Pinehurst, est. 1895

THE HOME OF AMERICAN GOLF · NORTH CAROLINA

The Boys Are Going
to Pinehurst

7 courses · 4 days · 1 legendary trip — October 21–25, 2026

“apes together golf”

40ANOOP'S BDAY
—Days
—Hours
—Mins
—Secs
Pinehurst Right Now—
THE CALL FOR TRIP WEEK: crisp ~45° mornings · golden ~68° afternoons · October is Pinehurst's best month — historically only a ~20% chance of rain on any given day in late October (~2.7" for the whole month). Pack layers, expect sun, zero weather excuses
LIVE TRIP-WEEK FORECAST APPEARS HERE ~10 DAYS OUT

Roster

8 players · 2 tee times
Anoop "Shooter Snoop"San Diego, CA

Owns a sim club, but getting worse over time. 3 putts and skulls off the bunker. King of bad dad jokes. Already turned 40 — just looking for excuses to go on a big golf trip.

Butch "No Bammer BG"San Mateo, CA

Wisest cousin, Marondera original. Wrong-handed menace — 90+ rounds last year. If it’s a par 5, he has five on it. Pro photographer — want portraits of your perfect golf swing? He’s your guy.

Deven "Dr Dre Country"Spring Hill, TN

Brotha from the same motha. Nashville through and through — a true Southern country boy and bourbon aficionado. Short backswings and long follow throughs.

Darshan "Smiley Chapman"Bay Area, CA

Birthday twin cuz — always smiling. Spills the pizza, taps the bumper, never his fault. Drives fast off the course, and faster on it. Racks up more airline miles than fairways hit. Knows real estate better than he knows where his tee shot went.

Mini "Gilmore"Austin, TX

Brotha from anotha motha — known him since before he could walk, SF roomies at some point after. More tattoos than birdies. Designer at heart — he will critique the user interface on your scorecard. Has genuinely hammered a Happy Gilmore drive.

Jaewon "The Hook"Boise, ID

The SF connect — many late nights in SOMA, deep chats and a fellow conspiracy theorist. Now owns an ice cream franchise and keeps it cool at all times — never melts over a 4-footer for par. Loves a good hook — whether chasing a 500-pound tuna or a 500-yard par 5.

Jason "Main Street"OC, CA

College day one. Resident techie: ships features in his sleep, files bug reports on his own swing. Ex-rock band member, Disneyland Magic Key holder, IMAX buddy — and yes, he can wield a lightsaber.

Dan "Knicks Nation"New York, NY

New Yorker origins, beachside ambitions — walks fast, talks faster. VC and entrepreneur by day, makes a wicked espresso martini by night. Heavy hitter, chasing more rings.

