The Ledger

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Disclosure
Salihefendić refuses to entertain any acquisition offers for Doist
“I would say, fuck you... I, you know, I have already like declined, you know, like I don't even like entertain that those ideas... I don't actually, why would I want to sell like this? You know, it's kind of like my life's work.”
Amir Salihefendić Oct 31, 2020 ▶ 23:16 Todoist Productivity Tool Hits $14m Revenue, Bootstrapped
Disclosure
McConnell strongly considered buying out NEA's shares at a discount
“I've definitely strongly considered it. And you know, I'm sure if any, it was listening today, they wouldn't be Wouldn't be thrilled, but it's, that's definitely an option.”
Graham McConnell Oct 11, 2020 ▶ 14:34 NthRound Hits $300k ARR Creating Liquidity for Employee Option Grants
Disclosure
Jackson: Braintrust will never conduct an ICO or sell tokens publicly
“Well, so, I mean, to be really clear, we'll never do an ICO, right? We're never going to sell tokens to the public. We, the only way you can get our token is to earn it, is to help us build the network, right?”
Adam Jackson Aug 24, 2020 ▶ 16:09 BrainTrust is Fiverr Owned by The Talent via Crypto Token
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Baird Hall exclusively hires contractors who are building their own side startups
“Outside of the equity partners. We don't hire employees. We only hire contractors. And something we really like to do is we actually like to hire contractors that are working on their own entrepreneurial ideas and they work for us. And we kind of help teach th…”
Baird Hall Aug 19, 2020 ▶ 23:44 Wavve Hits 9k For Audio Video Tool, $70k Monthly Profits!
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BounceX would reject a $1 billion pre-IPO buyout offer
“Not a chance.”
Ryan Urban Jul 13, 2020 ▶ 29:18 BounceX Breaks $100m in Revenue, 1000 Customers, Breakeven, 2020 IPO?
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Tringas: Earnest Capital blocks arbitrary prepayments but guarantees formulaic buy-downs
“The founders are allowed to make that payment. They're not allowed to prepay in the sense of just dumping money at us. So what they can't do is just say, here's a check, 300 grand, boom, like we bought you down, right? And again, the reason for that is let's s…”
Tyler Tringas Jul 8, 2020 ▶ 1:03:09 Tyler Tringas: How Earnest Capital Hopes to Re-Invent Startup Investing
Disclosure
Whiplash counted subsidized carrier pass-through costs as top-line revenue
“And so we did want it to flow through our accounts and we did consider it revenue, even at times when we were subsidizing it.”
James Marks Jul 3, 2020 ▶ 12:40 Why Whiplash Exited With $1.3m Raised, 16% Margin Profile in Order Fullfillment SPace
Disclosure
TrueFace refuses to sell its technology in China or Russia
“You know, we have our internal protocols there, and everyone knows that we don't do work in China internally, so we just blanket say no to it. Russia's the same way. We won't do work in Russia. And so, you know, we've got our policy about using this, using com…”
Sean Moore Jun 21, 2020 ▶ 10:54 TrueFace Won't Sell Mass Surveillance System to China, Breaks $1m in Revenue
Disclosure
Blue Rabbit bought back an angel investor's 15% stake at zero return
“We bought him for, we paid him back the same amount, only 24, 25,000, but it was before the five-year contract.”
Bernardo Letayf Jun 4, 2020 ▶ 9:49 Get More People to Take Your Online Course w/ Gamification, Solo Founder, $100k in ARR
Disclosure
Rippling's ambition is to reach a $100 billion valuation or bust
“It's a hundred billion or bust.”
Prasanna Sankar May 13, 2020 ▶ 6:40 1754 Parker Conrad Gave Rippling CTO 40%, Kept 60%, 2,000 Customers "$36m ARR Not Far Off"
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Exponea negotiates a majority deal to buy out an early investor
“We're talking about majority deal because we believe that through this, we will onboard our original investor.”
Peter Arachofsky Apr 13, 2020 ▶ 9:17 1724 He's Raising $100m Now Despite COVID, $20m in Revenues, 101% YoY Growth Serving Online Retailers
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Snyder: Self-Funded Over $1M into Solution Pre-Revenue
“Let's say over a million dollars.”
