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Braden Dennis — How One Frustrated Investor Democratized Wall Street's Data

"I don't want to build a scoring system that tells you if a stock is good or bad" — the CEO of Fiscal AI on why owning the data content is the moat, and on the two numbers that let him ignore every headline about the card networks.
2026-JAN-28 · Talking Billions · host Bogumil Baranowski (Blue Infinitas Capital) · guest Braden Dennis (founder & CEO, Fiscal AI) · 76:27 · ▶ Watch · transcript · actionable insights
One-line take: This is a practitioner-operator interview, not a market call — Dennis states only a handful of real positions and one detailed case study, and the rest is research method and industry structure. The positions: he has been a long-term shareholder of V and MA ("probably two of the most brilliant businesses ever created"), holding "for decades potentially", and he dismisses the interchange-cap headlines as noise because the only two things he tracks — combined total transaction volume at the $27–30tn scale and total cards in force across Visa, Mastercard and AXP — are unaffected. The case study is UBER: he was publicly wrong for about two years ("a ZIRP phenomenon, venture-backed subsidized, terrible unit economics"), then the KPI data changed his mind — take rates doubled while total trips tripled — and he became a shareholder while "the consensus on the street was that Uber's never going to make a dollar." He is researching ABNB ("starting to look pretty interesting") but the punchline of his own cross-comparison is that BKNG, not Airbnb, has grown gross bookings fastest off the COVID lows — "that is not a thesis that I would have come in with." Two stated negatives: he screens metals and mining out because junior mining is "boom bust… more like a lottery ticket" (a sector view, not a security view), and he calls technical analysis "astrology more than investing". On the business: three chapters — Yahoo Finance on steroids, the viral LLM chat product (60,000 signups in 48 hours), and now owning the data layer, which he says is the only reason a challenger can take share, because a buy-sider's compliance team needs to click a cell through to the filing. Two days of data latency compressed to two minutes; 96TB stored, 2.4m SEC filings; ~150,000 users, ~50 employees, a $46bn/yr industry. Timestamps link into the video.

