Microsoft

includes Microsoft Teams, Microsoft Excel, Microsoft PowerPoint, Microsoft Azure, Microsoft Copilot, Microsoft Store, Microsoft Windows, Microsoft 365, Microsoft Word, Microsoft Bing, Microsoft FrontPage, Microsoft Outlook

17 statements across 11 episodes · 4 bullish · 8 bearish · 11 people on the record · first statement Mar 26, 2021 by Hilton Gisenau · said 242 times in 60 episodes since 2020 · across every show →

Mentions by year, the whole family

brought up most by Sean Weisbrot (68), Hilton Gisenau (55), Martin Tobias (12), Dan Bilkowski (9), Ricardo Michel Reyes (7), Darian Parrish (7), Monica Dugal (5), David Windley (5)

tap a year for its mentions
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010202020202120222023202420252026episodes it came up in
007.51015202020202120222023202420252026episodesmentions per episode
2026 2 mentions in 1 episode
2025 44 mentions in 17 episodes 3 per episode
2024 14 mentions in 7 episodes 2 per episode
2023 33 mentions in 12 episodes 3 per episode
2022 29 mentions in 10 episodes 3 per episode
2021 105 mentions in 7 episodes 15 per episode
2020 15 mentions in 6 episodes 3 per episode

every mention, scene by scene, with the transcript →

Everything said about Microsoft, oldest first

Mar 26, 2021 negative
Assertion Not checkable as stated
Gisenau: ChitChattr faced Teams rejections from conflicting internal Microsoft requirements
“We had, for example, portions of our app get rejected because of requirements that were coming through from the main team's engineering team to the store validation team that would like literally just in conflict with one another.”
Hilton Gisenau Mar 26, 2021 ▶ 15:59 Microsoft Launched a Free App That Competes With Ours
Mar 26, 2021 negative
Opinion
Gisenau: Microsoft Partner Center lacks usability and consistency compared to customer software
“The software that Microsoft has that are facing partners as opposed to facing customers is, is, you know, not, not necessarily the same level of usability or consistency or bug freeness or anything like that. So the partner center itself is, is a bit of a chal…”
Hilton Gisenau Mar 26, 2021 ▶ 18:42 Microsoft Launched a Free App That Competes With Ours
Mar 26, 2021 negative
Assertion Not checkable as stated
Gisenau: Microsoft rejected a functional Teams app for lacking business value
“We've got a few apps that we've built. One of them never made it to the actual store itself. We went through the entire process, the verifications, there were a few bugs that were raised. We addressed all of those things, et cetera. And at the end of it, Micro…”
Hilton Gisenau Mar 26, 2021 ▶ 23:43 Microsoft Launched a Free App That Competes With Ours
Mar 26, 2021 negative
Assertion Not checkable as stated
Gisenau: Microsoft Teams review team responsiveness slowed significantly as store hit 800+ apps
“When there are 800 and something apps, each of those potentially submitting new versions, and obviously a ton of other apps going through as well. So they've slowed down quite a bit in terms of the responsiveness, shall we say.”
Hilton Gisenau Mar 26, 2021 ▶ 20:33 Microsoft Launched a Free App That Competes With Ours
Mar 26, 2021 negative
Assertion Supported
Gisenau: Microsoft launched a free app competing with ChitChattr
“We had an incident about a week ago or so where Microsoft have launched a free app, a portion of which competes with an element of our application.”
Hilton Gisenau Mar 26, 2021 ▶ 27:20 Microsoft Launched a Free App That Competes With Ours
Mar 26, 2021 negative
Insight
Gisenau: Teams users mistakenly expect marketplace apps to be free
“One of the things we've found, for example, is that users are quite surprised that there's a pricing involved for the purchase of our apps. We've had a number of customers or a number of feedback items, shall we say, from users who've been quite surprised that…”
Hilton Gisenau Mar 26, 2021 ▶ 14:16 Microsoft Launched a Free App That Competes With Ours
Mar 26, 2021 positive
Assertion Supported
Gisenau: Microsoft Teams takes zero cut of app revenue
“On the Microsoft side, there's no charging model. There's no fee model at all. On the one hand, that's kind of a little bit of a negative. There's no charging model built in, so there's no model natively in the platform to charge customers. The positive of tha…”
Hilton Gisenau Mar 26, 2021 ▶ 12:54 Microsoft Launched a Free App That Competes With Ours
