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Ops I did it again by Out of Pocket

Alex Dou
Patient Reported Outcomes
Direct Primary Care
Health Insurance Brokers
Emme
Provider Directory
Clinical Trials
Decent
Medtech
Hardware
Risk Stratification
Care Navigation
Localized Directories / Geographically Focused Directories
Healthcare AI
UX/UI Design
Nice Healthcare
Steerage (healthcare Pricing)
GEO (generative Engine Optimization)
Healthcare
Ribbon Health
Data Accuracy / Truth Sets

A limited series podcast by Out-of-Pocket, hosted by Alex Dou. Each episode is a post-mortem on a product or feature that didn't work the way it was supposed to. The goal: an encyclopedia of known failures so the next generation of builders can skip the mistakes we've already made and fail at something new.

PublishesTwice monthlyEpisodes15Founded3 years ago
Number of ListenersCategories
BusinessEntrepreneurshipManagement

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Artwork for Ops I did it again by Out of Pocket

Latest Episodes

Grant Veldhuis (software engineer at Thatch, former Ribbon Health) and Misha Nasrollahzadeh (co-founder and CEO of Joyce Health, formerly Castlight Health and Ribbon Health) have both spent significant stretches of their careers trying to solve this.... more

What we cover

Risk stratification is ranking patients by probability of an adverse outcome. Traditional indices like the Charlson Comorbidity Index use clinician-designed scoring systems; ML-based approaches automate feature generation and let the m... more

What we cover

Your hardware margin is grocery-store thin. Founders coming from software expect 80% margins. Hardware is more like 5%. Grocery stores run at 3%. Getting to even nominally profitable meant Emme flipping its model entirely: give the cas... more

What we cover

Start with brokers, not against them. The typical "tech disruption" approach frames brokers as rent-seeking middlemen.

Nick's counterargument:

• Brokers fill a trust role that no website can replicate

• They touch roughly 70% of s... more

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Recent Guests

Grant Veldhuis
Software engineer at Thatch, formerly Ribbon Health
Thatch
Episode: Provider Directory: I will destroy your roadmap with Misha Nasrollahzadeh + Grant Veldhuis
Misha Nasrollahzadeh
Co-founder and CEO of Joyce Health
Joyce Health
Episode: Provider Directory: I will destroy your roadmap with Misha Nasrollahzadeh + Grant Veldhuis
Shay Sayed
AI in health care specialist with hands-on experience in healthcare ML platforms
ClosedLoop (former), CMS AI Health Outcomes Challenge winner
Episode: Predicting the Future (risk stratification) with Shay Sayed
Erynn Petersen
CEO of Emme
Emme
Episode: $400 CAC, $100 MSRP: why it’s so hard to build hardware, with Erynn Petersen
Nick Soman
Former founder and CEO of Decent; Chief Commercial Officer at Nice Healthcare
Nice Healthcare
Episode: Ignore brokers at your own risk. Antagonize them at your ruin. Build a health plan with Nick Soman
Paul Wicks
Neuropsychologist, digital health consultant, PhD
Independent consultant; previously Patients Like Me; has worked with AstraZeneca, Biogen
Episode: PROs, UX/UI Design for trials, and the nocebo effect | Paul Wicks, PhD

Host

Alex Dou
Host of Ops I did it again

Reviews

4.8 out of 5 stars from 13 ratings
  • Best healthcare education for beginners and experts alike

    I have loved reading Nikhil’s OOP newsletters and now listening to this podcast for the same reasons I love Last week tonight with John Oliver. The information is presented with humor, it’s concise, and it goes deep in ways that virtually no other source does.

    Apple Podcasts
    5
    ExoticLova777
    United States2 years ago
  • 🤩

    Love the practical and tactical stories!

    Apple Podcasts
    5
    rose121275
    United States2 years ago
  • Finally!!

    Finally a healthcare podcast that asks the right questions and provides tangible information that I can use tomorrow. Im used to the vague “value-based” care podcasts that all say the same thing and give no useful info to implement. Nikhil and DPo do a great job at uncovering how to actually operate digital health companies

    Apple Podcasts
    5
    mjg4837
    United States2 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Guests provide concrete examples and avoid vague high-level chatter, which helps implement ideas quickly.
Listeners praise the show's practical, tactical storytelling and actionable takeaways.
The format blends humor with hard-won lessons from health-tech building and selling.

Chart Rankings

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Talking Points

Recent interactions between the hosts and their guests.

PROs, UX/UI Design for trials, and the nocebo effect | Paul Wicks, PhD
Q: What should teams consider before committing to building PROs into their product?
Assess the incentives for all stakeholders (pharma, payers, providers, and patients), ensure there is a sustainable data workflow, obtain proper licenses for validated scales, design user-friendly mobile experiences, and set up a feedback loop that actually benefits patients rather than simply collecting data.
PROs, UX/UI Design for trials, and the nocebo effect | Paul Wicks, PhD
Q: Can you give me rough back-of-the-envelope modeling and flow of money in PRO development?
There isn't trillions tied to tiny score improvements; the cost structure often involves licensing questionnaires, paying license holders, and building the data infrastructure, with pharmaceutical companies occasionally funding exploratory PRO endpoints but the dominant costs are development, licensing, and data integration.

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Frequently Asked Questions About Ops I did it again by Out of Pocket

What is Ops I did it again by Out of Pocket about and what kind of topics does it cover?

This show features in-depth conversations with health-tech operators, engineers, and product leaders about real-world failures, lessons learned, and practical considerations for building digital health products. Recent episodes surface topics like provider data accuracy, risk stratification and operational workflows, hardware economics in healthcare, the role of brokers in health plan sales, and patient-centered measurement in trials. It tends to mix technical storytelling with business strategy, emphasizing concrete trade-offs, go-to-market risk, data governance, and humane ethics. Notable strengths include candid, experience-backed anecdotes, a focus on actionable takeaways, and a willingness to challenge conventional wisdom in health tec... more

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1. The Heart of Healthcare | A Digital Health Podcast
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Ops I did it again by Out of Pocket launched 3 years ago and published 15 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Ops I did it again by Out of Pocket?

Recent guests on Ops I did it again by Out of Pocket include:

1. Grant Veldhuis
2. Misha Nasrollahzadeh
3. Shay Sayed
4. Erynn Petersen
5. Nick Soman
6. Paul Wicks

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