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startup investing
Explore "startup investing" with insightful episodes like "I Invested in My First Startup—And It Was Terrifying", "Packy McCormick’s Not Boring parlay: Angel S6 E3 + Producer Rachel visits Miami Hack Week | E1372", "Someone Paying Our Producer $100K for Advice? - Here's the Story", "Creating a new venture fund: formation, follow-on strategies & more with Acquired | E1258" and "Ask an Angel with Zach Coelius: Starting your angel career, building marketplaces & more | E1189" from podcasts like ""The Money with Katie Show", "This Week in Startups", "My First Million", "This Week in Startups" and "This Week in Startups"" and more!
Episodes (9)
Packy McCormick’s Not Boring parlay: Angel S6 E3 + Producer Rachel visits Miami Hack Week | E1372
Today’s guest is Packy McCormick of Not Boring, for Episode 3 of Season 6 of Angel. Packy turned his massive newsletter into a Not Boring Fund I in 2021, and has since invested $10M into startups. In this episode you will learn:
1. How Packy raised his first fund from his readers.
2. What regulations he needed to navigate to comply with the SEC.
3. Which sectors he invested his first $10M into (in just 6 months) and some of his breakout startups.
4. Why IRR can be hilariously large in the early stages of a small fund.
5. How he manages a syndicate and a venture fund while still doing right by LPs.
As Packy signs off we check in with Producer Rachel who went down to Miami Hack Week and spoke to one of the organizers of Tap House for an "OK Boomer" segment.
(00:00) Molly introduces the show
(01:43) Jason and Molly chat with Packy McCormick
(04:40) Packy's editorial philosophy
(08:06) How Packy used the 506c designation
(10:38) Ourcrowd - Check out the deal of the week at https://ourcrowd.com/angel
(11:41) Using a parallel fund structure
(15:33) How media-first investors can optimize their fund structure
(20:50) LinkedIn Jobs - Go to https://linkedin.com/angel and post your first job for free.
(21:57) Not Boring Fund II goals
(24:42) How responsibilities change as check size increases
(27:45) Managing Venture LPs and a Syndicate simultaneously
(29:08) Embroker - Get an extra 10% off insurance for your business at https://Embroker.com/twist
(30:25) Does it matter what time you enter the market as a VC?
(37:04) IRR (internal rate of return) versus and multiple on cash
(46:25) Packy's weekly cadence for investing and writing
(51:39) OK Boomer - Rachel Reporting from Miami Hack Week
Check out Not Boring: https://www.notboring.co
FOLLOW Packy: https://twitter.com/packym
FOLLOW Rachel: https://twitter.com/_@rachelbraun
FOLLOW Jason: https://linktr.ee/calacanis
FOLLOW Molly: https://twitter.com/mollywood
Someone Paying Our Producer $100K for Advice? - Here's the Story
Creating a new venture fund: formation, follow-on strategies & more with Acquired | E1258
Ask an Angel with Zach Coelius: Starting your angel career, building marketplaces & more | E1189
FOLLOW Zach: https://twitter.com/zachcoelius
FOLLOW Jason: https://linktr.ee/calacanis
Emergency Pod! WallStreetBets vs. Suits, breaking down the GameStop fiasco & more | E1167
Clips:
Andrew Ross Sorkin (CNBC)
https://twitter.com/squawkcnbc/status/1354386200157675521
Andrew Left (Citron)
https://youtu.be/yS4yPsmaDDQ
Chamath Interview with Scott Wapner (CNBC)
https://www.cnbc.com/video/2021/01/27/watch-cnbcs-full-interview-with-chamath-palihapitiya-on-gamestop-and-reddit-fueled-surge.html
David Tisch shares insights from 350+ early-stage investments in companies like Plaid & Roman, importance of reputation, dealing with sharp-elbowed investors & more | Angel S5 E1
FOLLOW David: https://twitter.com/davidtisch
FOLLOW Jason: https://linktr.ee/calacanis
Apply to pitch thousands of angel investors at Remote Demo Day – Coming September 30th
#60 - Startup Investor School Preview with Geoff Ralston
Geoff Ralston is a Partner at YC and before that he cofounded Imagine K12.
This episode covers Startup Investor School. Startup Investor School is a free, 4-day course designed to educate early stage investors interested in investing in startups. You can sign up at investor.startupschool.org.
The YC podcast is hosted by Craig Cannon.