Paroon Chadha

Co-Founder and Executive Chairman, OnBoard · 2 appearances on the record.

computed by AI from the episodes · how this works → · full disclaimer →

founderexecutiveinvestor@paroon ↗LinkedIn ↗onboardmeetings.com ↗

Paroon Chadha co-founded Passageways (now OnBoard) in 2003, bootstrapping the board meeting and governance software platform before securing a $100 million growth investment from JMI Equity in 2021. In September 2024, he transitioned from chief executive officer to executive chairman to guide company strategy.

47statements → 22claims → 2claims resolved → 3.76/5average certainty → 1.09/5average debate potential → ≈4.0/5argument clarity, estimated →

1 supported 1 partly supported 0 contradicted 19 not checkable as stated how the 22 claims stand · each chip opens the sources

2 predictions · 20 assertions · 7 insights · 18 disclosures · every statement was checked. The predictions and assertions are the 22 claims: statements the public record can support or contradict. 3 are resolved, and 19 name 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 Paroon 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
Chadha: OnBoard raised $100 million in 2021
“We raised a hundred million last year.”
Paroon Chadha Oct 9, 2022 ▶ 15:14 Founder First PE Playbook: Growing from $24m Revenue Bootstrapper to $400m PE Valuation

Expressed certainty vs assessment result

none yet certainty 1
none yet certainty 2
none yet certainty 3
75% certainty 4
100% certainty 5

weighted support: a fully supported claim counts one, a partly supported claim counts half. Each filled bar is clickable and opens exactly those claims; "none yet" means nothing said at that certainty level has resolved yet

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 Paroon Chadha on measured tape to publish a rate. This says nothing about how they speak.

Everything Paroon Chadha said on Top Founders that made the record, most notable first. Filter by type, assessment or year in the ledger →

