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In their own words

It's easy to get a 652 multiple return if you only invest once, because you're always going to get the best return from your first investment.
▶ Square Peg's global shift, Linktree's 2023 & SA rocket launches The Startup Retro · 15 September 2024
The best founders also ignore 90 percent of advice that they get from people within the ecosystem.
▶ Turo partners with Uber, AirTrunk's $23B sale & agtech spotlight The Startup Retro · 8 September 2024
I'm going to be the person that helps founders connect with capital and helps investors deploy capital, but I'm not going to be the one that deploys it.
▶ Angel Investing: On-Ramps, Communities, and Maximizing Learning First Cheque · 21 January 2024

About

Cheryl Mack is the CEO of Aussie Angels, a platform dedicated to democratizing angel investing in Australia and New Zealand. With over 20 startup investments, she leads an angel syndicate of more than 120 investors and co-runs the 361 Angel Club, which includes over 400 investors. Cheryl is a strategic advisor to several startups and a mentor for programs like Startmate and Founder Institute. Her career includes leadership roles at Stone & Chalk and the Australian Computer Society, and she was the CEO of StartCon for four years, where she created the APAC-wide Pitch for $1M competition. Cheryl is also known for her appearances on Startup Daily as the Pitch Doctor. She is passionate about community building, marketing, and helping both startups and angel investors succeed.

Career

  1. Now CEO & Co-founder · Aussie Angels
  2. Earlier Ran StartCon (grew event 1,500 to 4,000 attendees) · StartCon
  3. Earlier Community leadership · Stone & Chalk
  4. Earlier Community leadership · Australian Computer Society
  5. Earlier Founder, Vancouver chapter · Startup Grind Vancouver

Sources: capitalbrief.com

Key moments

Jump straight to the part of How VCs Really Assess AI Startups | Cheryl Mack, Maxine Minter and Georgie Healy you want.

  1. 2:15 Are Cheryl and Maxine AI skeptics or advocates?
  2. 6:00 What's actually fueling the AI hype?
  3. 10:45 Are we in a bubble—or just early in the cycle?
  4. 16:20 Valuations, FOMO, and how investors are pricing AI
  5. 21:00 What angel investors should look for in AI startups
  6. 27:30 AI’s biggest red flag: When it all just sounds like magic
  7. 31:00 Are agents real or is everyone faking it?
  8. 36:40 AI in venture workflows: What Maxine actually automates
  9. 41:30 The real power of personal brand in VC
  10. 44:50 How Cheryl preps for founder calls with Google NotebookLM

Also heard on

▶
In The Blink Of AI · 8 August 2025 How VCs Really Assess AI Startups | Cheryl Mack, Maxine Minter and Georgie Healy With Maxine Minter, Georgie Healy
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The Startup Retro · 15 September 2024 Square Peg's global shift, Linktree's 2023 & SA rocket launches With Emma Grife
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The Startup Retro · 8 September 2024 Turo partners with Uber, AirTrunk's $23B sale & agtech spotlight With David Burt
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Documentary: The History Of The Australian Startup Ecosystem · 19 December 2022 The History Of The Australian Startup Ecosystem - Part 4 With Simon Thomsen, Tim Boyle, David Burt, Rachel Yang, Sarah Pearson, Bruce Tulloch, Lucinda Hartley, Joshua Flannery, Megan Sebben, Alex Scandurra, Phil Ireland, Julie Trell, Peter Devine, Dean McEvoy, Craig Swann, Colette Grgic, Pete Horsley, Aaron Birkby, Annie Parker, Paul Bassat, Maxine Sherrin, Malcolm Turnbull, James Alexander, Melissa Widner, Hamish Hawthorn, Lauren Capelin
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Documentary: The History Of The Australian Startup Ecosystem · 19 December 2022 The History Of The Australian Startup Ecosystem - Part 5 With Mark Pesce, Steve Grace, Eloise Hall, Isobel Marshall, Darryl Lyons, Megan Sebben, Phil Ireland, Wayne Gerard, Sam Jockel, Samantha Finnegan, Arthur Sinodinos, Peter Devine, Tim Fung, Peter Tippett, Trevor Folsom, Dean McEvoy, Moira Were, Kate Jones, Daniel Flynn, Mick Liubinskas, Peter Bradd, Rachael Neumann, Chad Renando, Annie Parker, Aaron Birkby, Rachel Yang, Melissa Widner, Sarah Pearson, Colin Kinner, Lauren Capelin, Bruce Tulloch, Matt Barrie, Kate Cornick, Andrea Gardiner, Niki Scevak
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Documentary: The History Of The Australian Startup Ecosystem · 19 December 2022 The History Of The Australian Startup Ecosystem - Part 6 With Leslie Delaforce, Darryl Lyons, Megan Sebben, Wayne Gerard, Nicole O'Brien, Alex Carpenter, Evan Thornley, Baden U'Ren, Tim Fung, Trevor Folsom, Peter Davison, Craig Swann, Moira Were, Colette Grgic, Allan O'Connor, Rachael Neumann, Chad Renando, Annie Parker, Brendan Hill, Aaron Birkby, Malcolm Turnbull, Jodie Fox, Susan Oliver, Silvia Pfeiffer, Yolanda Redrup, Andrew Nunn, Melissa Widner, Alfred Lo, Sarah Pearson, Phil Hayes-St Clair, Colin Kinner, Lauren Capelin, Matt Barrie, Kate Cornick, Andrea Gardiner, Niki Scevak
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The History of the Australian Startup Ecosystem - Interview Series · 23 January 2022 Cheryl Mack on building communities and her passion for supporting founders

Aussie Angels on Day One

Aussie Angels Aussie Angels is an Australian investment platform that enables sophisticated investors to co-invest alongside experienced startup investors through syndicates, thereby… 1 person · 26 episodes →

Connections

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