DiscoverSuccess Story with Scott D. ClaryLessons - The Brutal Truth About Fundraising | Russ Heddleston - Built & Sold DocSend for $165M
Lessons - The Brutal Truth About Fundraising | Russ Heddleston - Built & Sold DocSend for $165M

Lessons - The Brutal Truth About Fundraising | Russ Heddleston - Built & Sold DocSend for $165M

Update: 2025-11-06
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➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory  


 


In this "Lessons" episode, Russ Heddleston, founder of DocSend, breaks down the harsh realities of startup fundraising and what truly separates successful founders from the rest. Drawing from his experience building and selling DocSend for $165M, he reveals why timing a raise is less about fixed milestones and more about credibility, vision, and momentum. Learn how simplicity in your pitch deck earns investor trust, why clarity always beats complexity, and how to approach different fundraising stages with confidence. This conversation cuts through the noise to deliver practical, data-backed insights every founder needs before their next investor meeting. 


 


➡️ Show Links


https://successstorypodcast.com  


YouTube: https://youtu.be/HwEWy24UDWs 


Apple: https://podcasts.apple.com/us/podcast/russ-heddleston-co-founder-and-ceo-at-docsend-best/id1484783544 


Spotify: https://open.spotify.com/episode/7MY2iI39B6OlywWV7b5CX3 


 


➡️ Watch the Podcast on YouTube


https://www.youtube.com/c/scottdclary 


 

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Lessons - The Brutal Truth About Fundraising | Russ Heddleston - Built & Sold DocSend for $165M

Lessons - The Brutal Truth About Fundraising | Russ Heddleston - Built & Sold DocSend for $165M