Insight
Chadha: Talent density rises astronomically after raising large capital rounds
“The talent density goes up astronomically after you've raised money, you know, with some big valuation numbers or big checks because people want to come and work. Your firm, and you are inviting your friends as well.”
Paroon Chadha Oct 9, 2022 ▶ 12:25 Founder First PE Playbook: Growing from $24m Revenue Bootstrapper to $400m PE Valuation
Insight
Chadha: Six- and seven-figure secondary payouts transform company culture
“When you really find lots of folks around you in your team have made their first six-figure, seven-figure checks, and they work with you, it will completely change the culture. You don't have to worry. There's a proven culture of financial rewards, extraordina…”
Paroon Chadha Oct 9, 2022 ▶ 16:06 Founder First PE Playbook: Growing from $24m Revenue Bootstrapper to $400m PE Valuation
Assertion Not checkable as stated
Chadha: OnBoard closed its fundraising cycle in 1.5 weeks
“For me, ah, the fundraising cycle was a very short one. It was just a week and a half.”
Paroon Chadha Oct 9, 2022 ▶ 17:17 Founder First PE Playbook: Growing from $24m Revenue Bootstrapper to $400m PE Valuation
Insight
Chadha: Acquiring over 20% of ARR requires making executive hires first
“When you do an acquisition which is more than 20% of your ARR, it's gonna test you. You almost need to hire execs ahead of that transaction.”
Paroon Chadha Oct 9, 2022 ▶ 23:04 Founder First PE Playbook: Growing from $24m Revenue Bootstrapper to $400m PE Valuation
Insight
Chadha: 200 customers in one vertical makes startups more investable
“First of all, stick with a niche. Niches will bring riches. Certainly, you know, I can you know, attest to that. If you have 200 customers in the same vertical, you're going to be more investable than actually being spread over lots of different verticals.”
Paroon Chadha Oct 9, 2022 ▶ 24:08 Founder First PE Playbook: Growing from $24m Revenue Bootstrapper to $400m PE Valuation
Assertion Not checkable as stated
Shada: eScribe was doing $5M to $10M in revenue at acquisition
“Yeah, I know. I would say, you know, just short of that, but yeah, that was sort of the revenue range. You know, they were in the five to ten million range, but I don't know the exact specific number this time, but yeah.”
Paroon Chadha Aug 8, 2022 ▶ 5:42 How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor
Insight
Shada: Bootstrapped founders should cash out half their equity in M&A deals
“A good rule of thumb is, you know, you take half off and then, you know, in the new combined entity, you are back on the schedule to get some more options. So you are actually back in the Western schedule.”
Paroon Chadha Aug 8, 2022 ▶ 12:59 How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor
Disclosure
Shada: OnBoard is past $30M run rate, targeting up to $37M
“That is accurate. And, you know, ending the year you know, of course with a few big months, end of the year accurately, you know, we could get to numbers that are higher than, you know, closer towards 35, 37.”
Paroon Chadha Aug 8, 2022 ▶ 19:00 How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor
Assertion Not checkable as stated
Shada: OnBoard was bootstrapped and profitable for 15 years
“Completely bootstrapped. Ran a profit for, believe it or not, 15 years.”
Paroon Chadha Aug 8, 2022 ▶ 19:59 How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor
Disclosure
Shada: He bought out all early partners to own 100% of OnBoard
“And eventually there came a time when there was no cap table. There was just a single cell. I owned all of it.”
Paroon Chadha Aug 8, 2022 ▶ 21:16 How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor
Insight
Shada: Founders in evergreen spaces should build to own forever
“Investors will come and go if you find yourself in an evergreen space. Keep building like you're going to own this forever because you just might.”
Paroon Chadha Aug 8, 2022 ▶ 22:58 How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor
Prediction Not checkable as stated
Passageways Closes 40% of Its Annual Business in November and December
“Believe it or not, between now and the end of the year, I'm gonna do 40% of the year's business.”
Paroon Chadha Nov 10, 2019 ▶ 13:38 1569 Why 1000+ Boarddecks Get Manged Using This $7m ARR Tool
Disclosure
Chadha: OnBoard used debt to bootstrap to $15M ARR
“First actually really took on debt. To continue to bootstrap till we got to fifteen million dollars in ARR.”
Paroon Chadha Oct 9, 2022 ▶ 1:55 Founder First PE Playbook: Growing from $24m Revenue Bootstrapper to $400m PE Valuation
Disclosure
Chadha: Ensemble generated $2M-$3M annually to fund OnBoard's growth
“Meanwhile, we continued down the path of taking the original product ensemble and making it into a cash cow, which funded the business two, three million dollars every year. That money was plowed back into growing the onboard business.”
Paroon Chadha Oct 9, 2022 ▶ 4:20 Founder First PE Playbook: Growing from $24m Revenue Bootstrapper to $400m PE Valuation
Assertion Not checkable as stated
Chadha: OnBoard is currently growing revenue at a 50 percent rate
“At this time, you know, we are growing, you know, 50%, and we are actually really fast growing.”
Paroon Chadha Oct 9, 2022 ▶ 5:42 Founder First PE Playbook: Growing from $24m Revenue Bootstrapper to $400m PE Valuation
Assertion Not checkable as stated
Chadha: OnBoard has 600 bank customers
“I have 600 banks as customers today.”
Paroon Chadha Oct 9, 2022 ▶ 7:37 Founder First PE Playbook: Growing from $24m Revenue Bootstrapper to $400m PE Valuation
Disclosure
Chadha: OnBoard's first customer provided the loan for his co-founder buyout
“In my case, my first customer was also somebody who gave us infrastructure. We used their office. They also advised a lot on operations side. How do you get compliance certifications and such? And eventually they became my date partner. When I talked about buy…”
Paroon Chadha Oct 9, 2022 ▶ 10:00 Founder First PE Playbook: Growing from $24m Revenue Bootstrapper to $400m PE Valuation
Insight
Chadha: Early customers are emotionally invested and act as an early board
“So you can get a lot out of your early customers. They are emotionally invested just like early employees. The question really comes down to what are you going to solve for with them? They're your early board, if you will.”
Paroon Chadha Oct 9, 2022 ▶ 10:25 Founder First PE Playbook: Growing from $24m Revenue Bootstrapper to $400m PE Valuation
Disclosure
Chadha: OnBoard raised $5M primary plus secondary in first institutional round
“So the first check was actually only five million dollars on the balance sheet. I did take some you know, secondary off just to really kind of just ease the pain.”
Paroon Chadha Oct 9, 2022 ▶ 13:24 Founder First PE Playbook: Growing from $24m Revenue Bootstrapper to $400m PE Valuation
Assertion Supported
Chadha: OnBoard raised $100 million in 2021
“We raised a hundred million last year.”
Paroon Chadha Oct 9, 2022 ▶ 15:14 Founder First PE Playbook: Growing from $24m Revenue Bootstrapper to $400m PE Valuation
Assertion Not checkable as stated
Shada: OnBoard has surpassed 3,000 customers
“We've grown past 3000 at this point.”
Paroon Chadha Aug 8, 2022 ▶ 2:31 How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor
Assertion Not checkable as stated
Shada: OnBoard adds 80 to 100 new customers monthly
“And we are adding about, you know I'd say about 80 to a hundred customers a month. That's the clip that we are operating at.”
Paroon Chadha Aug 8, 2022 ▶ 2:34 How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor
Assertion Not checkable as stated
Shada: eScribe's pre-acquisition ACV was around $20K to $25K
“They are actually higher. So if you think of a city council, there's often, you know, a much bigger number of people involved, some more subscribers their you know, average contract you know, pre-transaction was right around 20, 25.”
Paroon Chadha Aug 8, 2022 ▶ 3:56 How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor
Assertion Not checkable as stated
Shada: eScribe had about 400 customers when acquired
“They had about 400 customers and change.”
Paroon Chadha Aug 8, 2022 ▶ 5:32 How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor

Show 23statements(23 left)

Appearances (2)

EpisodeDateSpeaking time
How He Did $100m Secondary but also raised cash to buy a $5m+ ARR Competitor Aug 8, 2022 16m
1569 Why 1000+ Boarddecks Get Manged Using This $7m ARR Tool Nov 10, 2019 8m

Played on the show (1)

Episodes where a recording of Paroon Chadha was played rather than Paroon taking part, or where the tape carries an address with nobody putting questions to them. Listed because the words are on the record, kept out of every score on this page because they were not said on this show. We read this off the tape: who was spoken to, who was asked something, who answered whom.

EpisodeDateOn tapeWhat it is
Founder First PE Playbook: Growing from $24m Revenue Bootstrapper to $400m PE Valuation Oct 9, 2022 21m aired address
Made with StarZero

Turn any episode into a week of clips.

This entire site, over 2,600 episodes transcribed, diarized, checked and made playable, runs on the StarZero media pipeline. Drop in your own episode and the podcast clipper finds the moments worth sharing, cuts them, captions them, and reframes them for every feed.