10 lessons on bootstrapping a $200m business | Patrick Campbell (ProfitWell)

Brought to you by Vanta—Automate compliance. Simplify security: https://vanta.com/lenny | Amplitude—Build better products: https://amplitude.com/ | Dovetail—Bring your customer into every decision: https://dovetailapp.com/lenny

—

Patrick Campbell is the founder and CEO of ProfitWell, which he bootstrapped and sold for over $200 million. In this special episode, we explore 10 big ideas from Patrick, including tips for hiring employees who align with your company values, creating winning pricing and retention strategies, determining the right time to raise money, and more. Whether you’re just starting out or looking to scale your SaaS business, this must-listen episode offers practical and actionable advice that will help you avoid missteps and think differently.

Find the transcript for this episode and all past episodes at: https://www.lennysnewsletter.com/p/10-lessons-from-bootstrapping-a-200m

Where to find Patrick Campbell:

• Twitter: https://twitter.com/Patticus

• LinkedIn: https://www.linkedin.com/in/patrickccampbell/

• Email: pc@patticus.com

Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• Twitter: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

Referenced:

• Douglas Atkin on LinkedIn: https://www.linkedin.com/in/doatkin/

• Patrick Campbell’s guest post on Lenny’s Newsletter: https://www.lennysnewsletter.com/p/saas-pricing-strategy/comments

• ProfitWell: https://www.profitwell.com/

• The Cadence: How to Operate a SaaS Startup: https://medium.com/craft-ventures/the-cadence-how-to-operate-a-saas-startup-436aa8099e8

• Edward Snowden on Twitter: https://twitter.com/Snowden

• The Flywheel: https://www.hubspot.com/flywheel

• High Output Management: https://www.amazon.com/High-Output-Management-Andrew-Grove/dp/0679762884

• Thinking in Bets: Making Smarter Decisions When You Don’t Have All the Facts: https://www.amazon.com/Thinking-Bets-Making-Smarter-Decisions/dp/0735216355

• Powerful: https://www.amazon.com/Powerful/dp/1939714206/r

• The West Wing on HBOMax: https://www.hbomax.com/series/urn:hbo:series:GX5nwgQDNJZ6aoQEAAAHJ

• Notion: https://www.notion.so/

• Descript: https://www.descript.com/

• Coda: https://coda.io/

• KTool: https://ktool.io/

• Tweet Hunter: https://tweethunter.io/

• Apple Watch Ultra: https://www.apple.com/apple-watch-ultra/

• Loom: https://www.loom.com/

In this episode, we cover:

(00:00) Patrick’s background

(05:12) Building a team

(07:38) How ProfitWell handled a conflict using their guiding principle, the most charitable interpretation

(10:41) Why new hires need to fit in with the company culture

(12:19) The bootstrapping vs. funding debate

(13:38) When founders should think about raising funds

(18:08) When and how companies should make pricing changes to their products or services

(23:46) Strategic retention and tactical retention, and why the latter is often missed

(28:48) Why people don’t want to pay for a SaaS analytics tool

(29:56) The importance of mission metrics for shipping

(34:42) First-principle thinking, the “5 whys,” and Patrick’s alternative approach

(40:21) The importance of frequent customer research

(43:15) Simple strategies for doing customer research

(46:13) Understanding your competitors

(51:06) Why veterans make great hires

(54:08) Why local strategies are more effective for some companies

(59:21) Why the middle of the funnel is the biggest opportunity

(1:04:54) Lightning round

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.

This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.lennysnewsletter.com/subscribe