Pilot

company on 9 shows · 15 statements across 5 episodes · said 611 times in 65 episodes since 2019

20VC 265 Acquired 203 Top Founders 120 the a16z Podcast 13 Mixergy 4 Latent Space 3 the Neon Show 2 Startup Acquisition Stories 1 the Green Blueprint

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20VC 265Acquired 203Top Founders 120the a16z Podcast 13Mixergy 4Latent Space 3the Neon Show 2Startup Acquisition Stories 1

2025 6 mentions in 2 episodes 3 per episode
2024 20 mentions in 3 episodes 7 per episode
2023 31 mentions in 4 episodes 8 per episode
2022 143 mentions in 14 episodes 10 per episode
2021 171 mentions in 17 episodes 10 per episode
2020 72 mentions in 8 episodes 9 per episode
2019 168 mentions in 17 episodes 10 per episode

every mention on every show, scene by scene, with the transcript →

15 statements about Pilot, every show

MIXERGY Assertion Supported
Hastings: Pilot and competitors relied on large manual staffs using QuickBooks
“So pilots, any of the ones we just talked about, They have hired a very large staff that is just using QuickBooks. So they did not start by building their own QuickBooks replacement. They started using QuickBooks, and they started by hiring a lot of people, an…”
Helen Hastings Dec 17, 2025 ▶ 26:46 #2288 She had people do AI’s work
GREEN BLUEPRINT Prediction Held up
Graphitic Energy's single pilot will provide all required commercial scale-up data
“We feel really confident that that will give us all the scale-up data we need. It isn't a, well, we built this pilot because this is what we could kind of get done, and then we kind of have to go build a second one that goes and de-risks these other things. It…”
Zach Jones Aug 13, 2025 ▶ 23:06 The rogue idea that saved a hydrogen startup
a16z Disclosure
Daher: Pilot gamified seed investor referrals using monthly update leaderboards
“We used to do a thing in our monthly updates, back then we did monthly investor updates, where we basically had a referral leaderboard. We're like, thanks to these people for sending, you know, XYZ referrals this month. So we, like, tried to gamify it a little…”
Waseem Daher Nov 21, 2023 ▶ 12:51 Doubling Down on Founder-Led Sales with Pilot's Waseem Daher
a16z Assertion Not checkable as stated
Daher: Pilot increased its average selling price 10x since launch
“And now admittedly, like we've 10 X to the ASP, you know, since then, and there's a lot of course that we do now that we didn't previously do, but very clearly we did not pick The correct price point necessarily”
Waseem Daher Nov 21, 2023 ▶ 13:43 Doubling Down on Founder-Led Sales with Pilot's Waseem Daher
a16z Assertion Not checkable as stated
Daher: Pilot reached $250k ARR and 60 customers before hiring sales
“Around September, 2017. So, you know, nine, 10 months of the company, we had about 60 customers. We were probably already doing about 250 K of ARR. We made our first hire on the sales side”
Waseem Daher Nov 21, 2023 ▶ 18:24 Doubling Down on Founder-Led Sales with Pilot's Waseem Daher
a16z Assertion Not checkable as stated
Daher: Pilot reached 240 customers before hiring its second sales rep
“And then our second hire wasn't until almost a year after that. It was until August, 2018. We had 240 customers.”
Waseem Daher Nov 21, 2023 ▶ 18:44 Doubling Down on Founder-Led Sales with Pilot's Waseem Daher
a16z Insight
Daher: Pitch decks and products reach perfection through customer interaction, not internal polishing
“I think people can get very hung up on, like, having the thing be perfect, whatever the thing is. Like, the product does not need to be perfect. The deck does not need to be perfect. The collateral does not need to be perfect. Like, you just have to get things…”
Waseem Daher Nov 21, 2023 ▶ 25:20 Doubling Down on Founder-Led Sales with Pilot's Waseem Daher
a16z Insight
Daher: First customer interactions should focus on market discovery, not closing sales
“The first thing you're going to do is not like get the sale. The first thing you're going to do is like that market discovery and you can do that With nothing but like a little sketch on a napkin or whatever.”