Scott Snyder Mar 25, 2020 ▶ 2:27 1705 Would You Ever Put $1m Of Your Own Money In Before Turning on Revenue?
Disclosure
FundApps sells all-inclusive contracts without typical SaaS upsells
“So we're unusual like that, that basically our fee is, is everything. It's the entire shooting match for one service. So we don't typically have an upsell or isn't the silver gold platinum service levels that you might have in your typical Zendesk. So for us, …”
Andrew White Nov 22, 2019 ▶ 4:06 1581 How This FinTech CEO Hit $10M ARR With No Expansion Revenue
Disclosure
FundApps triggers pricing increases for M&A, not organic AUM growth
“So for us, what we call organic increase, which as you said, would be You know, going from a hundred million to five hundred million will be included in the price, where we would say, okay, you've moved to different categories, what we call non-organic growth,…”
Andrew White Nov 22, 2019 ▶ 6:24 1581 How This FinTech CEO Hit $10M ARR With No Expansion Revenue
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Motiva AI acquires $50k ACV customers for under $500
“Yeah, four, 405 hundred bucks. Okay. For that customer. No, I don't have a sales force, so that's a big.”
David Gutelius Oct 13, 2019 ▶ 11:34 1541 Brain Behind Sales Outreach Platforms Hits $150k MRR, 36 Customers
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Thiberge: Sendinblue excludes first three months when calculating customer churn
“We calculate the churn after after three months. So for us, the first three months, it's a trial period.”
Armand Thiberge Oct 3, 2019 ▶ 6:39 1531 The Mailchimp of Europe Hits $20M in ARR, 30,000 SMB Customers
Disclosure
Warfield countered a $5M buyout offer for Shedwell with $100M
“I literally countered with a hundred million. We know where we're taking this.”
Corey Warfield Aug 24, 2019 ▶ 10:18 1491 $1k/mo Scheduling Tool Turns Down $5m Offer, would you do the same?
Disclosure
Warfield: Shedwell had under $1K MRR when offered a $5M buyout
“We were under a one K a month in MRR when that offer was made about three months ago.”
Corey Warfield Aug 24, 2019 ▶ 12:23 1491 $1k/mo Scheduling Tool Turns Down $5m Offer, would you do the same?
Disclosure
Orbiter is pivoting into a charitable non-profit after flat growth
“We're actually changing the entire model, and Orbiter is about to become a charitable non-profit”
Eric Wolf Jul 4, 2019 ▶ 9:16 1440 He's Flat at $25k/mo So He's Making This 1 Big Change
Disclosure
Atlassian Refused to Manually Complete Enterprise RFPs, Building a Self-Serve Database
“RFPs is another one. You know, like, we've been selling it to the enterprise for a long time, and, you know, you often get a lot of requests for, hey, help me fill out this, you know, this RFP document or this questionnaire that I basically have to provide to …”
Jay Simons May 10, 2019 ▶ 9:34 1385 Atlassian Passes $1B ARR Run Rate, Thinking About Acquisitions of "System of Record" companies
Disclosure
Bodenhamer: ShipHawk altered accounting to eliminate pass-through shipping revenue
“We did some accounting changes because there was some pass through revenue there.”
Jeremy Bodenhamer Apr 28, 2019 ▶ 11:03 1373 300 Companies Use Him to Ship, $8m in ARR, $12.5m Raised
Disclosure
Chad Rubin's minimum acquisition price for Skubana is $500 million
“My min is five hundred million, firstly.”
Chad Rubin Apr 2, 2019 ▶ 15:42 1347 "Our minimum is $500m" Says Ecommerce Tool CEO
Disclosure
SuperMoney ranking algorithm favors partners based on expected earnings per click
“We do have, you know, a component to our sorting algorithms. It's sort of weighing in our expected revenue. On a earnings per click basis. So we do have some sort of leverage in that way. And we, you know, the people who want more traffic to some degree, if th…”
Miron Lulic Sep 14, 2018 ▶ 5:34 1147 We make $200k/mo helping people find financial products
Disclosure
John Jonas refuses to use Google Analytics due to distrust of Google
“I don't, I ignore Google Analytics. I don't have Google Analytics on my site. I don't like Google Analytics. I don't like the way it gives data. I don't trust its data. I don't trust Google.”