1. Stocks & names mentioned

TickerNameResearchViewWhat he saidAt
VVisa Inc.QT · SA · STK · FAPositiveA disclosed long-term holding and his own worked example of blocking out headline noise. "I've been a long-term shareholder of Visa and Mastercard. I've owned them both for a long time. I think they're probably two of the most brilliant businesses ever created." Against recent negative news about a potential interchange cap he sets two metrics: combined total transaction volume "at the 27 to I think combined 30 trillion scale across those two companies", and total cards in force. "If anything is threatening those two metrics for these three companies, then I'll pay attention… But until then, I'm just holding them for decades potentially." He adds that he thinks the price paid is reasonable and that the unit economics are what make it work. Visa is also the walk-through name on the platform demo — $16.7tn of transaction volume in the segments view, and a September-25 quarter net revenue that came in at exactly $40,000,000,000.48:36
MAMastercard IncorporatedQT · SA · STK · FAPositiveHeld on exactly the same terms as Visa and always named in the same breath — "I've owned them both for a long time… probably two of the most brilliant businesses ever created," held "for decades potentially." The monitoring is one shared dashboard: total transaction volume and total cards in force stacked across Visa, Mastercard and American Express. Anything short of a structural break in those two numbers he treats as noise, including the interchange-cap headlines that he says would mostly hurt the banks administering the cards and the end consumers.48:36
UBERUber TechnologiesQT · SA · STK · FAPositiveA shareholder, and the interview's central case study in changing your mind on data rather than narrative. "I said to myself Uber is a ZIRP phenomenon, venture-backed subsidized, terrible unit economics business. I said that to myself when it was public for about two years" — then the KPIs turned him: "take rates doubled while the trips tripled. That's a rare kind of KPI you see from a business, to be able to double their pricing power and usage triple… Oh wow, this company's actually about to get really profitable." He bought while "the consensus on the street was that Uber's never going to make a dollar." He also names his exit trigger on it: an autonomous-vehicle hit would show up in the same trips metric — "or even worse, they stop reporting or stop disclosing the number… I would be very much so looking for the exit before other people are."39:50
AXPAmerican Express CompanyQT · SA · STK · FANeutralTracked, not stated as a holding — the distinction matters. Amex is the third name in his payments dashboard: "I have a dashboard where it's payments, which stacks up total transaction volume for Visa, AXP and Mastercard… as well as total cards in force across those three companies." He says "these three companies" when describing what he monitors but "them both" when describing what he owns, and he never claims a position in Amex.49:30
ABNBAirbnb, Inc.QT · SA · STK · FANeutralActively under research, no position stated, and the name his own data pushed back on. "Airbnb has been a company that's starting to look pretty interesting for me. So, I've been doing some more research" — the research being a saved cross-company chart of gross bookings across Expedia, Booking Holdings and Airbnb. "This gives me an idea of like, oh, I think Airbnb is growing the fastest, but what I actually realized is Booking's growing the fastest off the COVID lows. That is not a thesis that I would have come in with." He guesses most people off the street would say Airbnb too: "the data tells you otherwise."1:05:37
BKNGBooking Holdings Inc.QT · SA · STK · FANeutralThe surprise winner of his own comparison, stated as a fact about the numbers rather than as a stance: "what I actually realized is Booking's growing the fastest off the COVID lows" on gross bookings, against Airbnb and Expedia. He gives no view on the stock and no position; the point he draws is methodological — "this is a really nice place to understand narratives and real factual numerical data."1:06:07
EXPEExpedia Group, Inc.QT · SA · STK · FANeutralThe third leg of the saved "travel aggregators" chart, named only as a comparator: "I like to keep track of gross bookings across Expedia, Booking Holdings, and Airbnb and see which ones have grown the fastest… off which base, off which take rate? And they disclose all of these numbers for investors." No view on the stock.1:05:37
LUVSouthwest Airlines Co.QT · SA · STK · FANeutralUI demonstration only — no view expressed. Pulled up live to show what a COVID collapse and recovery looks like as a chart rather than a table ("I just pulled up Southwest the airline. It's interesting visually"), and again as the example for querying a single earnings transcript or slide deck side-by-side with a custom AI prompt.55:59
AMZNAmazon.com, Inc.QT · SA · STK · FANeutralIllustration only — no view expressed. Used twice as a stand-in for "a company that just reported": the incumbents' manual data factory when "the Amazon 10-K comes in", and the latency claim — "when Amazon does report their numbers at the close today… you're going to get it at 4:02 p.m., not 4:02 PM in three days from now."30:23
TSMTaiwan Semiconductor Manufacturing Co.QT · SA · STK · FANeutralUI demonstration only — no view expressed. The name that happened to be sitting in the dashboard's notifications panel during the demo: "Taiwan Semiconductor just posted this event. Okay. Let's look at what that is. Oh, it's their Q4."1:09:17
FDSFactSet Research Systems Inc.QT · SA · STK · FANeutralNamed as the incumbent he is trying to displace, not as a stock. Chapter three of his company is "can I build AI native FactSet better, faster, cheaper across the board"; the "Bloomberg killer products… have not actually been able to take material market share away or compete with the FactSets of the world" because they license rather than own the data. His description of their production process — Joe takes the income statement, Sally the cash flow, "and by the way, we have 200 other companies that just reported" — is the process he says AI removes. No investment view is expressed either way.22:17
BloombergBloomberg L.P. (private)NeutralPrivate, and named only as the industry's benchmark incumbent — the host introduces Fiscal AI as "competing directly with giants like Bloomberg and FactSet", and Dennis coins the category for everyone who has tried: "what I'll call air quotes right now… Bloomberg killer products have not actually been able to take material market share away." Financial data as a whole he sizes at "a $46 billion a year business", with five big incumbents acting as "the arms dealer in this industry."22:17
Fiscal AIFiscal AI (private; venture-backed) — his own companyNeutralHis own private, venture-backed company — listed for the record, not as an investable stance. "At its core, we are a financial data and financial information business," consumed three ways: a terminal, an Excel add-in, and a data-feed API that other fintechs license. ~150,000 users and ~50 employees, every full-time employee holding equity. Three chapters: Yahoo Finance on steroids; the viral ChatGPT-era chat product (60,000 signups in 48 hours) which he then cancelled contracts on; and now owning the data layer — "yes, it's data in the public domain but we've put together the data set and own all that IP." 96TB stored, 2.4m SEC filings, two-day industry latency compressed to two minutes.44:22

