StarZero All shows Try the podcast clipper →

Jerry Colonna

Co-Founder and CEO, Reboot.io · 2 appearances on the record.

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

founderexecutiveinvestorauthorhost@jerrycolonna ↗LinkedIn ↗reboot.io ↗Wikipedia ↗

Before becoming an executive coach, he was an early dot-com venture capitalist who co-founded Flatiron Partners and served as a partner at JPMorgan Partners. He co-founded Reboot.io to work with startup founders and executives, and authored the book Reboot: Leadership and the Art of Growing Up.

17statements → 2claims → 2claims resolved → 3.88/5average certainty → 2/5average debate potential → 4.3/5argument clarity · the sources → 32said about them ↓

2 supported 0 partly supported 0 contradicted how the 2 claims stand · each chip opens the sources

2 assertions · 2 opinions · 10 insights · 3 disclosures · every statement was checked. The predictions and assertions are the 2 claims: statements the public record can support or contradict. 2 are resolved. 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 Jerry 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
CMG@Ventures launched first internet-only VC fund in 1995
“In January, 95, we launched a small 30, thirty-five million dollar fund, and it was the first Fun to focus exclusively on what was then segmented out as the internet”
Jerry Colonna Nov 4, 2016 ▶ 4:34 20VC: CEO Whisperer Jerry Colonna on How Investors Mimic Aggressive Behaviour To Cover Insecurity and Why Vulnerability is Key To Success In VC

Argument clarity: do they answer the question? how? →

4.3 / 5 directness 4.2 · coherence 4.6 · precision 4.1 · compression 3.6

answered every one of 8 assessed questions directly

This is a score against a rubric. It is not a rank. Every host question → answer exchange is scored with names hidden on directness, coherence, precision and compression, 1–5 each, on meaning alone: disfluencies are ignored, and only raw unedited episodes count. This is the score that measures thought. Every scored exchange, scores shown → · The rubric and its checks →

How they sound: speaking style how? →

207 words/min while actually speaking · 13.1 um and uh per 1k words

Measured by listening to the audio itself: 2,890 words across 1 episode of raw-level tape, transcribed verbatim with every um and uh kept, each one attributed only where the alignment onto our timed stream is unambiguous. These are measurements of speaking style. We do not rank them: across this corpus, fluency and argument quality are nearly uncorrelated (ρ≈0.2), and smooth talking does not signal clear thinking. How it's measured →

How the interview went all their pushback → series average →

Across 2 rated episodes:

host pushback ▾ 1/10
pushed back at the host ▾ 2.5/10
setup questions received 75%

Everything Jerry Colonna said on 20VC that made the record, most notable first. Filter by type, assessment or year in the ledger →