Waseem Daher Nov 21, 2023 ▶ 26:27 Doubling Down on Founder-Led Sales with Pilot's Waseem Daher
20VC Disclosure
Daher: Pilot acquired its first three customers on day one via cold calls
“On day one, we signed up our first three customers because I just called them up and I said, Hey, who's doing your bookkeeping today? Oh, you know, we can actually do it better. You should sign up with pilot. And the way that we provided the services, I just d…”
Wasim Daher Aug 2, 2019 ▶ 13:01 20VC: Why Passion Is Overrated When It Comes To Starting Companies, Why VC Is Overrated As A Financing Mechanism & Why You Should Never Sell Your Company with Waseem Daher, Founder & CEO @ Pilot
20VC Disclosure
Daher: Pilot's lead investor Mark Goldberg previously worked with him at Dropbox
“I mean, for us, our investors were all people that we had already known. In other words, the lead investor from Index, Mark Goldberg, we worked together at Dropbox.”
Wasim Daher Aug 2, 2019 ▶ 16:24 20VC: Why Passion Is Overrated When It Comes To Starting Companies, Why VC Is Overrated As A Financing Mechanism & Why You Should Never Sell Your Company with Waseem Daher, Founder & CEO @ Pilot
20VC Insight
Daher: A CEO doing tactical work bottlenecks startup growth
“At this stage of the company's life, if I'm doing a specific thing, that's actually a bad sign because it really means that I'm gating the growth of the company in some way. And my only job should be Attracting and retaining the best people, parting ways with …”
Wasim Daher Aug 2, 2019 ▶ 21:12 20VC: Why Passion Is Overrated When It Comes To Starting Companies, Why VC Is Overrated As A Financing Mechanism & Why You Should Never Sell Your Company with Waseem Daher, Founder & CEO @ Pilot
20VC Insight
Daher: Any 'maybe' evaluation for a job candidate should be a 'no'
“If you debrief on a candidate, and your conclusion is, oh, I don't know, maybe, like, they might be able to do a good job here. Like, that should be a no. Like, you should only bring on board people that you're very, very excited about, because what is your cu…”
Wasim Daher Aug 2, 2019 ▶ 23:19 20VC: Why Passion Is Overrated When It Comes To Starting Companies, Why VC Is Overrated As A Financing Mechanism & Why You Should Never Sell Your Company with Waseem Daher, Founder & CEO @ Pilot
20VC Insight
Daher: Mediocre interviews filter out bad candidates but fail to highlight top talent
“The best interview gives you a signal as to where the candidate spikes. A mediocre interview will let you say no for candidates that are bad, but don't really let you like good candidates really shine.”
Wasim Daher Aug 2, 2019 ▶ 24:52 20VC: Why Passion Is Overrated When It Comes To Starting Companies, Why VC Is Overrated As A Financing Mechanism & Why You Should Never Sell Your Company with Waseem Daher, Founder & CEO @ Pilot
20VC Assertion Not checkable as stated
Daher: The US SMB bookkeeping and accounting market is $60 billion annually
“I think the back of the envelope math on this is something like sixty billion dollars a year or I spent every year on SMB bookkeeping and accounting in the US alone.”
Wasim Daher Aug 2, 2019 ▶ 29:42 20VC: Why Passion Is Overrated When It Comes To Starting Companies, Why VC Is Overrated As A Financing Mechanism & Why You Should Never Sell Your Company with Waseem Daher, Founder & CEO @ Pilot
20VC Insight
Establishing shared success criteria before enterprise pilots enables post-pilot sales
“I think it's super important when you go into a pilot, paid or unpaid actually, to identify the success criteria, and if you do that right, You basically can then make a sale upon completion of the pilot.”
Florian Leibert Jan 19, 2018 ▶ 16:28 20VC: Why You Should Not Always Listen To Your Investors, The Pros and Cons of Strategic Investors & How To Approach Operational Efficiency with Scaling with Florian Leibert, Founder & CEO @ Mesosphere

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