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← PeakHealth / Product Manager

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role
PeakHealth / Product Manager
model
anthropic/claude-sonnet-4.6
created
2026-10-08T05:42

Interviewer

Stephanie Tilenius is the CEO and Founder of Peak Health, the company doing the hiring. She is a repeat founder with deep consumer internet and marketplace DNA — co-founded PlanetRx (IPO 1999), built PayPal Merchant Services from zero to multi-billion, ran eBay North America, led Google Commerce and Payments (Google Wallet, Google Offers), and most recently founded and ran Vida Health for 12 years. She has published articles specifically on consumer-driven healthcare transformation. As the hiring CEO, this is almost certainly a founder-level screen: she will probe product taste, 0-to-1 execution credibility, AI-forward thinking, and genuine passion for longevity/preventive health — not just technical depth.

My profile through their lens

From Stephanie's vantage point, Felix's most compelling signal is his repeated 0-to-1 execution across consumer-facing AI products (Fintellect, Vantage, StreamIO) with full-stack ownership — exactly the 'own IC work and lead' profile she describes. His Intuit platform scale (675M+ engagements, 50K TPS) demonstrates he can think beyond startup scrappiness. However, his background skews heavily toward developer platforms and fintech/trading rather than healthcare or consumer wellness, which is a meaningful gap given Stephanie's 12 years at Vida Health and her PlanetRx founding story. She will want to see genuine health/longevity conviction, not just a pivot narrative. His multi-agent orchestration work (OpenClaw) and RAG pipeline experience are directly relevant to PeakHealth's AI-forward care model.

Questions they may ask (22)

