startup

also referred to as: startups

24 statements across 21 episodes · 7 bullish · 6 bearish · 9 people on the record · first statement Mar 24, 2020 by Matt Wensing · said 1 times in 1 episodes since 2020 · across every show →

Mentions by year

brought up most by Rob Walling (1)

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2020 1 mention in 1 episode

every mention, scene by scene, with the transcript →

Everything said about startup, oldest first

Mar 24, 2020 positive
Insight
Wensing: Good investors want defensible, rigorous projections over hockey sticks
“Good investors don't want Unrealistic or silly projections either. You know, I know that everybody thinks we want that slide that has everything up and to the right, but a good investor, especially one that's thinking about sustainable, profitable businesses, …”
Matt Wensing Mar 24, 2020 ▶ 20:18 Episode 489 | 15 Years to a SaaS Exit (Plus Why Forecasting is Crucial)
Jun 23, 2020 positive
Assertion Not checkable as stated
Deicke: Help Founders had more podcast slots than applying startups
“And I think at some point we had more podcasters and more slots on podcasts and actual products.”
Benedict Deicke Jun 23, 2020 ▶ 3:41 Episode 502 | Accelerating Growth and a Failed Product Hunt Launch
Aug 18, 2020
Insight
Startup needs are uniform until launch before becoming highly segmented
“Once you've launched, once you're in market, it kind of becomes a different path and it becomes highly segmented depending on what business you're in, but getting up to the launch point is, is pretty uniform.”
Will Schroeder Aug 18, 2020 ▶ 16:57 Episode 510 | The Story of Startups.com
Sep 1, 2020 neutral
Insight
Investors must avoid illiquid startup investments without complete loss tolerance
“I would not be investing in things that are illiquid, personally, until I could literally write that check and not worry about it.”
Rob Walling Sep 1, 2020 ▶ 15:34 Episode 512 | The Power of Options
Sep 1, 2020 positive
Insight
Startups outmaneuver incumbents like Salesforce through agile optionality
“One of the powers of running a small company is that we have enormous amounts of options. Think about competing against the 900 pound gorilla, the slow moving, you know, whoever it is, Salesforce or QuickBooks where, you know, it's a big company and they're pl…”
Rob Walling Sep 1, 2020 ▶ 6:13 Episode 512 | The Power of Options
Oct 15, 2020 neutral
Insight
Walling: Startup founders inevitably second-guess past decisions every eight months
“That's going to happen again in eight months. You're going to look back at today and be like, what were we thinking with X, Y, Z? Maybe it's not pricing and positioning, but it's going to be something else. And then eight months from then it'll be the same. Yo…”
Rob Walling Oct 15, 2020 ▶ 11:44 TinySeed Tales Season 2 | Episode 6: Best Growth Month Ever
Nov 3, 2020 negative
Opinion
Osborn: Google's broad footprint slows startup innovation across tech
“I feel like Google being in all these areas and being, having its fingers in everything is slowing or preventing some amount of startup innovation in those spaces.”
Tracy Osborn Nov 3, 2020 ▶ 15:01 Episode 521 | A Roundtable Discussion about a Potential Recession, Working from Home,
Jun 8, 2021 positive
Insight
Walling: Startup retreats work best with half to two-thirds non-work time
“If you have a team at a startup and you're going to get them together, like I found a really nice cadence is to have about half the time be work and half the time be not. And that's, or it's even like two thirds not work where you have a work session in the mo…”
Rob Walling Jun 8, 2021 ▶ 34:10 553: Stack Overflow and Moz Acquired, Quitting Instead of Giving Up Remote Work, and More
Aug 24, 2021 negative
Opinion
Walling: Most startup transparency is fake marketing highlighting only good news
“And transparency is something big in that startup in the SaaS space, but I find that most of it is bull transparency. It's fake transparency for marketing purposes of like, we're being transparent, but they're actually not. It's only they're being transparent …”
Rob Walling Aug 24, 2021 ▶ 13:34 Episode 564 | Running a Business with 10,000 Paid Subscribers
Sep 7, 2021 positive
Prediction Not checkable as stated
Mohan: Asynchronous remote work will remain a startup hiring advantage
“I still think that kind of asynchronous remote is a, is still a kind of a rarer thing. There are a lot of companies that would only do remote in a certain time zone or would only do hybrid. So you can tell they're not truly okay with letting people manage thei…”
Hana Mohan Sep 7, 2021 ▶ 8:11 Episode 566 | From Bootstrapped to Venture Backed with Hana Mohan
Sep 7, 2021 negative
Insight
Walling: Remote work is no longer a major hiring differentiator for startups
“I think it's tougher than ever to hire. I was gonna say for worse, for, you know, any startup trying to hire who used to be able to use remote and location independent as the big sell. That's not the case anymore.”
Rob Walling Sep 7, 2021 ▶ 7:44 Episode 566 | From Bootstrapped to Venture Backed with Hana Mohan