The Plan

Wed → Sun · full scorecard

TWO TEE TIMES PER SLOT · SPLIT INTO TWO GROUPS OF FOUR

DateTimeWhat's Happening
WED 10/21by 6:00 PM Wheels down at RDUEveryone In By 6Van Pickup ~6:30 PM · TBC Van pickup ~6:30 PM is the current estimate — TBC once we confirm everyone's flight info (all bags fit) · ~1.5 hrs to the resort · check in ~8:00. Bonus for early landers or free windows all week: the USGA Experience & World Golf Hall of Fame is right by the resort clubhouse.
~8:30 PM Dinner — The TavernCasual / T-Shirt OKHolly InnProposed Easy landing after a travel day — casual plates around the Holly Inn's antique Scottish bar
THU 10/226:15 – 8:00wake · eat · warm up Early Start — The One Real Alarm6:15 AM WakeBy the Clubhouse 6:15 up · 6:30–7:05 Southern buffet · 7:10 walk over · 7:25–8:00 range & putting green. No. 3 is on the clubhouse side, so it's a walk, not a shuttle. Only early start of the trip — everything after this is a 7:15+ wake.
8:08 / 8:16⏱ 3 hrs or less → ~11:08 / 11:16 Pinehurst No. 3Polo / Collar Required2-Man ScrambleFirst Off the TeeBy the Clubhouse Short course, 5,200 yds — warmup round, shake off the flight. We're first off the tee, so there's nobody to wait on: play fast and easy, keep it moving, treat it as the warmup for No. 8 in the afternoon. No. 3 should take 3 hours or less. Also a GREAT warmup for the Donald Ross-style greens — get a feel for the crowned, run-off edges before No. 2.
12:50 / 1:00⏱ 5 hrs → ~5:50 / 6:00 PM Pinehurst No. 8Serious RoundPolo / Collar RequiredShared Caddie Tom Fazio design · among the most scenic at Pinehurst. No. 8 is off campus — grab lunch after No. 3, then shuttle out by ~12:20 to be there for the 12:50. Don't get caught eating at 12:30.
7:30 PM Dinner — The DeuceCasual / T-Shirt OKRelaxedProposed 36 holes and a 6 PM finish — nobody's showering and putting on a collared shirt. The Deuce sits right on No. 2's 18th green: burgers, beers, and the first scorecards getting litigated. Confirm the package dinner credit works here — if not, Ryder Cup Lounge is the same energy.
FRI 10/237:30 – 9:20wake · eat · warm up Breakfast & Warmup7:30 AM WakeBy the Clubhouse 7:30 up · 7:45–8:30 buffet · 8:40–9:20 range & putting green. No. 2 starts steps from the clubhouse — no shuttle, so the morning is genuinely unhurried. Nobody steps onto No. 2 cold.
9:30 / 9:40⏱ 5 hrs → ~2:30 / 2:40 PM Pinehurst No. 2Serious RoundPolo / Collar RequiredCart Path OnlyBy the Clubhouse #3 public course in the US · more USGA championships than anywhere in America · 2024 US Open
3:50 / 4:00⏱ 2 hrs → ~5:50 / 6:00 PM The CradleCasual / T-Shirt OKBy the ClubhouseWalkingPar 3Shoes Off — Mandatory3–4 Clubs Max Two groups of four, back-to-back times — ten yards apart on a 789-yard course, so it's one party either way. Longest hole is 127 yds — leave the ego at the villa. T-shirts, shorts, whatever. Pick 3–4 clubs from your own bag — a small Sunday carry bag will be waiting for you at the Cradle. Shoes come OFF — no exceptions, no excuses. And everybody orders a Transfusion — the Cradle's signature drink (vodka, grape juice, ginger ale; virgin version counts, Main Street). Loser of the round buys.
~6:00 PM Thistle DhuCasual / T-Shirt OKBy the Clubhouse18-Hole Putting CourseFree The famous putting course right by the Cradle — first-come, no tee time, putter only. Golden-hour warmdown before dinner, and secretly the best No. 2 green practice on property. Putt for who buys the first round.
7:30 PM Dinner — Pinehurst Brewing CoCasual / T-Shirt OKProposed Roll straight from Thistle Dhu in whatever you're wearing — BBQ & house beers in the historic steam plant. No dress code, no changing, Transfusion buzz intact.
SAT 10/247:15 – 9:25wake · eat · shuttle · warm up Breakfast & Warmup7:15 AM Wake 7:15 up · 7:30–8:15 buffet · 8:25 shuttle out · 8:45–9:25 range & putting green. No. 10 is off campus, so this one needs the extra travel block built in — biggest walking day of the trip, don't start it cold or late.
9:36 / 9:48⏱ 5 hrs → ~2:36 / 2:48 PM Pinehurst No. 10Serious RoundPolo / Collar RequiredWalkingShared Caddie #20 public course in the US · biggest mover in the 2025 rankings (↑60)
3:04 / 3:12 Pinehurst No. 5Polo / Collar RequiredBy the ClubhouseOptional / TBC Victory lap for whoever's still standing — call it on the day
7:30 PM Dinner in the VillaCasual / T-Shirt OKGames Night 🃏Catan FinaleLast Full Night In-villa dinner for the final night — cards, trash talk, and settling the week's bets. The Catan tournament runs every evening at the villa; standings carry, championship decided tonight. Nobody has to put on real shoes.
SUN 10/257:45 – 10:00wake · eat · pack · warm up Breakfast · Pack · Check Out7:45 AM WakeBy the Clubhouse 7:45 up · 8:00–8:45 buffet · 8:45–9:20 pack and check out (bags to the bell stand or straight into the van) · 9:25–10:00 warmup. We likely won't get a late checkout — plan to be fully packed and checked out before the round.
10:10 / 10:20⏱ 5 hrs → ~3:10 / 3:20 PM Pinehurst No. 4Serious RoundPolo / Collar RequiredBy the ClubhouseCart PathShared Caddie #28 public course in the US · Gil Hanse renovation · the closer
4:00 PM Van to RDUProvisional Arrive ~5:30 · change at the airport if needed. Transportation is provisional — will be confirmed and adjusted once we have everyone's flight info.

Serious Round = 10, 2, 8, 4 — scores count. Chips = format & logistics notes.
Dress code: Polo / Collar Required = golf courses & clubhouse · Casual / T-Shirt OK = Cradle, Thistle Dhu, casual dinners & the villa.
Pace plan: ≤3 hrs on No. 3 · ~5 hrs on 2, 8, 10 & 4 · ~2 hrs at the Cradle. Walking total: ~22–24 miles. Break in your shoes now.
Campus geography: By the Clubhouse = No. 1–5, The Cradle and Thistle Dhu are all walkable from the villa. Off campus: No. 6–10 need the shuttle, so those mornings carry an extra travel block (No. 8 Thursday, No. 10 Saturday).