John Jonas Sep 7, 2018 ▶ 9:40 1140 I only work 17 hours per week, don't trust Google, and make $1.7m+
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Tillman claims he would reject a $250 million acquisition offer
“They would only be upset if I took it.”
Josh Tillman Jul 14, 2018 ▶ 20:23 1085 We're #1 In Salesforce for Call Routing, Tech with $10m+ in ARR
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Chatmeter claims a 90% win rate in competitive enterprise deals
“I can Proudly saying we win about 90% of deals when we're up against competitors.”
Colin Holmes Jul 6, 2018 ▶ 14:16 1077 We Bootstrapped Our Way to $2m in ARR, Now $10m ARR
Disclosure
Gannett would reject a $60 million acquisition offer for TrackMaven
“No.”
Alan Gannett Jun 11, 2018 ▶ 18:48 1052 You're doing $9m in ARR, why write a book decoding creativity?
Disclosure
Jobscience replaced almost all of its inbound SDRs with an AI bot
“I actually fired almost all the inbound SDRs we had and I replaced them with something called Conversica, which is a, an AI bot.”
Ted Elliott Jun 2, 2018 ▶ 13:23 1043 HR Tech CEO: I accidently raised $3m!
Disclosure
Barrett: Expensify Pays Zero Sales Commissions to Its Team
“There's no commission sales component. So no one's paid a commission at all, but we certainly have a support team that stands by because it's activity based pricing.”
David Barrett Apr 5, 2018 ▶ 9:11 985 How Expensify Hit $60m+ Magic on Bottom Up Business Model
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Vishnoi: Tagovie turned down a $12M buyout offer
“So bigger offer last month was twelve million and we declined.”
Laduram Vishnoi Mar 21, 2018 ▶ 9:25 970 28 Year Old Turns Down $12m Acquisition Offer, Doing $65k in MRR in CoBrowsing, Live Chat Space
Disclosure
Ahalogy claims its agency gross margins rival typical SaaS companies
“I hold it up against SAS.”
Bob Gilbreath Dec 15, 2017 ▶ 11:09 874 How This $10m+ Agency Keeps 85%+ Gross Margins
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Thomas: Sprinklr discards acquired code and writes down revenue post-acquisition
“The second interesting thing there is every one of these acquisitions that we've brought on, we have practically thrown away the code. In most cases, we've written down the revenue.”
Ragy Thomas Dec 3, 2017 ▶ 9:43 862 With $150m+ Revenue, Plus New Product, Can Anyone Catch Sprinklr?
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Playbuzz charges $1 per engagement for a $1,000 effective CPM
“Our rate card in the U S is around one dollar per engagement. So I guess you can say that it would it would mean something in the neighborhood of effective CPM of a thousand dollars.”
Shaul Olmert Nov 12, 2017 ▶ 6:42 841: Why He Can Charge $1000 CPMs, $31m Raised Helping Create Better Content
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Thomas: Ripple raised $94M in VC funding and sells XRP
“So we raised ninety four million dollars through sort of VC funding. And then we also sell some of the digital asset XRP.”
Stefan Thomas Nov 7, 2017 ▶ 16:36 836: Crypto: $94m Raised to Be Enterprise Blockchain for Global Payments
Disclosure
Mobilewalla operated as a key data arm in the 2016 presidential election
“I cannot give you details because we are under, but I'll tell you that we were a very key data arm for one of the major parties.”
Anindya Datta Aug 29, 2017 ▶ 12:12 766: This Company Used Evangelical Christian Mobile Data to Influence US Elections
Disclosure
Get-out-the-vote services generated the bulk of Mobilewalla's 2016 election revenue
“The biggest amount of money we generated in the election was for what is known as get out the vote, the GOTV part of the election, right?”
