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

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Manage episode 518360751 series 2934427
Content provided by Scott D. Clary and Success Story Media. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Scott D. Clary and Success Story Media or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

➡️ 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

  continue reading

1092 episodes

Artwork
iconShare
 
Manage episode 518360751 series 2934427
Content provided by Scott D. Clary and Success Story Media. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Scott D. Clary and Success Story Media or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

➡️ 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

  continue reading

1092 episodes

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