The Chimp's Cup

Quotas first · then the match schedule

Step 1 — How the Quota System Works

① Your Quota

Every player gets a target number of points for the round: Quota = 36 − Handicap.

No official handicap? Use your typical 18-hole score: Quota ≈ 36 − (Score − 72). Shoot ~90 → quota 18.

② Earn Points Every Hole

Bogey 1 · Par 2 · Birdie 4 · Eagle 8. Double bogey or worse = 0.

Blowups cost nothing extra — pick up, take the zero, move on.

③ Beat Your Number

Your day = points scored − your quota. Beat it and you're plus; miss it and you're minus.

Add up your +/- across all four Serious Rounds (No. 8, 2, 10 & 4). Highest total wins the Cup.

④ Quotas Adjust Daily

Beat your quota by 4 or more → quota goes up 2 the next day. Miss it by 4 or more → quota comes down 2.

A bad opening guess corrects itself by Friday. No sandbagging, no crying.

Example Round

Friday on No. 2, four made-up handicaps. Points every hole: bogey 1 · par 2 · birdie 4 · eagle 8, worse than bogey 0. Day result = points − quota.

PlayerHcp → QuotaThe RoundPointsDay
Butch8 → 28 2 birdies · 8 pars · 7 bogeys · 1 blowup 8 + 16 + 7 + 0 = 31+3
Mini20 → 16 3 pars · 11 bogeys · 4 doubles 6 + 11 + 0 = 17+1
Dan12 → 24 1 birdie · 6 pars · 8 bogeys · 3 others 4 + 12 + 8 = 24E
Jason22 → 14 2 pars · 8 bogeys · 8 others 4 + 8 = 12−2

READ IT: BUTCH WINS THE DAY AT +3 — BUT MINI BEAT DAN AND JASON STRAIGHT UP AT A 20 HANDICAP. THAT'S THE SYSTEM: EVERY HOLE COUNTS, AND ANYONE CAN WIN THE CUP.

Player Quotas

PlayerHandicap / Typical ScoreOpening Quota
Anoop "Shooter Snoop"[hcp][quota]
Dan "Knicks Nation"[hcp][quota]
Butch "No Bammer BG"[hcp][quota]
Deven "Dr Dre Country"[hcp][quota]
Mini "Gilmore"[hcp][quota]
Jaewon "The Hook"[hcp][quota]
Darshan "Smiley Chapman"[hcp][quota]
Jason "Main Street"[hcp][quota]

Bonus Points Outside the Quota Rounds

Thursday Scramble

No. 3 · two-man teams. Both hit, pick the better ball, both play from there. Winning team: +2 each. Strictly no mulligans.

The Cradle

Low gross — no quotas on 127-yard holes. Winner +2. Cousins vs The Rest for the Transfusion tab — loser bloodline buys.

Thistle Dhu

18-hole putting title, Friday evening. Winner +1 and bragging rights on every green for the rest of the trip.

Gross Birdies

Any gross birdie, any round: +1. Make it, take your point.

Match Schedule Tee Times FixedLineups TBC

TEE TIMES ARE FIXED. LINEUPS ARE SUBJECT TO CHANGE — PAIRINGS MAY ADJUST ONCE WE HAVE EVERYONE'S FLIGHTS AND HANDICAPS, AND WILL BE CONFIRMED AS WE GET CLOSER.

DayMatchGroup 1 (first tee time)Group 2 (second tee time)
DAY 1
WED 10/21
ArrivalNo Golf Land at RDU by 6, van to the resort, dinner at The Tavern. Quotas get locked in tonight.
DAY 2
THU 10/22
No. 3 — AMScramble · 2-Man Teams Anoop + Jason vs Butch + Jaewon Dan + Deven vs Darshan + Mini
No. 8 — PMSerious RoundBUT ONE 🇿🇼 Butch · Jaewon · Dan · Jason BUT ONE: Anoop · Mini · Darshan · Deven — the grew-up-in-Zim group
DAY 3
FRI 10/23
No. 2Serious RoundThe Crown Jewel Deven · Jaewon · Jason · Darshan Anoop · Mini · Butch · Dan
The CradleLoser Bloodline Buys Cousins: Anoop · Butch · Deven · Darshan The Rest: Dan · Jason · Jaewon · Mini
Thistle DhuPutting Title Everyone, putter only — winner +1, loser buys the first round at dinner.
DAY 4
SAT 10/24
No. 10Serious RoundMixed Butch · Deven · Darshan · Jaewon Anoop · Mini · Dan · Jason
No. 5Optional / TBC~9 Holes Anoop · Dan · Jason · Jaewon Butch · Mini · Deven · Darshan
DAY 5
SUN 10/25
No. 4Serious RoundThe Closer Mini · Jason · Butch · Dan Anoop · Darshan · Deven · Jaewon

