Chris Riccobono

2 appearances on the record.

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

20statements → 12claims → 2claims resolved → 4.05/5average certainty → 1.55/5average debate potential → ≈4.5/5argument clarity, estimated →

0 supported 2 partly supported 0 contradicted 3 not yet assessed 7 not checkable as stated how the 12 claims stand · each chip opens the sources

1 prediction · 11 assertions · 5 insights · 3 disclosures · every statement was checked. The prediction and assertions are the 12 claims: statements the public record can support or contradict. 2 are resolved, 3 are not yet assessed, and 7 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 Chris argues and how the claims held up. Everything they said, and everything said about them, is in the tabs below.

Expressed certainty vs assessment result

none yet certainty 1
none yet certainty 2
50% certainty 3
50% certainty 4
none yet 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 Chris Riccobono on measured tape to publish a rate. This says nothing about how they speak.

Everything Chris Riccobono said on How I Built This that made the record, most notable first. Filter by type, assessment or year in the ledger →

Assertion Not checkable as stated
Untuckit Lost $9M to Tariffs and De Minimis Rule Changes
“We had about nine million that was pulled out of our bank account that we had no line of sight to. And that was for two reasons. One, the normal tariffs, but then also Trump removed in the middle of the night, this three, two, one de minimis rule, which you co…”
Chris Riccobono Jul 30, 2026 ▶ 2:27 Advice Line with Chris Riccobono of UNTUCKit
Assertion Open · timeframe Jul 2029
Golf Apparel Brands Can Generate $150M Solely Through Pro Shops
“Greengrass Golf Shops, which is, for those of you know, the golf brands, the Peter Millar's, the Johnny O's you can do, you know, a hundred and fifty million north in just those shops.”
Chris Riccobono Jul 30, 2026 ▶ 3:48 Advice Line with Chris Riccobono of UNTUCKit
Insight
Fundraising Is Easier During 4x Growth Spurts Than Incremental Stages
“Get the cash in the door while you were, while you went from a hundred to 400, because it'll be a lot easier than when you go from 400 to 500 or 600.”
Chris Riccobono Jul 30, 2026 ▶ 16:24 Advice Line with Chris Riccobono of UNTUCKit
Insight
Lower-Line NHL Players Are Inexpensive to Sign for Brand Endorsements
“NHL, you're in a great place. They're not expensive anyway, right? They're just not, what you have to pay them compared to these other guys. You go to guys who are maybe, you know, The third, fourth line. You can get them for nothing.”
Chris Riccobono Jul 30, 2026 ▶ 41:27 Advice Line with Chris Riccobono of UNTUCKit
Assertion Not checkable as stated
Riccobono: Apparel brands allow 2-3 inch size variances to save money
“If you measure 10 shirts from most companies and a large, same color, same shirt, you'll see a major variance of two to three inches because cotton grows and these companies don't want to spend the extra money to do the quality control needed To make sure that…”
Chris Riccobono Jun 23, 2025 ▶ 16:14 UNTUCKit: Chris Riccobono
Insight
Riccobono: Slow early growth saved UNTUCKit from fatal product defects
“The only reason we survived is because those years we were so small, so we were able to perfect the shirt before we became known.”
Chris Riccobono Jun 23, 2025 ▶ 34:35 UNTUCKit: Chris Riccobono
Insight
Riccobono: Consumers convert when they perceive a brand is larger than it is
“That Opinion from a consumer makes them convert when they feel that you're bigger than you are.”
Chris Riccobono Jun 23, 2025 ▶ 37:48 UNTUCKit: Chris Riccobono
Assertion Not checkable as stated
Riccobono: UNTUCKit reached $53M revenue on $1.3M friends-and-family capital
“No, all friends and family, and doing about fifty three million. Now, the equivalent, I'm not gonna name brands, was, had raised about two hundred million.”
Chris Riccobono Jun 23, 2025 ▶ 40:35 UNTUCKit: Chris Riccobono
Assertion Partly supported
Competitors copied UNTUCKit's untucked shirt style for Spring 2019 campaigns
