Andrew Wilkinson
19 statements across 1 episodes · 11 bullish · 4 bearish · 1 people on the record · first statement Jul 3, 2025 by Andrew Wilkinson · said 2 times in 2 episodes since 2023 · across every show →
On the record as a speaker too: Andrew Wilkinson's record, appearances and statements → this page counts the times other people say the name.
Mentions by year
brought up most by Jonathan Becker (1), Amjad Masad (1)
tap a year for its mentions
2024 1 mention in 1 episode
2023 1 mention in 1 episode
Everything said about Andrew Wilkinson, oldest first
Jul 3, 2025 negative
Wilkinson: First-time founders should start small instead of building complex AI or banking startups
“I don't necessarily think it has to be something that is small forever, but it has to be something that like, I think about if you're a first time entrepreneur or a student or something, you don't want to walk into the gym on day one and try and deadlift 300 p…”
Jul 3, 2025 positive
Wilkinson: ChatGPT helps overcome ADHD roadblocks and sustain flow
“And I have ADHD. So when I get stuck, let's say like, what's an example. I was redoing my home IT security. Right. And what will happen is I'll be in the terminal and I'll enter something and then something goes wrong. And it just keeps airing. And then I'm li…”
Jul 3, 2025
Wilkinson: Hard Operational Choices Almost Always Make Life Easier
“And I often find that any time that I'm making the easy choice, my life gets hard. And when I make the hard choice to shut down the business, fire the person, you know, say bye to a project that I was excited about. It's almost always the right choice and it m…”
Jul 3, 2025 negative
Wilkinson: Leaders should fire an employee immediately upon first considering it
“And the kind of heuristic I have is if I ever think, should I fire this person even once I should fire them immediately. It has always been a signal, at least for me, that when someone's a superstar, I can't imagine firing them.”
Jul 3, 2025 positive
Jul 3, 2025 positive
Wilkinson: Hire fully formed talent for current needs rather than potential
“So I'd say like the lesson really is hire for what you need. Don't hire just for potential, which is counter to what a lot of people say. A lot of people say hire for potential and coach them into being whatever you need. I just haven't found that. I think you…”
Jul 3, 2025 neutral
Jul 3, 2025 bullish
Jul 3, 2025 positive
Jul 3, 2025 positive
Wilkinson: Finding uncrowded niches is key because competition compresses margins
“And I think that's probably the most important thing in business is actually to find those niches where you can actually make real money because competition equals lower margin. The more competitors there are, the lower your prices have to be and the more comp…”
Jul 3, 2025 positive
Wilkinson: Marketing freelancers should target wealth managers and realtors over restaurants
“And I said, well, you know, if you just pivot that idea just ever so slightly, And instead of doing restaurants, you did realtors or wealth managers who have quite a large marketing budget and are used to spending serious money. And it only has to work a littl…”
Jul 3, 2025
Jul 3, 2025 bullish
Wilkinson predicts AI agent 'iPhone moment' within next five years
“And so I think that if it was accessible to everybody in terms of, if you could just open chat GPT and say, Hey, ChatGPT, I run a business. Can you help me? And it started asking you questions and it said, oh, well, you know, you do sales. Do you want me to se…”
Jul 3, 2025 positive
Jul 3, 2025 positive
Jul 3, 2025 positive
Wilkinson: Pivoting to SF startups yielded 5x higher rates for web design
“Like when I started my web design firm, I started mostly with local and small projects, but very quickly I found a job board in San Francisco where startups would share projects they needed help with. I could charge five times the amount for five times less wo…”
Jul 3, 2025
Wilkinson: Over 90% of my money goes to a philanthropic foundation
“He said, you know, I've reframed it so that all my money, 90% of my money plus goes into my philanthropic foundation and then it gets given away to great causes. So when I think about working really hard or losing a deal or a investment going well. The win isn…”
Jul 3, 2025 bearish
Jul 3, 2025 negative
Wilkinson: Bootstrapping Flow against Asana cost me $10 million
“And I ended up losing ten million dollars trying to compete with venture-backed businesses and bootstrapping. It was all my own money, poured ten million dollars, lit it on fire, trying to compete with Asana because I didn't understand how the business world w…”