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What Actually Changes When a Winery Moves to Shopify POS?
What Actually Changes When a Winery Moves to Shopify POS? When a winery switches to Shopify POS, they think they’re changing software. What they’re actually changing is workflow.
Over the past several weeks, I’ve been documenting what this transition looks like here in Washington, in real tasting rooms with real staff and real inventory. If you’re evaluating a move to Shopify POS, here’s what actually changes, and what doesn’t.

Jim Drake
24 hours ago3 min read


Opening a Winery Tasting Room? Here’s What You Actually Learn on Day One.
I recently spent the day with Florence Cellars as they opened their tasting room in the heart of downtown Woodinville’s wine country.
First, congratulations to their team! The space looks great. The turnout was fantastic. It was one of those days where you could feel the energy in the room and it couldn’t have been more exciting.

Jim Drake
Feb 262 min read


When Your Tasting Room and Website Don’t Quite Connect
There’s a question I’ve been thinking about a lot lately: Do your tasting room systems actually work together, or do they just coexist?
For many small Washington wineries, the setup feels fine on the surface.
You launch ecommerce. You add a POS system. You create and manage your clubs. You print reports.
Sure, everything functions. But a few deeper questions often reveal where things get… shall we say, murky.

Jim Drake
Feb 192 min read


Why Tasting Rooms Aren’t Retail Stores
One of the easiest mistakes to make in the wine world is assuming a tasting room works like a retail store.
On the surface, it kind of does. There’s a counter. There’s inventory. There are transactions and reports.
But once you spend any real time in a tasting room, the differences become obvious.

Jim Drake
Feb 121 min read


Structure Before Software: Lessons from Ecommerce and Wine
Why most system problems aren’t caused by software, but by structure — with lessons from ecommerce and winery operations.

Jim Drake
Feb 51 min read


A Big Win for Washington Wine—and for a Few Friends
Photo Credit: Richard Duval - winepix.net Perseverance. Talent. Sticking to your guns. Belief. The guts to go against the grain. Standing up for yourself. It all matters. And if you do it long enough—sometimes amazing things happen. I’m super proud of the latest news involving three longtime friends and collaborators— Alex Stewart , Hal Iverson , and Jesse Schmidt . They’re the winemakers behind the 2022 Tenor La Reyna Blanca Vineyard Chardonnay, which just made Washington

Jim Drake
Jul 25, 20251 min read
Uncorking Ecommerce: Solutions for Highly Desirable Brands
Tips, strategies, and solutions for eCommerce success
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