role and hard to teach; you need to come in with it.

• 5–8 years of relevant experience at a Medicare Advantage health plan or actuarial/consulting firm (Milliman, Wakely, Oliver Wyman, or similar). 

• Able to operate independently from day one, demonstrating strong business judgement and comfort with ambiguity 

• Strong modeling skills: you build analytical frameworks from scratch, interpret complex bid and actuarial data, conduct benefit scenario analyses, and translate findings into strategy — pairing technical depth with executive-level “so what”

• SQL fluency — you write complex queries, debug multi-CTE pipelines, and reason about data architecture in the context of a benefit calculation system

• Python proficiency — you build scripts, automate analytical workflows, and work with structured data without hand-holding

• A proactive and adaptable mindset; the ability to thrive in a fast-moving, entrepreneurial environment where the work is rarely fully defined before it starts

Desired Skills and Experience:

• Familiarity with MA benefit design: cost-sharing structures, benefit category logic, and how individual benefit decisions interact with plan economics and CMS requirements

• Familiarity with Stars, QBP eligibility, and the downstream plan portfolio implications of rating changes

• Experience building or working within automated benefit generation systems, cascade pipelines, or large-scale bid tooling

• ASA or FSA designation is not required, but candidates with actuarial training who have decided they want strategy and product work over pure pricing are a strong fit and a profile we actively welcome

Who You Are:

• You find the Medicare Advantage ecosystem genuinely interesting — how the incentives work, why the rules are structured the way they are, what competitors are actually optimizing for. You want to understand the system, not just work within it. 

• You run fast at challenges and make well-reasoned calls with incomplete information, label your assumptions explicitly, and update when better data arrives. You can swag an order-of-magnitude estimate and know when that’s the right tool.

• You care about being right at the strategy and individual PBP level

• You are equally at home building the financial and strategic case for a new product and auditing a CTE chain for a materiality bug. The altitude shifts constantly; you shift with it. Full altitude range:

• You translate analytically complex work into tight, decision-enabling output for executives

A Note on This Role:

This team is small, high-output, and operates without a lot of process overhead. We move fast during bid season, hold each other’s work to a high standard, and nobody is above any task. That’s intentional — it’s what makes the team operate at the level it does.

It’s also genuinely fun. Medicare Advantage bid strategy at Devoted is a team sport — the kind where you’re building something complex together in real time, where the best ideas come out of the group, and where the relationships on the team are as much a part of the work as the bid mechanics. We are a highly collaborative remote team that is in constant communication, moves fast together, and genuinely enjoys working with each other.

The person who thrives here is curious and energized by working closely with a tight-knit group. If you want to be part of a team where people are genuinely invested in each other’s work and where collaboration is the default mode, not the exception, this is that.

If you are looking for a role where you will do some of the most strategically consequential and technically demanding work in Medicare Advantage — with real ownership, direct visibility to the executive team, and a team that will push you and have your back — we’d like to talk.

#LI-Remote
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Salary range: $157,500 - $215,000 / year

The pay range listed for this position is the range the organization reasonably and in good faith expects to pay for this position at the time of the posting. Once the interview process begins, your talent partner will provide additional information on the compensation for the role, along with additional information on our total rewards package. The actual base salary offered will depend on a variety of factors, including the qualifications of the individual applicant for the position, years of relevant experience, specific and unique skills, level of education attained, certifications or other professional licenses held, and the location in which the applicant lives and/or from which they will be performing the job.

Our Total Rewards package includes:

• Employer sponsored health, dental and vision plan with low or no premium

• Generous paid time off

• $100 monthly mobile or internet stipend

• Stock options for all employees

• Bonus eligibility for all roles excluding Director and above; Commission eligibility for Sales roles

• Parental leave program

• 401K program

• And more....

*Our total rewards package is for full time employees only. Intern and Contract positions are not eligible.

Healthcare equality is at the center of Devoted’s mission to treat our members like family.  We are committed to a diverse and vibrant workforce. 

At Devoted Health, we’re on a mission to dramatically improve the health and well-being of older Americans by caring for every person like family. That’s why we’re gathering smart, diverse, and big-hearted people to create a new kind of all-in-one healthcare company — one that combines compassion, health insurance, clinical care, service, and technology - to deliver a complete and integrated healthcare solution that delivers high quality care that everyone would want for someone they love. Founded in 2017, we've grown fast and now serve members across the United States.  And we've just started. So join us on this mission!

Devoted is an equal opportunity employer. We are committed to a safe and supportive work environment in which all employees have the opportunity to participate and contribute to the success of the business. We value diversity and collaboration. Individuals are respected for their skills, experience, and unique perspectives. This commitment is embodied in Devoted’s Code of Conduct, our company values and the way we do business.

As an Equal Opportunity Employer, the Company does not discriminate on the basis of race, color, religion, sex, pregnancy status, marital status, national origin, disability, age, sexual orientation, veteran status, genetic information, gender identity, gender expression, or any other factor prohibited by law. Our management team is dedicated to this policy with respect to recruitment, hiring, placement, promotion, transfer, training, compensation, benefits, employee activities and general treatment during employment.