Landon Bennett

Co-Founder, Zero Mile and Ad Reform · 1 appearance on the record.

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Landon Bennett is a SaaS entrepreneur who co-founded Ad Reform, an automated ad operations platform, and Userfeed, an Intercom-integrated customer feedback tool acquired in 2021. Alongside co-founder Kyle Conarro, he operates the product portfolio Zero Mile and co-hosted the Made with Grit podcast covering bootstrapped software startups.

6statements → 2claims → 1claims resolved → 3.67/5average certainty → 1.5/5average debate potential →

1 supported 0 partly supported 0 contradicted 1 not checkable as stated how the 2 claims stand · each chip opens the sources

2 assertions · 1 insight · 3 disclosures · every statement was checked. The predictions and assertions are the 2 claims: statements the public record can support or contradict. 1 is resolved, and 1 names no date, number or outcome precise enough to check. Everything else (opinions, insights, what ifs, disclosures) can never be settled by the record, so it carries no assessment.

The record, in short

What the tape says about how Landon argues and how the claims held up. Everything they said, and everything said about them, is in the tabs below.

Their most notable supported claim

Assertion Supported

Bennett: David Cummings Was the First Investor in Calendly

“He's like the starter of, like, he started, like, Pardot sales, technically, SalesLoft, Rigger. He's the first investor in Calendly. Like, you name the company, Terminus.”

Landon Bennett Nov 15, 2021 ▶ 23:35 Startup Acquisition Stories with Landon Bennett Founder of Userfeed

How they sound: not measured why? →

We measure speaking style by listening to the audio itself, and a fair number needs at least 2,000 words from one person on tape we have measured. There is too little of Landon Bennett on measured tape to publish a rate. This says nothing about how they speak.

What they said6 Episodes1

Everything Landon Bennett said on Startup Acquisition Stories that made the record, most notable first. Filter by type, assessment or year in the ledger →

Insight

Bennett: Side projects can prevent founder burnout on primary ventures

“I do think it, in some ways, it helped us to you know, not be quite as burnt out on, like, one thing, right? It kind of, it reinvigorated us to work on the older thing.”

Landon Bennett Nov 15, 2021 ▶ 15:33 Startup Acquisition Stories with Landon Bennett Founder of Userfeed

Disclosure

Bennett: Bootstrapping derisks startup exits without requiring a massive winner

“We bootstrapped our businesses and, you know, kind of plan to do the same in the future. It just makes it for us, it really de-risked That whole process. Cause we know even if we don't have like a, you know, a huge winner, like we can still get something out o…”

Landon Bennett Nov 15, 2021 ▶ 27:39 Startup Acquisition Stories with Landon Bennett Founder of Userfeed

Assertion Not checkable as stated

Userfeed generated 40 buyer inquiries and three acquisition offers in two weeks

“Probably 40, just like within the first like week or so, we had like 40 people reaching out, you know, requesting more information. I basically would, I spent a good amount of time kind of like weeding through those just to make sure that they were legit and, …”

Landon Bennett Nov 15, 2021 ▶ 7:23 Startup Acquisition Stories with Landon Bennett Founder of Userfeed

Disclosure

Bennett: Userfeed generated cash flow for years and sold for six figures

“We had cashflow from it for multiple years and then we just sold it for six figures. Like that's a pretty good outcome for during that time, during that timeframe, our other business like grew, you know, hundreds of percent.”

Landon Bennett Nov 15, 2021 ▶ 15:04 Startup Acquisition Stories with Landon Bennett Founder of Userfeed

Assertion Supported

Bennett: David Cummings Was the First Investor in Calendly

“He's like the starter of, like, he started, like, Pardot sales, technically, SalesLoft, Rigger. He's the first investor in Calendly. Like, you name the company, Terminus.”

Landon Bennett Nov 15, 2021 ▶ 23:35 Startup Acquisition Stories with Landon Bennett Founder of Userfeed

Disclosure

Tope Awotona offered Bennett an early angel investment in Calendly

“Topa, I remember the day Topa was like, hey, you can invest in Calendly. It'll be the best investment you ever made. It was, yeah, it was I don't know how, like, if he was half serious or whatever, but at the time, they only had, like, I want to say it was lik…”

Landon Bennett Nov 15, 2021 ▶ 24:57 Startup Acquisition Stories with Landon Bennett Founder of Userfeed

Appearances (1)

Episode	Date	Speaking time
Startup Acquisition Stories with Landon Bennett Founder of Userfeed	Nov 15, 2021	15m

Landon Bennett

The record, in short

Their most notable supported claim

How they sound: not measured why? →

Appearances (1)

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