categoryquestionwhyhow to prepare
resume_deep_dive Walk me through Fintellect — what was the core consumer insight that drove the product, how did you validate it, and what would you do differently if you were rebuilding it for a longevity health audience instead of retail investors? Fintellect is Felix's closest analog to a consumer health product: personalized onboarding, guided journeys, AI advisors, App Store distribution. Stephanie built Vida Health on a similar 'guided consumer journey' model and will probe whether Felix's consumer instincts transfer to health. Prepare a crisp 2-minute Fintellect origin story anchored in a specific user pain point, then pivot to a concrete analogy: how the 13-step onboarding and AI advisor model maps to a longevity care journey (diagnostics → care plan → Rx adherence). Acknowledge the domain shift honestly.
resume_deep_dive Your Intuit work scaled ICE to 675M engagements and 50K TPS. That's impressive infrastructure, but PeakHealth is a small startup. How do you recalibrate from Staff PM at a 10,000-person company to being the first PM at an early-stage health startup? Stephanie is a founder who values scrappiness and speed. She will want to know if Felix can operate without the support structure of Intuit — no design team, no dedicated data team, no program management layer. Contrast the Intuit role with your founder experience at StreamIO/Fintellect — emphasize that you've been operating in solo-IC mode since 2024, writing PRDs, doing customer discovery, shipping code, and handling App Review. The Intuit experience provides pattern recognition, not a dependency.
resume_deep_dive You built OpenClaw, a multi-agent orchestration framework, and a RAG pipeline for Fintellect with multi-provider LLM routing. How would you architect an AI system for a longevity care platform — specifically the handoff between AI-generated health insights and a physician's clinical workflow? The JD explicitly calls out 'AI automation systems for improving care for consumers and physicians alike.' Felix's multi-agent and RAG work is directly relevant, and Stephanie's AI co-founder background means she'll probe architectural thinking, not just product framing. Sketch a concrete architecture: RAG over patient diagnostics + wearable data → structured output to physician dashboard → approval gate before Rx/peptide recommendation. Reference your mutation approval pattern from Vantage as a precedent for human-in-the-loop AI.
resume_deep_dive You've shipped multiple App Store products across iOS and macOS. What was the hardest App Review rejection you navigated, and how does that experience translate to shipping a regulated health app? PeakHealth is a direct-to-consumer health platform with Rx and peptides — App Store compliance for health apps is significantly more complex than fintech. Felix's detailed App Review experience (IAP, 5.1.1, sandbox entitlements) is a real differentiator Stephanie will want to validate. Pick your most complex App Review challenge (e.g., the MAS sandbox + no remote debug port constraint) and connect it to health-specific requirements: HIPAA data handling, health category restrictions, prescription-adjacent content policies. Show you've thought about what's different.
technical_domain PeakHealth integrates diagnostics, care, Rx, and peptides into a single consumer experience. How would you design the data model and AI layer to personalize a longevity care plan — what inputs would you use, how would you structure the recommendation engine, and what are the failure modes? The JD asks for someone who can 'understand backend systems' and 'own AI automation systems.' Stephanie's CTO co-founder has a strong AI background, so Felix will likely be evaluated on whether he can hold a technical conversation about health AI architecture. Prepare a concrete data model: biomarker inputs (bloodwork, wearables, genomics), structured patient history, physician notes → embedding + retrieval layer → ranked intervention recommendations with confidence scores. Explicitly name failure modes: hallucination in clinical context, data staleness, physician override logic.
technical_domain You built an aeval platform with adversarial safety testing and refusal detection. How would you apply model evaluation rigor to a health AI system where a wrong recommendation could cause patient harm? Felix's aeval work is directly applicable to PeakHealth's AI safety requirements, and Stephanie — having run Vida Health for 12 years — will have strong intuitions about clinical AI risk. This tests whether Felix connects his ML eval work to healthcare-specific safety standards. Map your aeval framework (factuality, safety, refusal detection, bootstrap CIs) to clinical AI evaluation: add clinical accuracy benchmarks, contraindication detection, and escalation-to-physician triggers. Reference FDA SaMD guidance as a framing device even if not deeply expert.
technical_domain The JD mentions prototyping with AI tools and running quick A/B tests. Walk me through a specific A/B test you designed — what was the hypothesis, how did you instrument it, what did you learn, and how did it change the product? Stephanie's background at eBay and Google Commerce is deeply data-driven — she ran the eBay turnaround using product, pricing, and search experimentation. She will want to see Felix's experimentation rigor, not just his ability to ship. Use a concrete example from Fintellect or Vantage — e.g., testing different onboarding flows or AI advisor response formats. Be specific about the metric (activation rate, session depth), sample size reasoning, and what you changed as a result. Avoid vague 'we tested and iterated' answers.
technical_domain PeakHealth likely needs to integrate with EMR platforms and potentially pharmacy systems. What's your familiarity with HL7/FHIR standards, and how would you approach a first integration with an EMR as a PM? The JD explicitly calls out 'familiarity with digital health, EMR platforms.' This is a known gap area for Felix — his background doesn't show direct EMR work — and Stephanie will probe it. Be honest about the gap but show adjacent competence: your Intuit DevPortal and API integration work, your experience with third-party API constraints (Redfin/Zillow, Alpaca). Frame your approach: start with FHIR R4 read-only patient data, partner with an integration vendor (Health Gorilla, Redox), scope MVP tightly.
