#336: Scott Belsky — How to Conquer the Messy Middle

#336: Scott Belsky — How to Conquer the Messy Middle

Scott Belsky (@scottbelsky) is an entrepreneur, author, investor, Chief Product Officer of Adobe, and venture partner with venture capital firm Benchmark. Scott co-founded Behance in 2006 and served as CEO until Adobe acquired the company in 2012. Millions of people use Behance to display their portfolios, as well as track and find top talent across the creative industries.

Scott is an early investor and advisor in Pinterest, Uber, and Periscope among many other fast-growing startups, and his new book, The Messy Middle: Finding Your Way Through the Hardest and Most Crucial Part of Any Bold Venture, hits the shelves October 2nd.

I urge you to check it out, but until then, please enjoy this interview in the meantime!

This podcast is brought to you by FreshBooks. FreshBooks is the #1 cloud bookkeeping software, which is used by a ton of the start-ups I advise and many of the contractors I work with. It is the easiest way to send invoices, get paid, track your time, and track your clients.

FreshBooks tells you when your clients have viewed your invoices, helps you customize your invoices, track your hours, automatically organize your receipts, have late payment reminders sent automatically and much more.

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This episode is also brought to you by LegalZoom. I've used this service for many of my businesses, as have quite a few of the icons on this podcast such as Automattic CEO Matt Mullenweg of WordPress fame.

LegalZoom is a reliable resource that more than a million people have already trusted for everything from setting up wills, proper trademark searches, forming LLCs, setting up non-profits, or finding simple cease-and-desist letter templates.

LegalZoom is not a law firm, but it does have a network of independent attorneys available in most states who can give you advice on the best way to get started, provide contract reviews, and otherwise help you run your business with complete transparency and up-front pricing. Check out LegalZoom.com and enter promo code TIM at checkout today for special savings and see how the fine folks there can make life easier for you and your business.

***

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#840: Bill Gurley — Investing in The AI Era, 10 Days in China, and Important Life Lessons from Bob Dylan, Jerry Seinfeld, MrBeast, and More

#840: Bill Gurley — Investing in The AI Era, 10 Days in China, and Important Life Lessons from Bob Dylan, Jerry Seinfeld, MrBeast, and More

Bill Gurley (@bgurley) is a general partner at Benchmark, a leading venture capital firm in Silicon Valley. His new book is Runnin’ Down a Dream: How to Thrive in a Career You Actually Love.This episo...

17 Joulu 20252h 10min

#839: Dr. Fei-Fei Li, The Godmother of AI — Asking Audacious Questions, Civilizational Technology, and Finding Your North Star

#839: Dr. Fei-Fei Li, The Godmother of AI — Asking Audacious Questions, Civilizational Technology, and Finding Your North Star

Dr. Fei-Fei Li (@drfeifei) is the inaugural Sequoia Professor in the Computer Science Department at Stanford University, a founding co-director of Stanford’s Human-Centered AI Institute, and the co-fo...

9 Joulu 20251h 18min

#838: The Random Show — The 2–2–2 Rule, The Future of AI, Bioelectric Medicine, Surviving Modern Dating, The Promises of DORAs for Alzheimer’s, and Wisdom from Anthony de Mello

#838: The Random Show — The 2–2–2 Rule, The Future of AI, Bioelectric Medicine, Surviving Modern Dating, The Promises of DORAs for Alzheimer’s, and Wisdom from Anthony de Mello

Welcome to another wide-ranging "Random Show" episode that I recorded with my close friend Kevin Rose (digg.com)!This episode is brought to you by:Qlosi prescription eye drop used to treat age-related...

3 Joulu 20251h 51min

#837: How to Simplify Your Life in 2026 — New Tips from Derek Sivers, Seth Godin, and Martha Beck

#837: How to Simplify Your Life in 2026 — New Tips from Derek Sivers, Seth Godin, and Martha Beck

As we head into the new year, many of us feel like we’re drowning in invisible complexity. So I wanted to hit pause and ask a simple question: What are 1-3 decisions that could dramatically simplify m...

26 Marras 202532min

#836: The 4-Hour Workweek Principles — 13 Mistakes to Avoid, The Art of Mini-Retirements, and Navigating the Dizziness of Freedom

#836: The 4-Hour Workweek Principles — 13 Mistakes to Avoid, The Art of Mini-Retirements, and Navigating the Dizziness of Freedom

This time around, we have a bit of a different format, featuring the book that started it all for me, The 4-Hour Workweek. Readers and listeners often ask me what I would change or update, but an equa...

19 Marras 20251h 37min

#835: Ben Patrick (KneesOverToesGuy) — 20-Minute Workouts That Produce Wild Results, From Chronic Knee Pain to Dunking Basketballs, Lessons from Charles Poliquin, Bulletproofing the Lower Body, and More

#835: Ben Patrick (KneesOverToesGuy) — 20-Minute Workouts That Produce Wild Results, From Chronic Knee Pain to Dunking Basketballs, Lessons from Charles Poliquin, Bulletproofing the Lower Body, and More

Ben Patrick, better known as “Kneesovertoesguy” (@kneesovertoesguy), is the founder of Athletic Truth Group (ATG), an online and brick-and-mortar training system rooted in rehabilitative strength and ...

12 Marras 20251h 37min

#834: David Baszucki, Co-Founder of Roblox — The Path to 150M+ Daily Users, Critical Business Decisions, Ketogenic Therapy for Brain Health, Daily Routines, The Roblox Economy, and More

#834: David Baszucki, Co-Founder of Roblox — The Path to 150M+ Daily Users, Critical Business Decisions, Ketogenic Therapy for Brain Health, Daily Routines, The Roblox Economy, and More

David Baszucki is the founder and CEO of Roblox. TIME named Roblox one of the “100 Most Influential Companies,” and it has been recognized by Fast Company for innovation on their “Most Innovative Comp...

5 Marras 20251h 55min

#833: Jack Canfield — Selling 600+ Million Books, Success Principles, and How He Made The 4-Hour Workweek Happen

#833: Jack Canfield — Selling 600+ Million Books, Success Principles, and How He Made The 4-Hour Workweek Happen

Jack Canfield is the coauthor of more than two hundred books, including, The Success Principles™: How to Get from Where You Are to Where You Want to Be and the Chicken Soup for the Soul® series, which...

29 Loka 20251h 37min

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