"View" is Braden Dennis's stance in this interview (Positive / Neutral / Negative), not a price rating. He is a practitioner-operator, not a strategist: only V, MA and UBER are stated holdings. AXP appears in his monitoring dashboard but is deliberately not recorded as a position — he says "them both" of Visa and Mastercard and "these three companies" of what he tracks. LUV, AMZN and TSM are UI demonstrations only and carry no view; FDS and Bloomberg are competitors, not picks. His one genuine negative is a sector, not a security: he screens metals and mining out entirely — "I don't like junior mining. I think it's just so boom bust, hard to make money. It kind of feels more like a lottery ticket unless you're in the industry" — so it gets no row. He is equally blunt that his platform is "completely useless if you're looking to draw some technical analysis on a chart", which he calls "astrology more than investing". Research: QT Qualtrim · SA Seeking Alpha · STK Stock Analysis.

2. Talking points

0:00 Cold open — "you own the data"

7:56 The host's frame — Ben Graham's 1955 Senate hearing

9:02 A math kid outside Toronto, and engineering for optionality

10:29 The mission — capitalism is not zero-sum, so own assets

13:02 The host's formative book — One Up on Wall Street

14:27 The leap — build it on nights and weekends first

15:57 Persistence math — episode 21, and Mr. Beast's hundred videos

18:12 Chapter one — Yahoo Finance on steroids

19:05 Chapter two — the viral AI chat product, 60,000 signups in 48 hours

20:09 The arms dealers of a $46bn industry

21:15 Killing a working product to go after the data layer

22:17 Why owning the content is the moat — the buy-sider's compliance test

25:42 Why now — a reasoning layer replaces the data factory

28:11 The scale — 96 terabytes, 2.4 million SEC filings

29:49 Two days to two minutes — and the three ways data is consumed

35:34 No scoring, no verdicts — the feature customers ask for and don't get

38:25 Company-specific KPIs — the Substack-screenshot problem

39:50 The Uber reversal — take rates doubled while trips tripled

41:11 The exit trigger — when they stop disclosing the number

43:17 Fundamentals only — technical analysis as "astrology"

47:21 The eight-things template — simplify in order to hold

48:36 Visa and Mastercard — two metrics that outrank every headline

50:22 Decades of holding, checked quarterly

52:48 The walk-through — financials, then segments and KPIs

57:08 Filings and IR — query the document, not the whole model

58:49 Every number traced back to the filing — and the $40,000,000,000 that looked fake

1:02:30 Screen to exclude — GARP by style, and no junior mining

1:04:59 Cross-comparison — the travel aggregators, and the answer he didn't expect

1:08:16 Dashboard, watchlists, notifications — and what's coming

1:11:03 Success — 50 employees, all of them shareholders

1:14:45 The free plan now gives 10 years of history

3. In plain English

V — Visa Inc. Positive

Visa does not lend money and does not issue cards. It runs the network that moves a payment from your bank to a shop's bank, and takes a tiny slice of every transaction that crosses it. That means its economics scale with two simple things: how much money flows across the network, and how many cards exist that can put money onto it.

Dennis has owned it for years and expects to keep owning it "for decades potentially" — he calls Visa and Mastercard "probably two of the most brilliant businesses ever created". What makes his version of the thesis useful is that he has written down, in advance, the only evidence that would change his mind: combined total transaction volume across the networks (he tracks it at the $27–30 trillion scale) and total cards in force. Everything else is noise to him.

That includes the recent headlines about a possible cap on card interchange — the fee merchants pay on each swipe, which is shared with the bank that issued the card. He does not argue the news is wrong; he argues it does not touch his two numbers, and that the pain would mostly land on the banks administering the cards and on consumers. He also says the price he is paying looks reasonable. So the position is not "ignore regulation" — it is "here is the specific measurement that would tell me the regulation actually mattered, and it hasn't moved."