Dec 6, 2022 neutral
Assertion Not checkable as stated
Walling: Extravagant startup spending on launch parties and yachts is rare
“It's pretty rare. Honestly, the big, the, you know, the launch parties and the yachts, like it is so rare. So few companies do it.”
Rob Walling Dec 6, 2022 ▶ 31:34 Episode 638 | How to Generate Startup Ideas (Plus 8 Ideas You Can...
Dec 13, 2022 negative
Opinion
Walling: Getting an Office as a Startup Is an Anti-Pattern
“Getting an office in this day and age as a startup is an anti-pattern now.”
Rob Walling Dec 13, 2022 ▶ 16:39 Episode 639 | The Secret Sauce to Building Happy, Motivated Teams
Dec 27, 2022
Insight
Walling: Money saves hours in personal life, but years in startups
“In your personal life, money can save you hours in your startup. Money can save you years.”
Rob Walling Dec 27, 2022 ▶ 25:54 Episode 641 | Dealing with High Churn, Rolling Out an MVP, and Mo...
May 30, 2023 bullish
Opinion
ChatGPT is a bigger shift than the iPhone, rivaling the internet
“And particularly with ChatGPT, it became very evident to me that this was like probably one of the bigger shifts in terms of a technical capability that would impact startups. [189] Einar Volset: I think at the very least, the biggest comparative change that I…”
Einar Vollset May 30, 2023 ▶ 2:58 Episode 663 | 5 Insights SaaS Founders Should Know About A.I. (Ig...
Mar 5, 2024 negative
Insight
Walling: Tasks taking one week at a startup take two months at big companies
“What would take a week at a startup will take two months at a big company and it's infuriating.”
Rob Walling Mar 5, 2024 ▶ 8:12 Episode 703 | The Accidental SaaS Entrepreneur
Jul 2, 2024 neutral
Opinion
Walling: Every Startup and Bootstrapped Business Founder Will Eventually Sell
“Everybody sells eventually.”
Rob Walling Jul 2, 2024 ▶ 43:59 Episode 720 | How to Prioritize Your Focus (In Both Your Startup...
Dec 31, 2024 neutral
Prediction Not checkable as stated
Walling: Fewer startup homepages will feature 'AI' in H1 tags by 2025
“I am predicting that the term AI will be used in fewer H-ones one year from now, because it will just be assumed that AI is built into everything.”
Rob Walling Dec 31, 2024 ▶ 11:55 Episode 746 | 9 Startup Predictions for 2025
Aug 26, 2025 neutral
Insight
Bernstein: Startups become organizations at 10 people, requiring differentiated communication
“At around 10 people, you are now an organization, right? You can't just have 10 people in every meeting, in every discussion, on every Slack channel. You need to start differentiating it. So you're organizing your team and organization maybe sounds like someth…”
Yaniv Bernstein Aug 26, 2025 ▶ 8:27 Episode 790 | From Scrappy to Scalable: Evolving Your Role as a F...
Aug 26, 2025 positive
Insight
Bernstein: Startups fail more from insufficient structure than excessive process
“I think the common problem is not enough structure and process, which is a funny thing to say, right? Because, but if you think about it, there are two pathways that a founder has gone through. Either, like you say, they've worked at a really big company. They…”
Yaniv Bernstein Aug 26, 2025 ▶ 10:20 Episode 790 | From Scrappy to Scalable: Evolving Your Role as a F...
Sep 30, 2025
Insight
Founder burnout and mental health kill more startups than competition.
“The biggest threat to your company isn't gonna be competition. It's gonna be you. The potential for burnout, self-doubt, loss of motivation, destroying your relationships, mental health. These things kill more companies, I think, than any external force.”
Rob Walling Sep 30, 2025 ▶ 33:21 Episode 800 | The 12 Commandments of Startups for the Rest of Us
Nov 25, 2025
Insight
Agencies building MVPs at cost need high equity to survive
“Because if you're effectively working for free, and I know they're paying for your developer, but you are doing whatever it is, project management, and hiring, and training, and, you know, keeping folks on staff, so to speak, and that's for free, there needs t…”
Rob Walling Nov 25, 2025 ▶ 14:08 Episode 808 | A $500k "Step 1" Business, When to Consider SOC2, a...
Jan 27, 2026 neutral
Insight
Cohen: Startups mostly fail due to compounding multiplicative probabilities of success
“It takes many, many things that are all an, and so probabilities that get multiplied. And that's very bad because even if the probabilities are reasonable, like Yeah, but if it looked like 10 of them, that probably is really low. And by the way, a lot are not …”
Jason Cohen Jan 27, 2026 ▶ 20:19 Episode 817 | Bootstrapping in the Age of AI with Jason Cohen
Feb 17, 2026 negative
Insight
Walling: Startup ideas alone are not worth equity
“The idea, I don't really weigh it that much. I don't think any idea is really worth equity, but what if someone brings a significant audience, or they bring significant financial assets, some cash, or they have an amazing network, or they have, you know, somet…”
Rob Walling Feb 17, 2026 ▶ 11:37 Episode 820 | When to Quit Your Day Job, A.I. Feasibility Risk, a...
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