This Week in Startups is brought to you by…

Vanta. Compliance and security shouldn't be a deal-breaker for startups to win new business. Vanta makes it easy for companies to get a SOC 2 report fast. TWiST listeners can get $1,000 off for a limited time at http://www.vanta.com/twist

Squarespace. Turn your idea into a new website! Go to ⁠https://www.Squarespace.com/twist⁠ for a free trial. When you’re ready to launch, use offer code TWIST to save 10% off your first purchase of a website or domain.

Mercury. 90% of startups fail. Just 10 out of every 100 make it. Mercury exists to close that gap — helping companies succeed with banking and credit cards engineered for the startup journey. Join over 100,000 companies banking with Mercury at http://www.mercury.com⁠

*

Todays show:

Jason kicks off Ask Jason live! 5 live guests ask questions on key topics, including finding job opportunities (1:43 ), the “likely winner” and “definitive winner” framework (26:19 ), how a non-AI startup with traction can stand out to potential investors (1:04:05 ), and more!

*

Timestamps
(0:00 ) Jason kicks off another Ask Jason with 5 live guests!

(1:43 ) Dustin asks about how to find job opportunities and market his generalist skills

(9:50 ) Vanta - Get $1000 off your SOC 2 at http://www.vanta.com/twist

(10:42 ) Dustin asks about how to find job opportunities and market his generalist skills

(24:57 ) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/twist

(26:19 ) Francis asks about defining the terms "likely winner" and "definitive winner" in a strategic framework using specific metrics

(39:15 ) Mercury - Join 100K+ startups banking with Mercury at http://www.mercury.com⁠

(40:17 ) Mathew asks about choosing between mission-aligned sponsors and more lucrative, unrelated advertising opportunities for his podcast

(52:23 ) Jason asks whether to continue low-cost growth strategies or seek seed funding to boost growth through advertising, as their product is the advertising itself

(1:04:05 ) Douglas asks about how a non-AI startup with traction can stand out to potential investors

(1:15:37 ) Host or join Founder Fridays! Go check out https://founderfridays.tech

*

Send us your questions for the next episode of Ask Jason LIVE! http://www.thisweekinstartups.com/askjason

*

Follow Jason:

X: https://twitter.com/Jason

LinkedIn: https://www.linkedin.com/in/jasoncalacanis

*

Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp

*

Thank you to our partners:

(9:50 ) Vanta - Get $1000 off your SOC 2 at http://www.vanta.com/twist

(24:57 ) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/twist

(39:15 ) Mercury - Join 100K+ startups banking with Mercury at http://www.mercury.com⁠

*

Great 2023 interviews: Steve Huffman, Brian Chesky, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland

*

Check out Jason’s suite of newsletters: https://substack.com/@calacanis

*

Follow TWiST:

Substack: https://twistartups.substack.com

Twitter: https://twitter.com/TWiStartups

YouTube: https://www.youtube.com/thisweekin

Instagram: https://www.instagram.com/thisweekinstartups

TikTok: https://www.tiktok.com/@thisweekinstartups

*

Subscribe to the Founder University Podcast: https://www.founder.university/podcast

*

Founder University: Cohort 8 begins May 9th. Apply here: https://www.founder.university