MA — Mastercard Incorporated Positive

Mastercard is the same kind of business as Visa — a toll road for payments rather than a lender — and Dennis treats the pair as one position. He has held both "for a long time", names them together every time, and monitors them on a single dashboard that stacks total transaction volume and total cards in force across Visa, Mastercard and American Express.

The interesting part is the discipline rather than the pick. Rather than reacting to each new headline about fee regulation, he reduced two enormous businesses to two operating numbers, decided in advance what a genuine threat would look like in those numbers, and now only re-engages when something "structurally" moves them. He describes checking the score once a quarter as the right frequency — often enough to stay on the story, rare enough to avoid decision paralysis.

Note what he does not say: he gives no target price, no valuation call beyond "a reasonable price, which I think they are", and explicitly disclaims investment advice. The thesis is unit economics plus a monitoring rule, held over decades.

UBER — Uber Technologies Positive

This is the interview's best story, and it is a story about being wrong. For roughly two years after Uber went public, Dennis dismissed it out loud as "a ZIRP phenomenon" — a business that only looked viable because interest rates were near zero and venture investors were subsidising cheap rides — with "terrible unit economics".

What changed his mind was two operating numbers rather than any narrative. Total trips on the platform were tripling. At the same time the take rate — the share of each fare Uber keeps rather than passing to the driver — doubled. Those two usually fight each other: raise your cut and customers use you less. Getting both at once is the rare signal that a company has genuine pricing power and genuine demand, and it told him profitability was arriving. "Oh wow, this company's actually about to get really profitable." He became a shareholder while "the consensus on the street was that Uber's never going to make a dollar."

He is equally explicit about how he would leave. The same trips metric is where a robotaxi threat would show up first. And there is a second, subtler trigger: if Uber simply stopped publishing the number, he treats that as the sell signal — "I would be very much so looking for the exit before other people are." A company that quietly discontinues its own headline KPI is usually not doing so because it flatters them.

ABNB — Airbnb, Inc. Neutral

Airbnb is the one name he says he is actively working on — "starting to look pretty interesting for me. So, I've been doing some more research" — but he states no position and reaches no conclusion on the record, so this is a research-in-progress mention rather than a recommendation.

The way he researches it is the transferable part. Instead of studying Airbnb alone, he built a chart comparing gross bookings — the total value of travel booked through a platform, before the platform's own cut — across Airbnb, Booking Holdings and Expedia, and asked which is growing fastest, from what starting base, and at what take rate. All three companies disclose those numbers themselves.

The result went against him: Booking, not Airbnb, has grown gross bookings fastest off the COVID lows. "That is not a thesis that I would have come in with." He notes most people asked cold would guess Airbnb too. The lesson he draws is not about Airbnb's quality — it is that a widely-held industry narrative is cheap to test against the companies' own disclosures, and worth testing before you own anything.

BKNG — Booking Holdings Inc. Neutral

Booking Holdings owns Booking.com and the other large online travel agencies, and it earns a commission on travel booked through its sites. Dennis holds no stated position and offers no view on the shares — it appears here purely as the answer his own data gave him.

Comparing gross bookings across the three big travel aggregators, Booking is the fastest grower off the COVID lows, ahead of Airbnb, which was the intuitive answer and the wrong one. "The data tells you otherwise."

Treat it as a lead rather than a call: a company outgrowing the peer everyone assumes is the growth story, discovered by putting three disclosed metrics on one chart. That is exactly the kind of gap between narrative and numbers he says the cross-comparison view exists to surface — and it is the point at which real research on the name would start, not end.


Compiled from the public YouTube video for personal study. Stances are Braden Dennis's own as stated on Talking Billions on 2026-01-28; he discloses long-standing positions in Visa, Mastercard and Uber and states repeatedly that none of it is investment advice. He is the founder and CEO of Fiscal AI, the platform demonstrated throughout, and the show discloses Fiscal AI as a sponsor. Not investment advice.