
Dear founder
letters of advice for anyone who leads, manages, or wants to start a business
『Dear founder』の概要
"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.
『Dear founder』の主要テーマ
- founder psychology
- co-founder dynamics
- startup scaling hurdles
- venture capital navigation
- organizational culture design
『Dear founder』の名言
Half-measures rarely succeed - once committed, your startup must become your primary focus.
Position your startup as an exclusive opportunity for exceptional individuals.
When fundraising stalls, focus on strategy rather than despair.
Don't chase unrealistically high valuations that might create problems.
Timing matters significantly - raise from a position of strength.
『Dear founder』の登場人物
- Maynard WebbAuthor, technology executive, and investor
- Carlye AdlerCo-author of the book
- Kevin WebbMaynard's son who inspired the advice letters
著者について
『Dear founder』の著者について
Maynard Webb and Carlye Adler, co-authors of Dear Founder: Letters of Advice for Anyone Who Leads, Manages, or Wants to Start a Business, bring unparalleled expertise in entrepreneurship and leadership.
Webb, a Silicon Valley icon and New York Times bestselling author, draws from his decades as eBay’s COO, LiveOps’ CEO, and board member at Salesforce and Visa. Adler, an award-winning business journalist, complements this with her knack for translating complex ideas into actionable insights.
Their collaboration merges Webb’s operational mastery with Adler’s storytelling prowess, offering practical guidance for navigating startup challenges. Webb’s prior bestseller, Rebooting Work, established his reputation for reimagining modern work dynamics. Adler’s portfolio includes collaborations with industry leaders like Marc Benioff and Randi Zuckerberg.
Dear Founder became a National Bestseller, cementing its status as essential reading for entrepreneurs and Fortune 500 executives alike, endorsed by leaders like Howard Schultz for its real-world relevance.
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この本に関するよくある質問
Dear Founder offers practical advice for entrepreneurs through 80+ letters addressing startup challenges, growth management, and exit strategies. Structured in three phases—launching, scaling, and exiting—the book combines real-world insights from Webb’s experience at Salesforce, eBay, and Visa. Topics include securing funding, building company culture, and navigating board dynamics, making it a tactical guide for business leaders.
Aspiring founders, seasoned CEOs, and managers in startups or scaling businesses will benefit most. The book targets those facing leadership dilemmas, fundraising hurdles, or organizational growth challenges. Investors and advisors seeking to mentor entrepreneurs will also find actionable strategies for guiding teams through critical decisions.
Yes, particularly for its candid, scenario-specific advice presented as personal letters. Webb avoids Silicon Valley platitudes, focusing instead on pragmatic solutions for issues like managing investor expectations, pivoting failing ideas, and maintaining mental resilience. The letter format provides digestible, actionable insights tailored to real-world situations.
- Vision alignment: Prioritize mission consistency during rapid growth.
- Team dynamics: Foster culture early to avoid toxic environments.
- Exit readiness: Plan legacy and financial goals proactively.
- Crisis management: Address setbacks transparently to rebuild trust.
The book advises balancing growth with operational stability, emphasizing metrics-driven decision-making. Webb highlights pitfalls like overhiring, cash flow mismanagement, and losing product-market fit. He stresses aligning teams around shared objectives while maintaining agility—key for SaaS, e-commerce, and tech startups.
Exits should align with long-term vision, not just financial gain. Webb advises preparing documentation, communicating with stakeholders, and considering post-sale roles. A 2021 case study in the book explores navigating acquisition offers while preserving company culture—a common challenge for founders.
Culture starts with hiring for values, not just skills. The authors recommend rituals like weekly check-ins and transparent feedback loops. They caution against sacrificing culture for speed, citing examples of startups that failed due to internal misalignment.
Webb encourages founders to reflect on personal purpose post-sale. Options include mentoring, angel investing, or launching new ventures. A 2021 update discusses balancing legacy goals with newfound freedom, using real examples of founders who successfully pivoted.
Webb co-founded multiple startups, led eBay’s turnaround as COO, and invested in 100+ companies. His roles at Salesforce and Visa add corporate scaling expertise. Co-author Carlye Adler’s background in storytelling ensures the advice is engaging and relatable.
While The Lean Startup focuses on product iteration, Dear Founder tackles leadership and operational challenges. Webb’s advice is scenario-specific (e.g., handling board conflicts), whereas Eric Ries emphasizes MVP validation. Both are essential for founders but target different growth stages.
Failure is framed as a pivot opportunity. Webb advises analyzing root causes, communicating openly with teams, and preserving investor relationships. A case study explores a founder who rebounded by leveraging lessons into a successful secondary venture.
With remote work and AI reshaping startups, the book’s emphasis on adaptive leadership remains critical. Updated examples in recent editions address hybrid team management and AI-driven scalability, making it a timely resource despite being published in 2018.

