Jun 22, 2021
Assertion Supported
Stancil: Yammer's $1.2B exit matches current Series A valuations
“Yammer was bought for 1.2 billion dollars, I think which at the time seemed like a lot now is, you know, the valuations of companies in their A rounds.”
Ben Stancil Jun 22, 2021 ▶ 4:17 The $1.2B Yammer Exit That Funded an $80M Company
Jul 26, 2022 positive
Assertion Supported
Druckman: Bill Gates kept a year of payroll to protect early hires
“In the beginning, Bill Gates hired his friends. That was who worked for him pretty much his friends. And he would think about the prospect of not being able to make payroll to his friends who had given up other careers to come and work there. So he said he mad…”
Angela Druckman Jul 26, 2022 ▶ 17:35 Infinite Money Made Her Client Worse at Shipping Than Startups
Dec 13, 2022
Disclosure
Spohr: Early Microsoft technical writing earnings built seven-figure portfolio
“I was a lucky English major who got to be a technical writer at Microsoft and very early on, like we're talking way back in the Reagan administration, frankly. And that was good for me. It wasn't as good as the developers I know who made piles of money at the …”
Matthew Spohr Dec 13, 2022 ▶ 1:01 He Closed the Paper the Same Month He Buried His Wife
Jun 14, 2023 neutral
Assertion Supported
Schmidt: Most HR Tech Companies Lack Resources to Train Custom AI
“And the truth is that most companies who are in the HR tech space don't have the resources that someone like open AI has to train their content. And to train the AI. They just seem to, they don't have a billion dollars from Microsoft.”
Matthew Schmidt Jun 14, 2023 ▶ 38:38 People Logic Found a Signal in Our Tools We Never Knew to Look For
Aug 15, 2023 bullish
Opinion
Reyes: Microsoft's AI and Acquisition Strategy Is a Masterclass in Business
“What Microsoft is doing is one of the most brilliant business movements I've seen in my life, like, they bought GitHub, they bought LinkedIn they invested in OpenAI, and they have been building an empire”
Ricardo Michel Reyes Aug 15, 2023 ▶ 34:29 550 Million People, One Language, Zero Access to Venture Capital
Sep 19, 2023 bearish
Assertion Not checkable as stated
Paul Allen Warned CertiCom He Was Liquidating Pre-Crash Tech Holdings
“We should have known one of our biggest investors was Paul Allen. In CertiCom. He's the co-founder of Microsoft. And we knew when he pulled his money out and we knew he was, he told us he's going to pull it out. He's, and he was going to pull out all the money…”
Sherry Shannon-Vanstone Sep 19, 2023 ▶ 29:29 They Gave Her Responsibility Without Authority - She Saw It Coming
Oct 24, 2023 neutral
Prediction Not checkable as stated
Chalana: Future AI will combine big tech and open-source models
“I think it'll be a combination of both, just like it is today. It's, there's some companies who created these I mean, open AI created this with a lot of investment from Microsoft and all that stuff. But then Pretty soon, right after that, we had Facebook open …”
Vikram Chalana Oct 24, 2023 ▶ 10:39 He Rode 3 AI Waves. One Thing Still Keeps Him Up at Night
Oct 21, 2025 negative
Opinion
Bilkowski: Microsoft Copilot's value fell short of its pricing promise
“Turns out that the capabilities weren't quite there. And so I think that the, you know, the promise of the value was greater than what the realization was.”
Dan Bilkowski Oct 21, 2025 ▶ 27:16 Value Lives in the Mind of the Customer, Not in Your Product
Mar 3, 2026 bullish
Prediction Held up
Wong: Anthropic, Google, and Microsoft will clone OpenClaw in ten months
“My prediction is this within n number of months, less than 10 Entropic, now, now Open Claw become part of OpenAI, so that becomes the OpenAI part of this game. Entropic, Google, Microsoft, Everybody will have their equivalent of open, open call framework.”
Sze Wong Mar 3, 2026 ▶ 1:34 OpenClaw is the Most Dangerous AI Tool Ever Built
Sep 8, 2026 neutral
Insight
Startups must pitch reporters two to three weeks before major announcements
“If you're going to make a large announcement, unless you are Microsoft or Apple or Meta or something, you're not going to get same day or next day coverage. You're going to need to reach out to reporters two to three weeks in advance to give them a heads up, t…”
Clayton Critchard Sep 8, 2026 ▶ 15:26 Getting Laid Off Led Him to Buy the Company That Hired Him
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