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Mario Schlosser: "How to Deal with a 94% Decline in Market Cap" | E1136

Mario Schlosser is the Co-Founder and Chief Technology Officer at Oscar Health. The public company that went public with a market cap of $7.1BN. Following a tumultuous time in the markets, their stock price dropped 94%. Today, the company has rebounded and has a market cap of $3.2BN with an astonishing $5.8BN of revenues. Before co-founding Oscar, Mario also co-founded the largest social gaming company in Latin America. ----------------------------------------------- Timestamps: (0:00) Intro (00:57) Background (02:15) Early Signs of Exceptionalism (07:11) Understanding Stock Market Dynamics (11:59) Reflections on Going Public (28:57) Balancing Personal Life & CEO Responsibilities (33:31) What CEO-ship is About? (44:55) Building Organizations Based on Personal Preferences (47:14) Having Hard Conversations (48:40) Dealing with Bad News (53:08) Pitfalls of Professionalizing Management (54:43) Importance of Expectations & Behaviors (01:01:23) Relationship with Money (01:08:15) Quick-Fire Round ----------------------------------------------- In Today’s Episode with Mario Schlosser We Discuss: 1. From German Middle-Class to Public Company Founder: How did Mario make his way into the world of tech and come to co-found Oscar with Josh Kushner? Does Mario agree with Jensen Huang that “we should all have lower expectations”? What does Mario know now that he wishes he had known when he started Oscar? 2. Why Did Oscar Tank 94% in the Public Markets: What was the core reason why Oscar tanked 94% in the markets? What would Mario have done differently knowing all he knows now about public markets? Does Mario regret going public? What are the biggest pros and cons? 3. The Mental Challenge of a 94% Market Cap Decline: How did Mario mentally deal with the company being down 94%? What does he say to himself in the truly hard times? How did Mario use his co-founder, a coach and his family, to get through the really bad times? What are Mario’s experiences like with anti-depressants? What worked? What did not? 4. Firing Yourself as CEO: Why did Mario decide to step aside as CEO? What was the decision-making process? On reflection, does Mario think he was a good CEO? Where was he good? Where was he bad? What are the biggest management pieces of advice that Mario thinks are BS? ----------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZTtgTNBKwtZBMHvl?si=85bc9196860e4466 Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast/the-twenty-minute-vc-20vc-venture-capital-startup/id958230465 Follow Harry Stebbings on Twitter: https://twitter.com/HarryStebbings Follow Mario Schlosser on Twitter: https://twitter.com/mariots Follow 20VC on Instagram: https://www.instagram.com/20vchq Follow 20VC on TikTok: https://www.tiktok.com/@20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/contact ----------------------------------------------- #20vc #harrystebbings #marioschlosser #oscarhealth #oscar #ceo #founder #venturecapital #businesstips #investing #businessstrategy #publicmarket #joshkushner #elonmusk #jensenhuang

Mario SchlosserguestHarry Stebbingshost
Apr 5, 20241h 16mWatch on YouTube ↗

CHAPTERS

  1. 0:00 – 0:56

    IPO day shock: ringing the bell, immediate drop, and perspective on “life or death” startup drama

    Mario opens with the visceral moment of Oscar’s IPO: euphoria turning into an immediate stock drop. He frames the experience as painful but survivable, and criticizes Silicon Valley’s tendency to inflate business setbacks into existential crises.

    • Oscar’s IPO day: excitement, then the stock opens low and falls
    • Learning to “step outside yourself” and recognize you’ve survived hard moments before
    • Public embarrassment of a falling stock price in real time
    • The world rarely “ends”—startup rhetoric can be overblown
  2. 0:56 – 2:15

    Childhood wiring: intrinsic motivation, persistence, and ignoring external validation

    Mario describes the traits that showed up early: intense self-driven curiosity and a willingness to disregard what others think. He recounts teaching himself computing on an early ZX81 and the long, stubborn path to figuring out concepts like drawing lines and floating-point numbers.

