Rory Won Back-to-Back Masters and We Played a 6-Hour Round | Two Off the Tee EP22

Simmies Lease Is Drafted, Keys Hand Over June 1

Brother vs Brother Round 1 is happening on camera Sunday at Highlands of Elgin — and Jeff picked the course on purpose because James plays well there. The whole plan is to beat him on his home turf and break him for Round 2. GoPros mounted, stroke play, same tee box. Before the reveal, the brothers fight about the PGA Championship winner showing up in iron covers AND two gloves, a $288 bet that turned into tens of thousands, whether Bryson is about to quit for YouTube, Bill Ackman's AI rule for starting a business, Simmies getting the keys handed over June 1, the first Path to Par major in 8 days, and $90 buckets of balls at Des Plaines. Comment or DM: Who you got Sunday at Highlands of Elgin — Jeff or James?

We Finally Named the Golf Sim Business: SIMMIES

The brothers finally drop the name of the indoor golf sim business — SIMMIES — and the landlord agreed to their terms on Location 1 in Carol Stream. Six bays. 24/7. Lease being drafted. Before the reveal, James locks Jeff into Brother vs Brother Round 1 next Wednesday at Mount Prospect with a $200 dinner on the line, McLaren is now selling $4,000 golf irons, Jon Rahm hit a volunteer with a divot sandwich, the first Path to Par major heads to Thunderhawk with a crystal trophy idea, and Harry is talking trash again. Comment or DM: who do you have in Bro v Bro Round 1 — Jeff or James?

$80 To Walk?! Chicago Golf Prices Got Insane

$80 to WALK a course in Chicago? Jeff and James open EP26 with a real rant on amateur golf pricing — Mt Prospect, Chevy Chase, Seven Bridges — and ask, "When did this get this expensive?" Inside the episode: Jeff shot 95 at Seven Bridges and walks through how a guy named Tom went minus-five on the front, then blew up the back with two ill-advised 3-wood decisions. James played Chevy Chase from the tips in 30 mph wind, holed out for eagle on 18 — and didn't even feel excited about it. Plus the Kirkland golf ball verdict, the 85% handicap allowance debate ("people are mentally weak"), an unresolved tie-for-first league problem they want the audience to solve, and an August timeline reveal for the indoor golf simulator business. Leave a review and tell us — what's the most you've paid to walk a course this year?

We Locked In a 7-Game Brother vs Brother Series

Jeff finally admits on camera that he's been letting James win for years — then the brothers lock in a 7-game Brother vs Brother series, first to 4 wins, gross stroke play, course picks week-of. Before that, James is tied for first in the Path to Par league for the second event in a row. The brothers argue Old Oak's pin placements were illegal, Nelly Korda dominates the Chevron, Charlie Hull says pros should only play blades, LIV Golf's gravy train runs out, and the indoor golf simulator business gets a real update — lease is almost signed. Leave a review and tell us who you've got in the Bro vs Bro series.

We're Opening a 24/7 Golf Simulator Business

Jeff and James finally reveal the golf project they have been working on: an indoor golf simulator business with multiple bays, 24/7 access, and extensive AI support behind the scenes. The episode starts with James having to admit Jeff beat him straight up, then moves into LIV Golf's future, Chicago handicap friction, Golf Genius, and the great golf cart vs. walking debate. Leave a review and share your best ideas for the golf simulator business with the brothers.