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Won't Fix

Won't Fix

De : Rob Leathern
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From the founders of InfoHawk: conversations about AI-driven deception, abuse and scams, and why they’re so hard to stop. In software engineering, “won’t fix” describes a bug by acknowledging the issue but intentionally leaving it unsolved because addressing it is too costly, risky, or not worth the trade-offs. Hear from the practitioners fighting phishing, deepfakes and bots, and learn about the broken systems and misaligned incentives that keep us all vulnerable.Copyright 2026 Rob Leathern Direction Economie Management et direction Politique et gouvernement
Épisodes
  • Won't Fix Episode 6: With Tate Jarrow, Founder & CEO of Rebound
    Jun 5 2026

    Tate Jarrow is the Founder and CEO of Rebound (https://trustrebound.com), a consumer anti-scam company. Before founding Rebound, Tate was an Army infantry officer and Airborne Ranger, and then a Special Agent at the U.S. Secret Service.

    At Google, he helped start a company called Beacon through the Area 120 incubator, which was then acquired into Google One.

    Key Highlights:

    • What Rebound is building: "Antivirus but for scams" — software that sits on a user's device across macOS, Windows, iOS, and Android, sees what the user sees, and alerts when it detects an inbound scam. Currently in alpha, heading into paid beta within the month, with general availability targeted for summer.
    • Why now: Normal people have zero real defense against scams. Law enforcement don't have resources for individual cases, and platforms are hard to reach for recovery. Existing consumer cybersecurity is rooted in 20-year-old problems (antivirus, credit monitoring) and isn't built for AI-powered, personalized, scaled attacks.
    • “You can't arrest your way out of cybercrime”: Cyber criminals run transnational organizations as businesses with P&Ls, so the real lever is changing the economics.
    • Google: Tate started in legal/investigations chasing cybercrime actors on Google platforms, got frustrated by the gap between business incentive and what could actually be done. Two of his Area 120 teammates are now on the Rebound team.
    • Scam overconfidence: Tate shares that a GASA study found the #1 predictor of being scammed is confidence that you can spot one — overconfidence is the actual risk factor. Every demographic gets hit.
    • Regulation and data: US regulation is 20 years behind. The real risk now is social engineering powered by leaked addresses, phones, emails, and contacts. He wants companies held accountable for the social engineering risk they create, not just PII in the narrow legacy sense.
    • "Caring guardians": People in tech are the de facto security help desk for their parents, friends, and families. Rebound is building features so a tech-savvy family member can have visibility into risk across the people they care about — plus in-app trust verification (one-click identity check) for the "is this actually my friend messaging me?" problem.

    Chapter Timestamps:

    00:00 Introduction and Background

    1:26 Rebound's Mission and Product Overview

    3:39 Technical Implementation and Current Status

    4:45 Motivation Behind Consumer Protection Focus

    7:45 Google Journey and Area 120 Experience

    14:59 Law Enforcement Perspective on Cybercrime

    18:30 Evolution of Cybercriminal Organizations

    21:07 Current State of Consumer Protection

    30:04 Regulatory Environment and Government Role

    37:25 Community Protection and Cross-Platform Challenges

    43:00 Product Vision and Future Plans

    Resources & Links:

    Rebound (https://trustrebound.com)

    Tate Jarrow (https://www.linkedin.com/in/tatejarrow/)

    Rob Leathern (https://www.linkedin.com/in/leathern/)

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    48 min
  • Won't Fix Episode 5: With Platformocracy's Jonathan Bellack
    May 22 2026

    Jonathan spent thirty years inside the machine — product leadership at DoubleClick, executive roles at Google, and a founding role at Harvard's Applied Social Media Lab. A year ago, Jonathan started writing Platformocracy, a newsletter with a simple, uncomfortable thesis: tech companies didn't set out to govern us, but they do now. Billions of people are subject to rules they didn't vote for, enforced by systems they can't see, with no meaningful right of appeal — built, in many cases, by people who genuinely wanted to do the right thing.

