Luxury bags as assets, explained with data.
- Top 5 bags ranked by data
- Your first luxury bag: Safe, Smart, or Trend Bet
- Birkin vs Hermès stock, 10 years of returns
- Buy, hold, or sell? (you send me your bag)
Disgustingly Ambitious · AI x Fashion
Your wardrobe is a portfolio.
Luxury, read like a balance sheet. I use AI and real market data to show ambitious women what to buy, what holds its value, and what the fashion houses are really doing. Want it, then make it make sense.
Buy assets, not expenses.
A great bag can resell above what you paid.
Data over vibes.
Every pick is backed by resale reports, price history and demand data.
Dress for the room you're walking into.
The board meeting, the stage, the investor dinner.
What I'll show you here
Fashion houses covered like tech companies.
- Predict the Quarter (earnings season)
- The Creative Director Effect
- Hermès vs Kering: why one thrives
AI connecting what's popular to what makes money.
- Hype vs Hold matrix
- How long a trend lasts
- Why dupes are a sell signal
What women CEOs actually wear, and why it works.
- Power dressing decoded
- AI dressed me for my board meeting
- The boardroom bag
How luxury brands use AI, and where they should.
- Ask Ralph, Ralph Lauren's AI stylist, reviewed
- Digital Product Passports
- Is your brand visible to AI?
Tools tested so you don't have to.
- ChatGPT vs Google virtual try-on
- The best closet apps
- Check a bag's value in 30 seconds
I build the tools I talk about, with AI, in public.
- Building Carry Value with AI
- Women who pivoted into fashion tech
Ep. 01 · Smart Buys
Top 5 bags to buy, and how AI picked them
I had AI score luxury bags on three lenses: resale value, pricing power, and designer risk. The Chanel Classic Flap didn't make the list. Number one resells better than a Birkin.
- 1Goyard Saint LouisSmart173% kept
- 2Hermès Picotin LockSafe112% kept
- 3Louis Vuitton NeverfullSmart158% kept
- 4The Row MargauxSmart107% kept
- 5Chanel 25Trend Bet102% kept
Value kept = resale price ÷ current retail. Source: Rebag Clair Reports 2024 and 2025.
The three lenses
1
Resale value
What you'd get back if you sold it tomorrow. Above 100%, you didn't spend money. You parked it.
2
Pricing power
Does the brand raise prices every year? When the new one costs more, yours is worth more. Only if resale keeps up.
3
Designer risk
When a creative director leaves, their era's bags can crash. Buy bags that don't depend on one person.
Get the next Smart Buy before it trends.
Fashion for the Ambitious is education and entertainment, not financial advice. Prices and resale values change; check live listings before you buy or sell.