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Hello, I'm Reggie.Charlottesville, Virginia

We build the world we live in. I don't think we've lived in the best version yet.

Apparently I'm in my projects era. I've always had a lot of ideas, but lately I've been working on bringing them to life.

Reggie Leonard laughing at a dinner table, a wine bottle in hand My superpower is paying attention.
At the table, where a lot of good ideas begin.01 / Keep looking

I like ideas before they're fully baked.

Right now, I'm learning whatever I need to learn to make a first version, get it out of my head, and put it somewhere somebody else can actually see, use, react to, or build on.

I don't need every project to become a company, or even a forever thing. I'm exploring what happens when I take an idea seriously enough to make it real.

Ultimately, in an ever-evolving world, I'm always looking for gaps, and other opportunities to build, shape, and refine where else we might explore. And I dig doing that with others.

Things I've made.

My interests are incessant: wine, software, research, teaching, gatherings. I enjoy adding form to ambiguity, and finding clear signals in the midst of uncertainty.

01

CARTA

Wine map + knowledge system
CARTA project artwork with an orange route connecting places and knowledge nodes

CARTA is the map I wanted while learning wine. It connects places, grapes, people, producers, laws, practices, and history, then shows where those connections came from.

See CARTA →
02

Oenoverse

Wine education + gatherings
A joyful group gathered at Two Up Wine Down in Charlottesville

Two Up Wine Down brings wine, food, music, and a lot of people together in Charlottesville.

See Two Up Wine Down →

We started Oenoverse to expand who gets to learn, work, and feel at home in Virginia wine.

Visit Oenoverse →
03

Rough Draft

Career guide + AI
Rough Draft project artwork with handwritten revisions and an orange editing mark

A career guide for leveraging AI tools to navigate what's next, without turning off your brain. You do the thinking, and AI plays a supporting role.

See Rough Draft →
04

The Parallax Project

Wine made with Lance Lemon
Reggie Leonard and winemaking collaborator Lance Lemon talking beside a green vintage truck in a vineyard

My buddy Lance and I have a commercial wine project. We're making white wine, red wine, and rosé from the same grapes. Same raw materials, approached from completely different perspectives.

Visit The Parallax Project →
05

Reading Natural Wine

A sixteen-part course
Reading Natural Wine project artwork mapping people, places, farming, cellars, time, and access

Natural Wine is somehow undefined, and ubiquitous. I wanted to wrap my head around it, so I created a 16 module course, naturally.

See Reading Natural Wine →

Coffee, records, photographs, dinner.

I make pour-overs every morning (light roasts, of course), I've been in a cookbook club with 6 friends for 7 years, and I dig listening to music whole albums at a time. You can find me at art galleries, live shows, community festivals, or going on long walks around any city I'm in.

Reggie Leonard smiling through an arrangement of wine bottles and a glass
Wine, among other things.
Records and printed matter filling wooden bins in a shop
A recent record-store discovery: The Smiths.
Letterpress machines at the entrance of a print shop
Attention is an undervalued form of love. - Esther Perel

What's got you stuck?

An idea you keep coming back to. A question without a neat answer. Something you want to make but haven't found the shape of yet. Something you've made some traction on, and could use another set of eyes, or hands...I love that stuff.

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Tell me about yourself. No, seriously.