Sample · Part 2 of 4 · Founder Memo
Cellar Fundraising Memo
$8–15M Series A. What you should know before you start emailing investors.
Bottom line
The strongest thing you can put in front of an investor is that your inventory compounds on your own shelves.
Every collector who stores a cellar with you becomes a seller who lists without friction and a buyer who comes back, and that physical custody is the one thing an auction house cannot copy without building warehouses it has no reason to build. Almost nobody in this category has that, and it is why you are fundable on a revenue line that, by itself, reads early.
That fact only lands with the right audience. Investors who price off trailing GMV will see a small marketplace and pass. Investors who back network effects, founder-market fit, and a defensible wedge will see the custody flywheel and lean in. The entire raise is reaching the second group and not burning weeks on the first.
So: raise now, and raise carefully. Now, because the team, the category timing, and the custody story are ready today. Carefully, because two questions follow you into every room, and a soft answer to either one quietly ends the meeting: is your repeat-buyer strength real loyalty or a few whales, and does custody make money or just buy listings. Neither requires building anything new. Both require being airtight before you send the first email.
What would sink this raise
The repeat-buyer number turns out to be a handful of collectors.
Your ~40% repeat-buyer GMV is your best stat, but if a sharp investor learns it's ten people, it flips from "loyalty" to "concentration risk" and the meeting cools without anyone telling you why. The fix is one slide: repeat buyers as a count, not just a percent of dollars, with the base broadening over time. Show the curve widening, not deepening on a few accounts.
Custody looks like a cost center wearing a marketplace costume. If custody is subsidized to win listings, your real take rate is lower than it looks, and the first investor who models warehousing, insurance, and climate control concludes the unit economics are thinner than the deck. Have the answer: what custody costs you, what it earns, and why the attach rate makes the whole marketplace stickier even if storage runs near breakeven.
You let the round become single-thesis. If you lead every meeting with "wine investing," you attract alt-asset tourists and scare off the consumer funds who'd actually anchor the round. The most valuable check you can land is a brand-name consumer-marketplace fund, because it tells every other investor this is a real marketplace, not a niche collectible play. Lead with the marketplace; let the asset angle be a bonus, not the headline.
What to have ready before you send a single email
These are the artifacts that turn your two biggest risks into non-issues. None requires building product. All of them need to exist before the first meeting, because you only get one first impression with the funds that matter.
- The repeat-buyer breadth slide. Repeat buyers as a head count and as a share of GMV, with the base widening month over month. This is the answer to your single most dangerous objection; lead with it.
- The custody economics, in two numbers. What it costs to store a bottle, what custody earns per bottle, and the blended take rate as attach climbs. Rehearse the version where storage near breakeven is fine because it locks in supply.
- The flywheel curve. Bottles under management compounding, and the share of listings that come from already-stored inventory. This is your strongest slide; make it the one they remember.
- The "why we win if Sotheby's launches an app" answer. Nobody puts it on a slide and everyone eventually asks. Have the version where your moat is the physical inventory and the grading trust, not software an incumbent can ship in a quarter.
- An authentication-and-loss trace. What happens when a bottle is fake, damaged, or disputed: who eats it, how often it happens, what it costs. The sharpest funds probe this early; a fuzzy answer reads as a business you don't fully control.
If you can't yet show repeat-buyer breadth cleanly, don't dress up the percentage. Lead with the honest count and the trend, and name the gap. A clean, modest number that's widening survives diligence; a flattering percentage that turns out to be whales ends it.
My bet
I think you get funded. The biggest check most likely comes from a consumer-marketplace fund, with Forerunner or a16z's consumer practice the names to beat; one moves first and sets the round. On a $12M raise, expect that lead at $5–7M, a second institutional check around $3M, and the rest across smaller checks and a strategic or two from the wine or collectibles world. Eight to twelve names at close.
Plan around two consequences. First, the funds most likely to back you are the ones sharp enough to model custody as a real business, so your economics have to survive them, not the average investor. Second, your instinct will be to lean into the romance of wine, and that's backwards. The deck that wins opens on the custody flywheel and the repeat-buyer curve and treats the category romance as texture. If you walk in selling the passion, you've lost the room before you start.
Two calls to make now. If a top consumer fund leans all the way in, take it over a larger check from an alt-asset fund; it's worth more to everything that comes after. And give the wine-world strategic (a distributor, a major retailer, an auction veteran) more attention than its check size suggests, the supply and credibility it can unlock is worth more than the money.
What investors will get wrong
Each misread is an opening. Correct it in the room and you change how the deal gets evaluated by default.
They'll think you're a nicer auction site. Filed next to Sotheby's or WineBid, you get underwritten as a thin-margin listings business. Reframe it as a custody-and- trust platform: you hold the inventory, you certify it, and that's why supply and demand both compound on you. Spend your first ten minutes there. Every number reads differently once they accept that frame.
They'll anchor on trailing GMV. It's the least informative number you have at this stage. Point at the curve instead: bottles under management compounding and repeat buyers widening. Make the slope the headline, not the absolute.
They'll treat wine as a niche. Some will romanticize it, some will dismiss it as a rich-person hobby; both are distracted from the business, which is authentication infrastructure for a large, fragmented, high-value category. Lead with the marketplace mechanics and let the category be the size of the prize, not the pitch.
They'll underprice you as founders because the category looks sleepy. A team that has run authentication at StockX and provenance at Sotheby's is the rarest possible fit for this exact problem, and investors pattern-match founder-market fit badly in categories they think of as old-world. Connect your operating history to the wedge explicitly. Don't make them find the parallel; hand it to them.
Investor prioritization
The detailed names, tiers, and sequence live in the Target List. Here is the posture to hold while you run it.
Lead with the marketplace funds, not the asset funds. Your round is decided by one or two checks, and the most valuable is a brand-name consumer-marketplace lead, because it reframes you from "wine thing" to "real marketplace" for everyone behind it. The alt-asset funds are a real source of capital but a weaker signal; keep them in a parallel lane, not at the front.
Protect the consumer-fund lane. It's the one that's easy to lose. Alt-asset and strategic money can move fast and flatter you, and if you let it close the round, you inherit the next-round burden of proving you're more than a collectible niche. One brand-name consumer check is worth more than a faster, bigger check from a fund nobody recognizes.
Spend nothing on the wrong rooms. Pure fintech funds will force a fractional-investing story you don't want to tell. Growth and late-stage funds need scale you don't have. Generalist seed funds can't lead this size. Hobbyist angels are a mid-raise time sink. Each one costs you the weeks your story is freshest; the Target List names them so you don't rediscover them by accident.
Where I would spend my time
Most of your hours go to the consumer-marketplace lane and almost none to converting alt-asset skeptics. The thing that moves the outcome isn't more meetings, it's one brand-name consumer check and clean evidence that the repeat-buyer base is widening. Those two do more for the round than fifty more conversations, so prepare for them before you widen the funnel.
Watch one signal above all: if meetings are easy to get but nobody moves to diligence, the problem is never volume. It's the framing or the custody economics. When that happens, stop emailing and fix the answer before you send another note.
