Dear Founder book cover

Dear Founder by Maynard Webb and Carlye Adler Summary

Dear Founder
Maynard Webb and Carlye Adler
3.77 (243 Reviews)
Entrepreneurship
Business
Leadership
Overview
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Overview of Dear Founder

"Dear Founder" offers 80+ essential letters guiding entrepreneurs through every business stage. Endorsed by Starbucks' Howard Schultz, this Los Angeles Times bestseller reveals Webb's insider wisdom from Salesforce and eBay. What startup challenge keeps you awake tonight? The answer awaits.

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Key takeaways

1

Letters from the Entrepreneurial Trenches

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Imagine receiving personalized wisdom from someone who's navigated the exact startup challenge keeping you awake at night. That's the premise behind Maynard Webb's "Dear Founder" - a collection of hard-earned insights that began as advice letters to his son's investment portfolio companies and evolved into what Howard Schultz calls "a book I wish I had throughout my forty-year career." Rather than abstract theory, Webb addresses specific moments of truth every founder faces, from co-founder conflicts to scaling challenges. The book has become a trusted companion for entrepreneurs at all stages, offering practical guidance through the tumultuous waters of building something from nothing.

2

The Brutal Reality of Starting Up

3

The Art of Building Your Dream Team

4

Navigating the Funding Maze

5

Leadership When It Gets Personal

6

The Personal Cost of Building Something Great

7

Building Something That Outlasts You

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@Raaaaaachelw
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"Crazy how much I learned while walking the dog. BeFreed = small habits → big gains."

@Matt, YC alum
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"Reading used to feel like a chore. Now it’s just part of my lifestyle."

@Erin, Investment Banking Associate , NYC
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254
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"Feels effortless compared to reading. I’ve finished 6 books this month already."

@djmikemoore
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"BeFreed turned my guilty doomscrolling into something that feels productive and inspiring."

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"BeFreed turned my commute into learning time. 20-min podcasts are perfect for finishing books I never had time for."

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"Perfect balance between learning and entertainment. Finished ‘Thinking, Fast and Slow’ on my commute this week."

@Raaaaaachelw
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"Crazy how much I learned while walking the dog. BeFreed = small habits → big gains."

@Matt, YC alum
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108

"Reading used to feel like a chore. Now it’s just part of my lifestyle."

@Erin, Investment Banking Associate , NYC
platform
comments
254
likes
17

"Feels effortless compared to reading. I’ve finished 6 books this month already."

@djmikemoore
platform
star
star
star
star
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"BeFreed turned my guilty doomscrolling into something that feels productive and inspiring."

@Pitiful
platform
comments
96
likes
4.5K

"BeFreed turned my commute into learning time. 20-min podcasts are perfect for finishing books I never had time for."

@SofiaP
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"BeFreed replaced my podcast queue. Imagine Spotify for books — that’s it. 🙌"

@Jaded_Falcon
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"It is great for me to learn something from the book without reading it."

@OojasSalunke
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"The themed book list podcasts help me connect ideas across authors—like a guided audio journey."

@Leo, Law Student, UPenn
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483

"Makes me feel smarter every time before going to work"

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