    • Intrinsic motivation as a defining childhood trait
    • Early exposure to computing (Sinclair ZX81) despite non-technical parents
    • Persistence over “cleverness” in problem-solving
    • Not caring about others’ opinions as an entrepreneurial ingredient
  3. 2:15 – 3:40

    Do early “signals of exceptionalism” predict founders? A multidimensional view

    Harry pushes the thesis that great entrepreneurs reveal exceptionalism early; Mario partly agrees but argues it’s a multivariate, hard-to-measure mix. He suggests an “efficient frontier” of cognitive capacity, persistence, and independence, and notes top academic performers often choose non-startup paths.

    • Early exceptionalism may correlate, but isn’t destiny
    • Success drivers: cognitive capacity, persistence, independence from social pressure
    • High academic performance doesn’t necessarily map to company-building
    • Founder potential is difficult to reduce to a single measurable factor
  4. 3:40 – 5:21

    Lower expectations as resilience—and why you still need exposure to higher bars

    Mario strongly agrees with the idea that low expectations can increase resilience, sharing how his small-town upbringing shaped him. He also explains how encountering higher standards—through competitions and elite environments—expands one’s conception of what’s possible.

    • Low expectations can strengthen resilience (Jensen Huang framing)
    • Small-town Germany vs. the “different world” of Silicon Valley
    • You need reference points to see what “great” looks like
    • Bars can be raised by proximity to exceptional peers and systems
  5. 5:21 – 8:49

    Bar-raising moments: Jugend Forscht, early eye-tracking, Stanford, and McKinsey ‘magic’

    Mario gives concrete examples of environments that expanded his ambition and capability. From building an early eye-tracker in a German research competition to being stunned by McKinsey’s spreadsheet speed, he emphasizes that seeing the bar is transformative.

    • Jugend Forscht as first exposure to peers doing unimaginable projects
    • Building an early eye-tracker (1996) as hands-on innovation
    • Stanford as a proximity-to-excellence accelerator
    • McKinsey internship: the practical power of fast modeling and execution
  6. 8:49 – 13:36

    Why healthcare innovation fails: broken incentives, misunderstood buyers, and tiny overlap of tech + domain

    Shifting to US healthcare, Mario argues the main problem is market dynamics: quality often isn’t what gets paid for. He highlights the absence of a “Walmart-style buyer” and explains why startups with great tech frequently lack true operational understanding of healthcare (and vice versa).

    • US healthcare rarely pays more for higher quality, distorting innovation
    • Purchasing is fragmented; buyers often can’t evaluate ROI precisely
    • Naive ‘better product wins’ logic fails in healthcare
    • Venn diagram problem: tech competence vs. healthcare-operating competence
  7. 13:36 – 20:07

    The 94% market cap decline: cash runway fear, business model confusion, and public-market attention limits

    Mario attributes Oscar’s collapse primarily to investor fear of running out of money, creating a dilution-driven downward spiral. A second issue was skepticism about whether Oscar’s “disruption” connected to durable unit economics—compounded by the public markets’ limited patience for detailed explanations.

    • Runway/profitability doubts trigger analyst narratives and a vicious dilution spiral
    • Investors questioned which digital health business models were ‘real’ at scale
    • Difficulty proving that operational improvements translate into better economics
    • Public markets often won’t engage deeply with complex causal stories
  8. 20:07 – 21:54

    Do you regret going public? ‘No’—the capital was necessary, even if it hurt

    Mario says he doesn’t regret the IPO, despite the emotional toll and early trading disappointment. He argues the IPO financing effectively kept Oscar alive by avoiding worse funding terms later, and describes pushing to raise as much as possible during pricing.

