Two startup CEOs share their approach to fundraising, Andrew Farah explains the strategy he used to raise $100M for Density (03:58), Dejan simplifies his community-forming principles for SoleSavy (38:27), and both give tactical lessons from the mistakes they made along the way (46:23)! Deck: https://bit.ly/3b8gz8g

Jason weighs in on Basecamp's ban of political discussion at work (10:57), the ensuing employee exodus (22:40), shares his policy for his companies (26:32), answers a listener's question about how to surround yourself with great people (40:09), and more! Pod Notes: http://bit.ly/e1208Tnotes

Tiger Global, a crossover hedge fund, is moving at an unprecedented speed and scale in venture capital. Everett Randle of Founder's Fund joins Jason to break down Tiger Global's strategy, discuss the implications for the investing ecosystem (13:14​), explain his "Walmart of VC firms" mental model (24:42​), and more! Pod Notes: http://bit.ly/E1207Tnotes

A high-functioning sales machine is a way to predictably scale revenue quickly. Two 8-figure B2B SaaS CEOs share the lessons they've learned from building effective sales teams including how to create an effective sales motion (2:49), structure a sales pod (12:00), hire a great VP of sales (15:10), train SDRs into AEs (28:55), deal with average performers (47:54), and more! Slide Deck Slide Deck: http://bit.ly/SYS-S2E3-Deck

Arlan Hamilton of Backstage Capital discusses her $5M crowdfunding raise on Republic (04:16​), what's "popping" in her current portfolio (20:06), her founder education course (49:46), and more! Check out the pod notes here: http://bit.ly/1205podnotes

Jason dives deep on Apple vs. Facebook: the numbers, the philosophical differences, the potential outcomes & more! (5:05) Check out the full pod notes here: http://bit.ly/e1204podnotes

Crossover technology investor Brad Gerstner discussed Altimeter Capital taking Grab public in the largest SPAC ever (38:55), why the IPO process is broken and how to fix it (12:55), and the responsibility of people with platforms to encourage responsible retail investing (22:12). As well as, how $2000 for every American invested in the public markets at birth would display the power of capitalism to improve lives (50:50) and more!

Jason is joined by two outstanding CEOs running marketing companies, Mehak Vohra (Skillbank) & Kate Bradley-Chernis (Lately). Mehak shared the strategies she used to drive signups for Skillbank on TikTok(2:57). Kate shared her top business writing techniques (18:48), how to create engagement for B2B sales on LinkedIn (24:15), and more! To see the deck discussed in this episode go to https://bit.ly/3tA7sVb