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Blindspots : How to See RIsk Before It Strikes, Protect Your Venture and Unlock Growth - Jonathan Bloom

Blindspots

How to See RIsk Before It Strikes, Protect Your Venture and Unlock Growth

By: Jonathan Bloom, Tejune Kang (Foreword by)

Paperback | 11 February 2026

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Innovation wins in the market but loses in the contracts.

Research shows 55.6 percent of venture-backed CEOs are replaced by year four - not for business failure, but through contractual mechanisms they never anticipated. Most founders lose their ventures to structural vulnerabilities: investor conflicts, governance gaps, contractual exposures.

After 20 years as a finance lawyer and a decade as partner at White & Case, Ropes & Gray, and Jones Day, Jonathan Bloom founded an advisory firm serving sophisticated capital. As founder and Chief Executive, he built a firm shortlisted for multiple industry awards.

When institutional dynamics he had not protected against converged, he exited the firm and documented the systematic patterns - backed by academic research on venture capital conflicts and organizational behavior under pressure.

BLINDSPOTS reveals 18 systematic lessons across four parts on hidden risks that separate ventures that scale safely from those that stumble.

With a Foreword by Tejune Kang (Harvard Business School Alumnus, Former NASDAQ-Listed Company Founder, YPO Member)

What You Will Learn:

Part I: Building Without Armor (Lessons 1-6) - Foundation protections before pressure hits: contractual safeguards, governance structures, and legal frameworks that create operational freedom.

Part II: Navigating Institutional Dynamics (Lessons 7-10) - Understanding how institutional forces converge: investor incentive shifts, board dynamics, and platform risks.

Part III: Managing Compound Challenges (Lessons 11-13) - Navigating when pressure becomes crisis: decision-making under constraint and protecting what matters most when dynamics converge.

Part IV: Personal Transformation (Lessons 14-18) - Rebuilding after loss: processing failure, extracting wisdom, and preparing for what comes next.

Plus: Three-tier implementation frameworks ($0-5K to $25K+), protection checklists, and practical tools organized by budget and timeline.

This book is for founders raising institutional capital, entrepreneurs scaling ventures, investors who want to understand the founder perspective, executives managing complex stakeholder environments, advisors supporting high-stakes transitions, and anyone building something meaningful who wants to prepare wisely and build with confidence.

Industry Reviews

1. Dan Honeywell, CEO, Naya Health

"All founders talk openly about their successes, but few give voice to the hard-won lessons learned and miss the strength that comes from such vulnerability. This is a book I wish had been published when I was starting my entrepreneurial journey. It is the truth beneath the veneer, the sherpa's guide to climbing the mountain, and essential preparation for the expedition."

2. Oskar Sk¶ldberg, Serial Entrepreneur and Investor

"Speaking from experience as both an entrepreneur myself and as someone who invests across alternative assets for a living, I've watched these patterns destroy ventures repeatedly. Every entrepreneur should read this before taking money. As the old proverb goes: prepare for the divorce, not the marriage."

3. Antony Abell, CEO/Founder, TPX Property Exchanges Group (London); Trans-Atlantic Serial Entrepreneur, Financier, Former Olympic Coach and British Army Officer

"In the immortal phrase "we don't know what we don't know," Jonathan Bloom has helped us discover just that with Blindspots. This book is a must-read for any aspiring entrepreneur, businessman, or lawyer, for it helps the reader to see what most do not - the thing that kills your idea, your wealth, and your relationships and that thing that cause some to say after the fact: "I did not see that coming."

This invaluable book will help you better discern what you could not, or did not want, to see before and it will help you to chart a better course to your own safe and prosperous future... wherever that course may lead you. Be safe in your journey. Jonathan Bloom will help you get there with Blindspots."

4. James Wyatt, Partner, Baker McKenzie

"Blindspots doesn't just diagnose entrepreneurial risk - it reveals the hidden dynamics, levers, tripwires, and bear traps that can undo even the most successful ventures. Jonathan Bloom brings a depth of insight that only someone who has lived both sides of institutional pressure could offer. His experience makes him exceptionally well-positioned to guide others through these dynamics. This is essential reading for anyone building or scaling a multi-stakeholder business and wanting to do so safely."

5. Jason Edel, General Counsel, Financial Services

"As a General Counsel in the financial services sector, I see these institutional blindspots materialize daily and watch the harm they cause. Jonathan's masterclass in identifying and managing these risks provides the protection frameworks that founders, leaders, and investors desperately need. Essential reading."

6. Sachen Chandaria, YPO Kenya and CEO, Stellar Investment Holdings

"As a founder, I've made expensive, painful, and time-consuming mistakes-the kind that keeps you up at 3 AM. Jonathan Bloom's Blindspots is the compilation of all those 'I wish I knew' moments we learn the hard way. It's not a theoretical business textbook; it's a tactical field manual for the real-world trenches of building a company. It won't guarantee success, but it will decisively tilt the odds in your favor by helping you avoid the classic, avoidable pitfalls.

This book is the sober, experienced co-founder every first-time entrepreneur wishes they had. It doesn't just hype the dream; it meticulously maps the minefield. Reading it is like getting a detailed briefing on all the battles you're about to fight-so you can actually win them. An indispensable survival guide for the startup journey."

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