Two golfers on a green between deep bunkers, seen from the hillside above.

Trip one

Everything about the three days in Bend.

  • Bend, Oregon
  • May 20 to 22, 2027
  • 16 seats
When
May 20 to 22Thursday to Saturday, 2027
Where
Bend, OregonVenue confirmed by December 15, 2026
Who
16 foundersBrands that sell physical products
Price
$3,000Plus lodging at a group rate

The golf

Two of Oregon’s best courses. We’re picking one.

Juniper Preserve, Bend

Pronghorn, Nicklaus course

Oregon’s only Jack Nicklaus-designed course, on the high desert northeast of Bend, 25 to 30 minutes from Redmond airport.

  • No. 95 on GOLF’s Top 100 Courses You Can Play, 2024-25
  • On Golf Digest’s America’s 100 Greatest Public Courses and in its Oregon top 10
  • Golfweek’s Top 200 US Resort Courses, 2025
See Pronghorn (opens the course’s site in a new tab)

West Bend

Tetherow

David McLay Kidd’s Scottish-style course on the west edge of town: firm fescue fairways and big changes in elevation.

  • No. 57 on Golf Digest’s America’s 100 Greatest Public Courses, 2023-24
  • Golfweek’s Top Resort Courses in the US, 2025
See Tetherow (opens the course’s site in a new tab)

We’re choosing between the two now. The venue is named here once it’s booked, by December 15, 2026.

The sessions

Four sessions, each led by someone who’s solved the problem.

They run Thursday evening, over breakfast on Friday and Saturday, and Friday afternoon after the round. Each one takes about an hour.

An operator spends the first 20 minutes on one problem they’ve solved: what they tried, what it cost, what worked and what they’d change. For the rest of the hour the group works out what applies to each of your businesses.

The topics come from your applications. The form asks what would make the trip worth it for you, and the answers set the agenda.

Topics on the table

  1. Creators, UGC and affiliates for brands with a lower price point
  2. Funding inventory as you grow
  3. Adding wholesale and retail without wrecking your margin
  4. Keeping paid acquisition working as ad costs rise
  5. Running a sale process while still running the business
  6. Where AI actually saves time in content and operations

This list is a starting point. The final four depend on what applicants ask for, and each speaker is named here once they’re confirmed.

Your three days

Golf in the middle. Talks on either side.

Working sessions sit on either side of the golf: one over breakfast and one after the round, each led by an operator on one problem, with the room working on it afterward. Times are a first draft until the venue is booked.

Thursday

Warm up

Land, loosen up and meet the room before anyone tees off.

  • 1:00Check in
  • 2:30Range session: practice and short game
  • 5:00Welcome happy hour
  • 6:00Opening session
  • 7:00Dinner

Friday

The long game

The scramble puts you with three new people for four hours. Most of the real conversations start here.

  • 7:30Breakfast and a working session
  • 9:30Round one, a scramble, with lunch at the turn
  • 3:30Afternoon session
  • 5:00Happy hour
  • 7:00Dinner

Saturday

Close it out

A second round with a different group, then home with a list for Monday.

  • 7:30Breakfast and a working session
  • 9:00Round two, individual, with a prize, and lunch at the turn
  • 2:30Awards and send-off
  • AfterFlights home. Redmond airport is 25 to 30 minutes away.

What’s covered

You book the flight. We handle the rest.

Included
Two rounds and a practice session; four working sessions; two dinners, two breakfasts and lunch at the turn both days; happy hours and the bar; founding-member perks
Lodging
Not included. Once you’re approved, you book from our room block at the venue at a group rate.
Flights
Not included. Fly into Redmond (RDM), 25 to 30 minutes from the venue.
Deposit
$500, once you’re approved
Balance
$2,500, due by March 15, 2027
Refunds
In full until March 21, 2027, half until April 20, 2027, and not after that. Your seat can go to another founder who fits.

Good to know

The questions people ask.

How good at golf do I need to be?

Not very. Any handicap works, and the first round is a scramble, so you’re playing as a team. If you play, you fit.

Where is it, and how do I get there?

Bend, Oregon. Fly into Redmond (RDM), 25 to 30 minutes from the venue, with nonstops from Los Angeles, San Francisco, Seattle, Denver, Phoenix and Salt Lake City. Rent a car or take a rideshare; we do not run airport transfers.

What is the weather like in late May?

Days around 65°F, mornings around 40°F, and about a one-in-five chance of a wet day. Bring layers for early tee times.

Do I need to bring clubs?

Bring yours if you like. If you’d rather not fly with them, tell us after you’re approved and we’ll have rentals waiting.

Who is speaking?

Operators who have solved the problems on the topic list, picked from what applicants say they need. We’ll name each one here as they’re confirmed.

Who else is going?

Invites are going out now, and we’ll share who’s in once people have signed up. Everyone is a founder or C-level operator at a brand that sells physical products, and every applicant is carefully vetted.

More in the FAQ.

Sixteen seats

Two minutes to apply. 48 hours to hear back.

Apply for Bend