gap_transition Your entire professional background is in fintech, developer platforms, and trading tools — not healthcare. Why longevity health specifically, and what have you done in the last 6 months to close the domain knowledge gap? This is the most predictable challenge question Stephanie will ask. She co-founded PlanetRx in 1998, spent 12 years at Vida Health, and is now building PeakHealth — healthcare is her life's work. She will be skeptical of opportunistic pivots. Prepare a genuine personal narrative: specific health/longevity experiences that created conviction (not just market opportunity framing). Cite concrete learning: books read (Peter Attia's Outlive is obvious given the Founding Medical Director connection), podcasts, any personal use of longevity diagnostics. Connect your AI platform skills to the specific problems PeakHealth is solving.
gap_transition You've been running your own companies since September 2024. What's the honest status of StreamIO and Fintellect — are they generating revenue, and are you fully available to commit to PeakHealth as a full-time PM? Stephanie is a founder herself and will respect entrepreneurship, but she needs a fully committed PM. The resume lists multiple concurrent ventures (StreamIO AI, Fintellect AI, Vantage) all active simultaneously — this raises a real availability and focus question. Be direct and honest about the status of each venture. If you're prepared to wind down or put them in maintenance mode, say so clearly. Stephanie will respect candor over hedging. Frame it as: 'I built these to prove I could execute 0-to-1; PeakHealth is the mission I want to go all-in on.'
gap_transition The JD mentions working alongside clinical teams. Have you ever collaborated with physicians or clinical staff on a product? How do you adapt your PM approach when the domain expert is a doctor, not an engineer? PeakHealth's medical team includes a NYT best-selling physician and a former Peter Attia MD. Felix has no visible clinical collaboration experience. Stephanie will want to know if he can earn trust from high-credentialed medical professionals. Draw on any adjacent experience working with domain experts who aren't engineers (e.g., financial advisors for Fintellect, enterprise customers at Splunk). Articulate a specific approach: structured discovery interviews, translating clinical workflows into user stories, deferring on clinical judgment while owning product decisions.
behavioral_situational Tell me about a time you had to kill a feature or product direction you personally believed in because the data or user feedback pointed elsewhere. What did you do? Stephanie ran the eBay turnaround — she knows what it takes to make hard product calls under pressure. She'll want to see intellectual honesty and data-driven decision-making, not just builder enthusiasm. Prepare a specific example with a clear narrative arc: what you built, what signal contradicted your hypothesis, how you made the call, and what you learned. Avoid examples where the pivot was obvious — pick one where you had genuine conviction and had to override it.
behavioral_situational Describe a situation where you had to align a cross-functional team — engineering, design, and a business stakeholder — around a product decision they initially disagreed with. How did you get to alignment? The JD emphasizes being 'a great communicator to align teams' and working across product, engineering, clinical, and growth. Stephanie has run large cross-functional orgs at PayPal, eBay, and Google — she'll probe whether Felix can lead without authority. Use the Intuit ICE platform work as a source — you aligned engineering, DevPortal, and business stakeholders on a platform that touched 20+ mobile apps. Be specific about the disagreement, your approach to building consensus, and the outcome.
behavioral_situational Give me an example of a time you moved extremely fast to ship something — what corners did you cut, and how did you manage the risk of those trade-offs? Stephanie built Google Offers, Google Wallet, and Google Same Day Delivery from scratch in a 2-year window — she values speed. Felix's resume shows fast shipping (Scheduler Service in 4 months at Splunk, multiple App Store launches) but she'll want to hear the trade-off reasoning. Use the Splunk Scheduler Service (June–Oct 2019) or a StreamIO launch as your example. Be explicit about what you deferred (e.g., full test coverage, edge case handling) and how you mitigated risk (e.g., limited beta rollout, monitoring instrumentation). Show you think in risk-adjusted speed, not just speed.
behavioral_situational Tell me about a product you use personally that you think is doing consumer health or wellness exceptionally well — and one that's failing. What would you change? The JD asks for 'impeccable design taste for consumer health.' Stephanie has been in consumer health for 25+ years. This is a taste and conviction test — she wants to see genuine engagement with the space, not a rehearsed answer. Pick products you actually use and have opinions about. For the positive example, go beyond 'Apple Health' — pick something specific like Levels, Whoop, or Function Health and articulate what the UX insight is. For the failure, be specific and constructive, not just critical.
role_specific_scenario It's your first 90 days at PeakHealth. The CEO (me) asks you to define the AI automation roadmap for the physician workflow. Walk me through how you'd approach it — discovery, prioritization, and first deliverable. The JD explicitly asks to 'own AI automation systems for improving care for consumers and physicians alike.' Stephanie is the CEO asking this question directly — she wants to see how Felix would operate as a PM reporting to her. Structure your answer in three phases: (1) discovery — shadow 3-5 physician sessions, map the current workflow, identify highest-friction moments; (2) prioritization — RICE or impact/effort matrix on automation opportunities (e.g., note generation, care plan drafting, Rx recommendation drafting); (3) first deliverable — a scoped PRD for one automation with clear success metrics and a physician feedback loop built in.