Opinion
Jerry Colonna: VCs mimic aggressive behavior to cover underlying insecurity
“I think that's the biggest problem in the venture business is that I think that many investors mimic the most aggressive behaviors that as a way to cover their fundamental insecurity.”
Jerry Colonna Nov 4, 2016 ▶ 13:51 20VC: CEO Whisperer Jerry Colonna on How Investors Mimic Aggressive Behaviour To Cover Insecurity and Why Vulnerability is Key To Success In VC
Insight
Jerry Colonna: Nobody in the tech startup ecosystem is actually crushing it
“What I often say is nobody's crushing it. What's important about that isn't just the sort of deflating of the stultifying and crucifying image that we're all supposed to be crushing it, but it's also the notion that we're not alone.”
Jerry Colonna Jul 27, 2020 ▶ 13:14 20VC: Brad Feld, Jerry Colonna and Tracy Lawrence on Depression and Mental Health, The Dangers of Tying Happiness To Milestones & Why Fear, Anxiety and Guilt Are Useless Emotions
Insight
Jerry Colonna: Believing perpetual happiness is achievable worsens mental health
“It's that somehow that there's this achievable state where everyone feels great and happy all the time, and that is the biggest myth, and it actually exacerbates our search for mental well-being.”
Jerry Colonna Jul 27, 2020 ▶ 41:38 20VC: Brad Feld, Jerry Colonna and Tracy Lawrence on Depression and Mental Health, The Dangers of Tying Happiness To Milestones & Why Fear, Anxiety and Guilt Are Useless Emotions
Insight
Jerry Colonna: Isolating fear of failure converts normal struggle into depression
“Well, that fear of failure is almost a universal phenomena. And rather than seeing it as a means of actually empathetically connecting with other people in the industry, we inadvertently, and because of the shame producing phenomena, use it to isolate ourselve…”
Jerry Colonna Jul 27, 2020 ▶ 13:44 20VC: Brad Feld, Jerry Colonna and Tracy Lawrence on Depression and Mental Health, The Dangers of Tying Happiness To Milestones & Why Fear, Anxiety and Guilt Are Useless Emotions
Insight
Jerry Colonna: Achieving goals often causes anxiety to return even larger
“The problem is that we achieve that goal and then all of a sudden the anxieties come back larger.”
Jerry Colonna Jul 27, 2020 ▶ 19:17 20VC: Brad Feld, Jerry Colonna and Tracy Lawrence on Depression and Mental Health, The Dangers of Tying Happiness To Milestones & Why Fear, Anxiety and Guilt Are Useless Emotions
Insight
Jerry Colonna: VCs are complicit in creating negative founder dynamics
“I think that VCs would benefit from spending more time looking at their own behavior, looking at the ways in which they are complicit in creating the conditions they say they don't want.”
Jerry Colonna Nov 4, 2016 ▶ 16:45 20VC: CEO Whisperer Jerry Colonna on How Investors Mimic Aggressive Behaviour To Cover Insecurity and Why Vulnerability is Key To Success In VC
Insight
Jerry Colonna: Premature caregiving and early adulthood contribute to mental illness
“At a much earlier age, perhaps, than you were prepared for, you were thrust into a position of being a parent, taking care, being a caregiver. And that's an important statement that you just made, because while it's not the only root cause of mental illnesses,…”
Jerry Colonna Jul 27, 2020 ▶ 6:58 20VC: Brad Feld, Jerry Colonna and Tracy Lawrence on Depression and Mental Health, The Dangers of Tying Happiness To Milestones & Why Fear, Anxiety and Guilt Are Useless Emotions
Insight
Jerry Colonna: Genuine choice in work behavior requires full awareness of trade-offs
“And once you have consciousness, then you have choice. And if you choose to never take a vacation, Harry, do so consciously. If you choose to derive all of your self-worth and meaning from your job, do so consciously and fully conscious of the cost and benefit…”
Jerry Colonna Jul 27, 2020 ▶ 37:18 20VC: Brad Feld, Jerry Colonna and Tracy Lawrence on Depression and Mental Health, The Dangers of Tying Happiness To Milestones & Why Fear, Anxiety and Guilt Are Useless Emotions
Assertion Supported
CMG@Ventures launched first internet-only VC fund in 1995
“In January, 95, we launched a small 30, thirty-five million dollar fund, and it was the first Fun to focus exclusively on what was then segmented out as the internet”
Jerry Colonna Nov 4, 2016 ▶ 4:34 20VC: CEO Whisperer Jerry Colonna on How Investors Mimic Aggressive Behaviour To Cover Insecurity and Why Vulnerability is Key To Success In VC
Insight
Jerry Colonna: Sustained emotional compartmentalization leads to depression
