Andrew Ackerman

Ever feel one “genius idea” away from wasting 6 months building something nobody wants? In this episode, I break down how index cards, fake‑it‑til‑you‑test‑it experiments, and real customer empathy save founders from delusion. Full episode 👉️ podcasts.apple.com/ca/podcast/how… #Startup

@TerenaBell She has a unique voice, which is rare enough in the fantasy world.

@andrewackerman No, and to be honest, I think they've closed. Just knew you were a LeGuin fan.

@andrewackerman You might enjoy reading this, as big of a fan as you are. It's available here or happy to loan you mine once I'm done: draftjournal.com/issues/issue-7

@worenft @Meetup Welcome to the arena. Real estate tokenization made a big splash in the early blockchain era but no one has cracked that nut yet. IMHO it's less about the tech & more about creating a liquid market. Tokens just reduce friction but w/o critical mass of buyers & sellers...

@andrewackerman @Meetup Hey Andrew! We at @worenft are building our project & community around the tokenization of irl property such as #Luxury #RealEstate and #NFT's. We would love to hear your thoughts on our mission & where you see this industry going as the tech evolves!

What will Crypto, NFTs and DeFi mean for the real estate industry? meetup.com/proptech/event… #Meetup via @Meetup #realestate #proptech

@bridging_edges @dreamit #investors can help in a lot of ways beyond just money... which is key because you are going to be tied to that #VC for about a decade. Choose wisely. Wondering what we didn't get to on the show? Check out #TheEntrepreneursOdyssey andrewbackerman.com/book

Summary from @andrewackerman Strategic Advisor Second Century Ventures & Venture Partner @Dreamit Ventures Pain point: Corporate VC's move slowly and they have lower returns. Solution: Capitalize on their corporate parent, faster funding turnaround

@insidefunding Love the preview clip. Thanks again for having me! If you are wondering what we didn't get to on the show, check out #TheEntrepreneursOdyssey andrewbackerman.com/book

Tomorrow’s episode of Inside the Fund is with Andrew Ackerman (@andrewackerman), 2x startup founder, VC, and author of The Entrepreneur’s Odyssey. One of the hardest fundraising truths: Most founders have far less leverage on valuation than they think. Andrew explains why valuation is set by the market, why process matters more than posturing, and why competing term sheets change everything. We also get into investor FOMO, spray-and-pray outreach, governance rights, liquidation preferences, and the fundraising mistakes founders keep making. Live TOMORROW on YouTube, Spotify, Apple Podcasts, and Substack.

@insidefunding Thanks again for having me! If you are wondering what we didn't get to on the show, check out #TheEntrepreneursOdyssey andrewbackerman.com/book

@andrewackerman YouTube: youtube.com/watch?v=HsbZmB… Spotify: open.spotify.com/episode/4oo8Qd… Apple: podcasts.apple.com/us/podcast/how… Substack for a deeper dive and to join the ISF community: insidestartupfunding.substack.com/p/valuation-le…

NEW EPISODE of Inside the Fund: Andrew Ackerman (@andrewackerman) on fundraising mistakes, investor FOMO, and valuation. “They’re asking me for 10 or even 100x more money… and I get a generic outreach.” Andrew is a 2x founder, VC, Head of REACH Labs at Second Century Ventures, Adjunct Professor, and angel investor with 70+ investments. We cover: • why spray-and-pray outreach fails • why founders lack valuation leverage • how investor FOMO drives deals • what actually matters in term sheets Full episode live now Links in thread 👇

My #DealQuest interview is their #3 episode! Hat tip to @CoreyKupfer for asking great questions. Which, in a way, is what good #VC do. 🤔 re: "failed investments," if 1/3 of an @angel's investments go to 0 w/in 2 years, that's actually pretty good. 🤣 apple.co/4tmQRmu

Investors see hundreds of decks, and the generic ones blend together instantly. In this clip, I get into why targeted outreach, tight storytelling, and momentum matter way more than founders think. Full ep: youtu.be/HsbZmBVWc-s?si… #Startup #Fundraising #VC #Entrepreneur

Fundraising myth: “Founders control valuation.” Reality: you control process, and process controls everything else. When you run a tight sprint, investors suddenly move faster, FOMO kicks in, and the whole game changes. Full ep: youtu.be/HsbZmBVWc-s?si… #Startups #Fundraising

Listen to the podcast here: podcasts.apple.com/us/podcast/hes…

What hit me in this conversation is how misunderstood fundraising really is. It’s not about “getting money” — it’s choosing a partner you’ll be tied to longer than most marriages. #Entrepreneurship #StartupLife #Founders #VentureCapital #Fundraising

Experience is just the raw ingredients to make wisdom. Want some more wisdom? Check out #TheEntrepreneursOdyssey :-) andrewbackerman.com/book

What struck me most in this episode was how much real startup wisdom comes from lived experience, not theory. We unpacked the patterns behind thriving founders, the setbacks that shape them, and the mindset. open.spotify.com/episode/466tEe… #Entrepreneurship #StartupLife #Founders

@DougThorpe #Startuplife isn't for everyone... and there is n shame in that. Want to understand what it really *feels* like to be a #founder? Check out #TheEntrepreneursOdyssey here: andrewbackerman.com/book

This episode with @dougthorpe digs into a question a lot of people wrestle with: what actually separates someone who should start a business from someone who just likes the idea of it. We unpack the psycho‑emotional traits that matter. youtu.be/Q_ABkF3HJJY?si…

Want more about how startups can grow and scale? Check out #TheEntrepreneursOdyssey here: andrewbackerman.com/book

What stood out in this conversation was how much faster founders can scale when they actually understand the incentives and pressures behind venture capital. #Entrepreneurship #StartupLife #VentureCapital #Founders #Scaling youtu.be/bvUY7LYTslk?si…

@mika8002 True but that's like saying crops grow better when the weather is good. It doesn't help the farmer improve because that's not something he can control. Besides, if you are just relying on a hot market, you will be roadkill when the market turns.

@andrewackerman Or they just scale faster when markets are hot, no?

Curious about what we didn't cover? Check out #TheEntrepreneursOdyssey here: andrewbackerman.com/book