    We talk about how that happened, what it looks like from the inside, and the question that may define the next five years: what happens when AI floods every platform with infinite synthetic content, and the only thing standing between us and the noise is an algorithm the noise was engineered to exploit?

    Key Episode Takeaways:

    • The Governance Illusion: Tech platforms have evolved into unelected global governments that impose top-down rules on billions of users who have zero democratic input or meaningful right of appeal.
    • The Category Mistake: Treating platforms strictly as private businesses that can refuse service ignores the reality that they host deeply rooted human communities where "exiting" the platform means abandoning essential real-world relationships.
    • Decomposing Social Media: Effective regulation requires breaking "social media" down into three distinct product categories—media consumption, community networking, and creator relationships—because a blanket approach fails to address the unique harms of each.
    • Shifting the Regulatory Burden: Instead of forcing mass identity verification, regulators should require platforms to accept enhanced safety obligations and standardized parental controls if they choose to profit from serving children.
    • Inverted Safety Baselines: Unlike heavily regulated sectors like automotive or food hospitality, tech platforms operate on a model where they maximize user safety only up to the point that it threatens their profit margins.

    Episode Highlights:

    00:00 Introduction

    1:43 The Challenge of Corporate vs. Community Framing

    2:54 The Evolution from Community Management to Corporate Governance

    20:48 Age Verification Concerns and Technical Challenges

    24:47 Historical Context and Generational Perspectives

    27:46 AI, Anonymous Accounts, and Platform Integrity

    37:19 AI's Potential for Improved Parental Controls

    42:40 Regulatory Approaches: Enhanced Obligations for Serving Children

    45:18 Profit vs. Safety Standards in Tech Industry

    50:43 Procedural vs. Substantive Law in Platform Governance

    Links:

    Read Jonathan's newsletter: https://www.platformocracy.com

    Jonathan Bellack

    Rob Leathern

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    54 min
  • Won't Fix Episode 4: With Indicator's Craig Silverman
    May 1 2026

    Craig Silverman is an award-winning journalist who has spent more than 15 years researching and reporting on the manipulation of our information environment. He is currently the co-founder of Indicator, a media outlet dedicated to exposing digital deception and teaching digital investigative and OSINT (open-source intelligence) techniques.

    Prior to launching Indicator, Craig was a national reporter at ProPublica, where he focused on investigating digital platforms and online manipulation. Before that, he served as the media editor for BuzzFeed News, where he pioneered innovative approaches to exposing digital disinformation and media manipulation.

    Key Episode Takeaways:

    • The Industrialization of Deception: Digital manipulation has shifted from lone actors into a massive, industry backed by venture capital and brutal supply chains, including Southeast Asian "scam compounds" that merge human trafficking with high-tech fraud.
    • The "Manufactured Organic" Loophole: Brands are now using "clipping" and industrial-scale UGC campaigns to generate billions of views through paid creator networks that mimic authentic posts.
    • An Incentive to Cheat: The current digital economy creates a "race to the bottom" where deceptive or violative content often sees higher engagement and lower costs than honest ads.
    • Ad Revenue Cannibalization: By failing to police undisclosed marketing, social platforms are letting a shadow ad economy thrive that actively drains budgets away from their own official, trackable ad businesses.
    • Deterrence Through Public Examples: Instead of trying to automate everything, platforms could flip the script by making high-profile, public examples of agencies that openly brag about their deceptive tactics on social media.

    Episode Highlights:

    00:00 Introduction and Background of Craig Silverman

    01:21 Early Collaboration and Scam Evolution

    04:27 Indicator Media's Mission and Approach

    08:29 Undisclosed Marketing and UGC Campaigns

    13:21 Scale and Enforcement Challenges

    20:51 Platform Cannibalization and Business Impact

    28:29 AI Labeling Audit Results

    34:15 Community-Based Detection and User Skills

    39:17 Affiliate Marketing Case Study

    46:48 Systemic Incentive Problems

    49:13 Conclusion and Resources

    Links:

    Craig Silverman

    Indicator

    Rob Leathern

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    50 min
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