role_specific_scenario PeakHealth offers peptides and longevity Rx as part of its care model — this is a regulatory gray area. How would you think about product design and AI recommendations in a context where the regulatory environment is evolving and there's real patient risk? This is a PeakHealth-specific challenge that Stephanie lives every day. Felix has no visible regulatory experience, but his App Review navigation and his aeval safety work show adjacent thinking. She'll want to see mature risk judgment. Frame your answer around three layers: (1) product guardrails — AI recommends, physician approves, patient consents (your mutation approval pattern from Vantage is directly analogous); (2) regulatory monitoring — assign ownership of FDA/FTC guidance tracking; (3) data architecture — audit trails, consent logging, structured output validation. Show you take this seriously without being paralyzed by it.
motivation_fit Stephanie has spent 25+ years working on consumer health — PlanetRx, Vida Health, now PeakHealth. Why do you want to work for her specifically, and what do you think you'll learn from this role that you can't get anywhere else? Stephanie is a repeat founder with a clear mission. She will want to know if Felix has done his homework on her specifically — not just the company — and whether he has genuine respect for what she's built. Read her LinkedIn articles on consumer healthcare. Reference her PlanetRx founding story and the Vida Health 12-year journey. Be specific: 'I want to learn how to build clinical trust at scale from someone who's done it twice.' Avoid generic 'great opportunity' framing.
motivation_fit The JD says 'have a passion for health and wellness.' What does your personal health and longevity practice actually look like — and has it changed how you think about what PeakHealth should build? Stephanie is building a longevity platform and has a personal mission around preventive care. She will be able to tell immediately if Felix's health interest is genuine or performative. His resume mentions triathlon, which is a real signal. Be authentic and specific — triathlon training, any biomarker tracking, dietary practices, sleep optimization. Then make the product connection: 'Training for triathlons taught me that the hardest part isn't the protocol, it's the feedback loop and accountability — which is exactly the gap I want to close at PeakHealth.'
unique_to_this_interviewer You co-founded PlanetRx in 1998 — an online pharmacy that went public — and now you're building PeakHealth. What did you learn from PlanetRx that directly shapes how you're designing PeakHealth's product and go-to-market? And as the PM, how would I help you apply those lessons? Stephanie rarely gets asked about PlanetRx in product interviews — most candidates focus on eBay/Google/Vida. Referencing it shows Felix has done deep research, and it opens a conversation about what Stephanie has learned about consumer health over 25 years that will directly inform how Felix should operate. Read everything publicly available about PlanetRx — it was ahead of its time (online pharmacy + disease management, IPO 1999). Frame the question as genuine curiosity about her lessons learned, then connect it to your own 0-to-1 founder experience: 'I've made mistakes shipping too fast without clinical trust — I'd want to learn from what you saw at PlanetRx about where consumer health products lose patients.'
product_design Design the ideal first-time user experience for a longevity primary care platform — from the moment someone lands on the app to the moment they feel genuinely cared for. What are the key moments of delight, and what are the drop-off risks? The JD asks for 'impeccable design taste for consumer health' and '0-to-1 launch' experience. Stephanie built consumer onboarding at PayPal, eBay, and Vida Health — she has strong opinions here. Felix's 13-step Fintellect onboarding and Vantage pipeline flows are directly relevant. Map a concrete 5-7 step onboarding journey: intake (health history + goals) → first diagnostic order → AI-generated longevity baseline → physician intro call → personalized care plan → first Rx/peptide recommendation. Identify the emotional high point (seeing your biological age vs. chronological age) and the highest drop-off risk (waiting for lab results). Reference your Fintellect onboarding as a design precedent.
product_metrics What would you set as the North Star metric for PeakHealth, and what are the 3 leading indicators you'd track weekly to know if you're on track? Stephanie's eBay and Google background is deeply metrics-driven — she ran P&Ls and turned around businesses using data. The JD asks to 'dive into data' and 'run quick A/B tests.' Felix's Intuit work with BigQuery and telemetry is relevant here. Propose a North Star tied to health outcomes, not just engagement — e.g., 'members achieving measurable biomarker improvement at 90 days.' Leading indicators: (1) diagnostic completion rate within 7 days of signup, (2) physician consult scheduling rate, (3) care plan adherence (Rx refill rate or check-in completion). Explain why you'd resist using DAU as the North Star for a health platform.

Preparation priorities

  1. 1. Build a genuine, specific longevity health narrative — Stephanie will see through generic pivots instantly. Connect your triathlon/health practice to specific PeakHealth product problems, and demonstrate you've engaged with the longevity medicine space (Attia, Bryan Johnson, Function Health, etc.).
  2. 2. Prepare a crisp 0-to-1 product story from Fintellect or Vantage that maps directly to consumer health — emphasize the personalized onboarding, AI advisor model, and human-in-the-loop approval patterns as direct analogs to PeakHealth's care model.
  3. 3. Architect a concrete AI-for-healthcare system design in your head — physician workflow automation, patient-facing recommendation engine, safety guardrails — so you can engage Stephanie's CTO co-founder and her own technical intuitions fluently.
  4. 4. Prepare a direct, honest answer about your current venture status and full-time availability — Stephanie is a founder who values commitment; ambiguity here is a deal-breaker.
  5. 5. Research Stephanie's career deeply — especially PlanetRx, Vida Health's product evolution, and her published articles on consumer healthcare. Referencing specific decisions she made will signal genuine respect and differentiate you from candidates who only read the JD.

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