“Living with a mask where the outer does not match the inner over a prolonged period of time, that leads to a notion of disassociation. And disassociative states can be, again, can be helpful, right? If I'm experiencing something I don't want to experience, it …”
Jerry Colonna Nov 4, 2016 ▶ 10:13 20VC: CEO Whisperer Jerry Colonna on How Investors Mimic Aggressive Behaviour To Cover Insecurity and Why Vulnerability is Key To Success In VC
Opinion
Colonna: Traditional unreflective VC behavior does not increase fund returns
“The current way of doing things isn't necessary. It Doesn't necessarily lead to better returns, which by the way is what the job is and is painful.”
Jerry Colonna Nov 4, 2016 ▶ 14:54 20VC: CEO Whisperer Jerry Colonna on How Investors Mimic Aggressive Behaviour To Cover Insecurity and Why Vulnerability is Key To Success In VC
Insight
Colonna: Emotional rapport is the essential criteria when choosing a mentor
“If you can establish that rapport with that person, then the intellectual piece is easy, but the key is to really have that emotional rapport with the person.”
Jerry Colonna Nov 4, 2016 ▶ 19:32 20VC: CEO Whisperer Jerry Colonna on How Investors Mimic Aggressive Behaviour To Cover Insecurity and Why Vulnerability is Key To Success In VC
Insight
Colonna: Outside parties cannot prescribe an individual's work-life balance
“It's presumptuous of anyone to say the way you're balancing things is incorrect. What is correct is for you to keep tuning in to yourself, to those voices, to And saying to yourself, how's this feeling right now?”
Jerry Colonna Nov 4, 2016 ▶ 22:29 20VC: CEO Whisperer Jerry Colonna on How Investors Mimic Aggressive Behaviour To Cover Insecurity and Why Vulnerability is Key To Success In VC
Disclosure
Jerry Colonna: Survived age-18 suicide attempt and late-thirties depression resurgence
“First, after a suicide attempt at 18, I entered therapy, and then later again, as I've shared a number of times in my late thirties, when the depression came back.”
Jerry Colonna Jul 27, 2020 ▶ 6:05 20VC: Brad Feld, Jerry Colonna and Tracy Lawrence on Depression and Mental Health, The Dangers of Tying Happiness To Milestones & Why Fear, Anxiety and Guilt Are Useless Emotions
Assertion Supported
CMP was the third company to sell web advertising in 1994
“We launched all 18 of our magazines on the web. So we were the only the third company to sell advertising on the web.”
Jerry Colonna Nov 4, 2016 ▶ 3:53 20VC: CEO Whisperer Jerry Colonna on How Investors Mimic Aggressive Behaviour To Cover Insecurity and Why Vulnerability is Key To Success In VC
Disclosure
Jerry Colonna discloses his teenage suicide attempt and hospitalization
“I had been very open about the fact that I had been suicidal in my teenage years having been hospitalized at one point for an attempt.”
Jerry Colonna Nov 4, 2016 ▶ 6:11 20VC: CEO Whisperer Jerry Colonna on How Investors Mimic Aggressive Behaviour To Cover Insecurity and Why Vulnerability is Key To Success In VC
Disclosure
Jerry Colonna stepped down from Flatiron Partners in 2001 due to depression
“I went to Fred and I said in the spring of 2001, I said, I can't continue. I can't do this.”
Jerry Colonna Nov 4, 2016 ▶ 6:31 20VC: CEO Whisperer Jerry Colonna on How Investors Mimic Aggressive Behaviour To Cover Insecurity and Why Vulnerability is Key To Success In VC

The other half of the tape: Jerry Colonna's own voice is left out of every number here. Other people bring the name up 32 times in 8 episodes on 20VC. every mention, with the transcript →

Who brings them up most Moisey Uretsky 9Brad Feld 7Harry Stebbings 5Semil Shah 4John Fein 3Jeff Fagnan 3Tristan Handy 1

Every mention by year

tap a year for its mentions
001022042016201720182019202020212022episodesmentions
0242016201720182019202020212022episodes it came up in
00521042016201720182019202020212022episodesmentions per episode
2022 1 mention in 1 episode
2020 1 mention in 1 episode
2019 18 mentions in 4 episodes 5 per episode
2018 3 mentions in 1 episode
2016 9 mentions in 1 episode

Appearances (2)

EpisodeDateSpeaking time
20VC: Brad Feld, Jerry Colonna and Tracy Lawrence on Depression and Mental Health, The Dan Jul 27, 2020 10m
20VC: CEO Whisperer Jerry Colonna on How Investors Mimic Aggressive Behaviour To Cover Ins Nov 4, 2016 15m
Made with StarZero

Turn any episode into a week of clips.

This entire site, over 1,200 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.

Try the podcast clipper Learn more