“Every single competitor, Vineyard Vines, J.Crew, Banana Republic, just go on. Everyone led their 2019 spring campaign with shirts meant to be worn on tuck.”
Chris Riccobono Jun 23, 2025 ▶ 55:45 UNTUCKit: Chris Riccobono
Prediction Open · timeframe Jun 2028
Riccobono: UNTUCKit will become a billion-dollar brand
“And the reason I say that is, I really believe that this is going to be a billion dollar brand. I still do.”
Chris Riccobono Jun 23, 2025 ▶ 59:24 UNTUCKit: Chris Riccobono
Disclosure
Riccobono: Kleiner Perkins advised UNTUCKit to fund growth with debt
“And I owned, by the way, a lot of the company, because we, when Kleiner put on eight million, they were very adamant, our main investor, to say, this company's doing well, do not dilute, like, let's just raise with debt. So we took on debt, because we had a pl…”
Chris Riccobono Jun 23, 2025 ▶ 1:00:59 UNTUCKit: Chris Riccobono
Insight
DTC apparel brands must enter wholesale to reach billion-dollar scale
“You have to go into wholesale eventually. If you want to scale to that level to a billion dollar brand”
Chris Riccobono Jun 23, 2025 ▶ 1:09:29 UNTUCKit: Chris Riccobono
Disclosure
UNTUCKit Will Sell in Department Stores for the First Time
“We'll be in department stores for the first time ever.”
Chris Riccobono Jul 30, 2026 ▶ 3:05 Advice Line with Chris Riccobono of UNTUCKit
Assertion Not checkable as stated
UNTUCKit Reached $500K in Revenue Before Raising Outside Capital
“Untucket went from 90 to 300 to 500 And that's when we raised money, when we went to three million.”
Chris Riccobono Jul 30, 2026 ▶ 13:57 Advice Line with Chris Riccobono of UNTUCKit
Assertion Not publicly verifiable
UNTUCKit grew revenue from $90K to $15M over five years
“We grew unbelievably slow, you know, 90,000 dollars 300,000 dollars, 500,000 dollars. [2029] Guy Raz: This is year one, two, three. [2030] Chris Riccobono: Yeah, then you know, 3,000,015, and up from there.”
Chris Riccobono Jun 23, 2025 ▶ 33:41 UNTUCKit: Chris Riccobono
Assertion Partly supported
Riccobono: UNTUCKit opened 90 retail stores in two and a half years
“That store did so well in Soho that one year, in three months, that I said, we are now going to open this, that's another X million dollars in revenue, we're going to open five more, and then we opened 90 stores in, I think, two and a half years.”
Chris Riccobono Jun 23, 2025 ▶ 47:46 UNTUCKit: Chris Riccobono
Assertion Not checkable as stated
Riccobono: 70% of early customers refused to buy without physical stores
“Even though all these people were yelling and screaming about it going away, I had 70% of my emails where I'm not buying you until I touch and feel your product.”
Chris Riccobono Jun 23, 2025 ▶ 48:14 UNTUCKit: Chris Riccobono
Assertion Not checkable as stated
Riccobono: UNTUCKit achieved profitability across 2022, 2023, and 2024
“We are now profitable in 22, and we were significantly profitable in 23, even though the year wasn't what we wanted because we didn't market, and 24, we were profitable, and this year is an exciting year.”
Chris Riccobono Jun 23, 2025 ▶ 1:08:54 UNTUCKit: Chris Riccobono
Disclosure
Riccobono plans to eventually sell or seek an acquisition for UNTUCKit
“Yeah, no, I will definitely want to get acquired or, and sell and kind of make this an ultimate. Now it's become, I need this now to get over this, you know, you don't want to be the person who's going to sell for something and then sell for nothing or sell. S…”
Chris Riccobono Jun 23, 2025 ▶ 1:10:40 UNTUCKit: Chris Riccobono
Assertion Not checkable as stated
Early UNTUCKit Customers Used the Brand's First Shirts as Car Rags
“Well, actually, when people started wearing them and saying that they now used it for a rag for their car, that's when it really but you know, it's funny, you know, it's funny.”
Chris Riccobono Jul 30, 2026 ▶ 44:30 Advice Line with Chris Riccobono of UNTUCKit

Appearances (2)

EpisodeDateSpeaking time
Advice Line with Chris Riccobono of UNTUCKit Jul 30, 2026 13m
UNTUCKit: Chris Riccobono Jun 23, 2025 41m
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