DocSend CEO Russ Heddleston on pitch deck insights, leaning into criticism & more | E1161

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Show notes:
0:00 Start
1:00 Jason intros DocSend’s Russ Heddleston & they talk about the circumstances of Russ coming on the show
5:33 Tracking pitch deck viewership, Jason’s tells a high-profile link tracking story
10:26 LinkedIn Jobs – Get a $50 credit toward your first job post at
12:02 Privacy ground rules, investors hypocrisy with DocSend, leaning into criticism
18:05 DocSend Fundraising Network, dealing with web scrapers
22:00 OurCrowd – Sign up for a free account at
23:27 Dealing with “DocSend Killers”, being acqui-hired by Facebook at his last startup, how idea generation works at Facebook
29:56 Building his last startup in the wake of the financial crisis
34:43 Zendesk – 6 months free at
36:15 Russ describes his leadership / fundraising strategy in 18 month sprints, disbanding their SaaS sales team
42:24 DocSend’s most successful user acquisition channels
46:31 Correlating time spent on pitch decks with fundraising success
55:57 What the future holds for DocSend

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