Anindya Datta Aug 29, 2017 ▶ 24:16 766: This Company Used Evangelical Christian Mobile Data to Influence US Elections
Disclosure
Barrett: Expensify does zero advertising or outbound sales
“We don't advertise. We're a hundred percent organic. There's no advertisement whatsoever. And so things like churn was like these numbers, which seems so absolutely critical to your business. They actually just don't really matter to us at least because they d…”
David Barrett May 10, 2017 ▶ 12:58 655: Expensify 450k Customers Paying $9/mo for Expense Reports that Don't Suck with CEO David Barrett
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Heddleston: A hedge fund tried to acquire DocSend for its data
“We actually did get approached by a hedge fund. About buying the company. And that would have been awful for everyone, but I thought that was flattering in a way, I guess that they were like, we've seen so many of your links that we would like we would like ac…”
Russ Heddleston Feb 25, 2017 ▶ 6:38 EP 581: DocSend $11M Raised, 2800+ Company Customers, 10,000+ Seats Because Links > Attachments For Docs with CEO Russ Heddleston
Disclosure
Myers: Ripple would reject a $10 million acquisition offer
“I think we definitely wouldn't.”
Andrew Myers Feb 22, 2017 ▶ 13:08 EP 578: Ripple Recruiting Passes 8,000 Ivy League Resumes With 15 Employers Paying $300/mo For Access with Ripple CEO Andrew Myers
Disclosure
Ryan Levesque spent $1 million of his own money marketing 'Ask'
“I spent a million dollars of my own money.”
Ryan Levesque Jul 14, 2016 ▶ 5:15 Ep 355: Why He Spent $1M to Sell 55k Copies of His Book, "Ask" with Ryan Levesque
Disclosure
Williams claims he works five hours weekly on 7-figure flipping business
“So my goal is to build, you know, three businesses that are making strong seven figure incomes that I only have to put five hours a week into. And we've done that with house. No one could, no one thinks it's possible to do with house flipping, but we've done t…”
Justin Williams Jan 18, 2016 ▶ 15:25 How to Do Your First Profitable Real Estate Deal
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Turner: Swipeby Refuses Free Trials Because Uninvested Customers Will Not Onboard
“We don't do free trials. We would never ever do free trials because if you are, and so, you know, because if you are signing up with us and we don't, as a business owner, you don't have skin in the game, you will not go live”
Carl Turner Sep 1, 2026 ▶ 13:51 He Sells AI Door-to-Door. $3.5M ARR, 400% Growth, $0 Ads
Disclosure
White: Fathom gave equity to its first 200-250 early power users
“We gave equity to, like, our first hundred users. Actually, I think it'd be like, 202 50. Like, borrowing kind of a page out of some of the crypto playbooks, it was like, if you were an early power user, we gave you a small bit of equity and fathom.”
Richard White May 21, 2026 ▶ 18:43 He Lost $50/User to Build a $30M ARR AI Empire (Fathom)
Disclosure
Flip charges $1.50 per fully resolved contact during proof of concept
“At the point when we do that, we'll enter into a proof of concept period and the customer's primarily just paying us a dollar 50 per contact that we're able to resolve end to end.”
Brian Schiff Apr 22, 2026 ▶ 7:22 Flip Reaches $12M ARR with AI Voice Support for 250 Brands
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Bladen: Kadence raised Series A at mid-teens ARR multiple
“Mid teens.”
Dan Bladen Apr 15, 2026 ▶ 13:57 Kadence Reaches $15M ARR Managing Hybrid Work for Revolut & Boeing
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Allo raised its latest funding round at a 50x ARR multiple
“Yeah, yeah, it was above 50 X revenue. So what we've seen and why we raised, so when we raised, we were at one million of revenue IRR.”
Jeremy Goyo Apr 1, 2026 ▶ 14:25 How Allo Reached $10M Revenue With 5,000 Customers
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Gilkey: TitanX raised $27M, bought Frontspin for $13M, took $10M secondary
“It was a thirteen million dollar acquisition. We put seven million up front. We went growth equity. So we raised twenty seven million 10 of which is primary. So that's for growth. A little bit more than 10. Seven million went towards the acquiring Frontspin. S…”
Joey Gilkey Mar 25, 2026 ▶ 4:26 How TitanX Hit $9.7M ARR After Buying IP for $200K
Disclosure
Ledge raised its Series A at a mid-double-digit revenue multiple
“The multiple range for us was in the kind of the mid double digit one, I'd say.”
Tal Kershenbaum Mar 5, 2026 ▶ 22:41 How Ledge Reached $1M ARR with 24 Customers Paying $3K/Month | Tal Kirschenbaum
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