    • No regret: public markets were a crucible that made him better
    • IPO raised ~$1.5B, which helped avoid later bad financings
    • Pricing-call anecdote: demanding the maximum capital raise
    • Going public as an existential liquidity and survival decision
  9. 21:54 – 27:58

    Emotional cost of a public-company collapse: depression, antidepressants, and coping tactics

    Mario details the psychological impact of watching a daily, public scorecard fall—leading to depression and seeking professional help. He discusses how medication stabilized his mood, his practice of mood and time tracking, and the philosophical discomfort of ‘which perception is real’ on/off drugs.

    • IPO-day embarrassment and lasting negative association with the NYSE
    • Depression and the decision to use antidepressants (sertraline)
    • Tracking time and mood as a dataset for self-management
    • Medication’s tradeoff: stability vs. muted highs and altered perception
  10. 27:58 – 38:29

    Family as stabilizer—and the discipline of not projecting founder pain onto loved ones

    Mario explains how a stable family life can buffer CEO stress, especially during prolonged public scrutiny. He describes avoiding the stock ticker, grounding himself with his kids, returning to his childhood home for perspective, and consciously not transferring self-criticism onto parenting.

    • Family routines provide a ‘safety blanket for the soul’
    • Avoiding constant stock-price checking as a protective habit
    • Home and childhood artifacts as perspective-reset tools
    • Watch for projection: founder shame can spill into family interactions
  11. 38:29 – 50:36

    Stepping aside as CEO: recognizing limits, avoiding the ‘empty hat,’ and choosing the right successor

    Mario shares why he moved from CEO to CTO and brought in Mark (Bertolini): he worried he’d have no credibility left for another crisis and wanted the company to have a fresh bag of tricks. He emphasizes the unusually deep diligence: years of weekly conversations, reading Mark’s biography, and alignment on crisis leadership.

    • Fear of being ‘out of tricks’ for the next crisis, not the current one
    • Timing: belief the company was nearing durable profitability/visibility
    • Selecting Mark via long relationship-building rather than a broad search
    • Advice: if you change roles, do it wholeheartedly—no shadow CEO behavior
  12. 50:36 – 57:32

    Scaling orgs your way: professional management pitfalls, codifying expectations, and handling hard conversations

    Mario argues founders should design organizations around their own strengths rather than blindly adopting “professionalized” systems that create layers and meeting bloat. He discusses why unspoken expectations break at scale, the limits of generic company values, and practical tactics for confronting bad news and hard conversations.

    • Professionalizing the top can cascade into excessive layers and bureaucracy
    • Unspoken expectations cause confusion: why is the CEO in this meeting?
    • Company values can become ‘boring averages’ if crowdsourced; choose distinctive commitments
    • Dealing with bad news: open it with others, share the burden (risk-adjustment example)
  13. 57:32 – 1:08:22

    Money, status, and influence: what wealth changes—and what it doesn’t

    Mario explores his European-leaning discomfort with entitlement, contrasting it with moguls’ strong sense of being ‘owed.’ He describes becoming (nearly) a cash millionaire via a secondary, the relief and fear it created, and concludes that money’s best feature is autonomy—while the deeper ‘bigger boat’ temptation is really about influence and being in the next room.

    • Money as an imperfect but useful proxy for societal impact
    • Moguls often share a powerful entitlement instinct; Mario sees it as a ‘brain defect’
    • First meaningful liquidity brought pride, relief, and a higher perceived downside
    • What he values most: freedom to pursue intellectually interesting side quests; status competition is more about influence than luxuries
  14. 1:08:22 – 1:16:41

    Quick-fire reflections: time scarcity, marriage, kids, cofounder lessons, and the next 10 years

    In the closing rapid round, Mario focuses on time as the scarcest resource and Oscar as likely his most impactful work so far. He shares what kids changed in his life and marriage, what he wishes he’d known at the start (resilience and intensity), what he learned from Josh, and his hope to tackle a new under-the-radar problem area next.

    • Biggest mindset shift: awareness of limited time left for multi-year bets
    • Kids compress time and can become the final source of meaning if you let them
    • Wish he’d known: pain is guaranteed; intensity must be actively maintained
    • Cofounder lesson: fight early, value symmetry, and keep building broader networks

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