FINAL STANDINGS = SUM OF +/- FROM THE FOUR SERIOUS ROUNDS + SCRAMBLE, CRADLE, THISTLE DHU & BIRDIE BONUSES. CUP HANDED OUT AFTER NO. 4 ON DAY 5.

Prizes & Stakes

🏆 The Chimp's Cup

The trophy has a name. [Buy-in per player: $__ · winner takes __ / dinner on the losers / etc.]

🥈 Side Bets

[Skins? Wolf on the back nine? Scramble side pot? — list them here]

🍺 Guzzlers

Fail to make it past the ladies' tee off the box and that's a round of drinks on you. No appeals. The wiregrass doesn't count as distance.

🍹 Standing Laws

Cradle loser buys Transfusions. Thistle Dhu loser buys the first round at dinner. [Add more]

Logistics

Read before booking

✈ Flights In

Fly into RDU (Raleigh-Durham). Land by 6:00 PM Wednesday 10/21 — van pickup ~6:30 is the current estimate, TBC once we confirm all flight info.

Target 4:00–5:30 PM landings for a buffer.

✈ Flights Out

Sunday: van leaves the resort at 4:00 PM, RDU by ~5:30.

Transportation is provisional — will be confirmed and adjusted once we have everyone's flight info.

⛳ Clubs & Bags

Clubs will be on property — tee off straight from the villa Thursday.

Shipping ahead? Ship Sticks is recommended — Pinehurst receives and stores clubs, and will accommodate as needed.

Please pack carry bags, not cart bags.

🚐 Getting Around

Free resort shuttle to everything — call (910) 235-8403 or ext. 58403.

Sunday morning: late checkout is unlikely — be packed and checked out before the 10:10 round.

The Film Room

Required viewing

Course Study

Know the battlefield before you get there.

Course Study

More homework — watch on the plane.

Course Study

The more you watch, the fewer excuses in October.

Course Study

Steal a line or two for the serious rounds.

Course Study

Extra credit for the leaderboard hopefuls.

Practice & Prep Tips

You have until October

① The Turtleback Greens

No. 2's crowned greens shrug balls off the edges all day. Practice putting and chipping from off the green — the bump-and-run and the putter-from-20-yards-off are your best friends. High flop shots will betray you.

② Lag Putting

Fast, sloped surfaces everywhere — the guy who three-putts least wins the serious rounds. Speed over line.

The ladder drill: on the practice green, pace off 30, 40 and 50 feet (about 10, 13 and 17 big steps) and drop 3 balls at each. Lay a towel or two tees in a 3-foot circle around the hole — every ball has to finish inside it. Miss one, start that distance over.

No hole? Use the fringe: putt across the green and try to stop each ball within a putter-length of the far edge. 10 minutes before every round is enough.

③ Sandy Waste Areas

There's still rough out there, but miss a fairway and there's a good chance you're in hardpan sand and wiregrass instead. Practice picking the ball clean off tight/sandy lies — and accept that punching out sideways is a real strategy.

④ Wedge Distances

Domed greens mean small effective targets. Dial in your carry numbers from 60–120 yards — knowing your exact wedge yardages matters more here than 10 extra yards off the tee (sorry, Dan).

⑤ Walking Legs

~22–24 miles across the week, with No. 10 the longest hike. No training plan needed — just break in your shoes before October and maybe don't take the cart every single round between now and then.

⑥ Par-3 Sharpness

Between No. 3, the Cradle, and the short holes on the big courses, you'll hit a lot of scoring-iron tee shots (7/8-iron to wedges). Groove your 7-iron-and-down — that's where the trip's bragging rights live.

Packing List

First draft — flag gaps

FORGOT SOMETHING? MANY ITEMS CAN BE PURCHASED AT THE CLUBHOUSE.

⛳ On the Course

Golf shoes: two pairs recommended (one minimum), broken in — ~23 miles of walking, so alternating helps.

Tees and balls (one dozen) will be provided. Bring extra balls if you like — the wiregrass and waste areas keep what they catch.

Gloves ×2 · rangefinder · divot tool & markers (or wait for the gift bags 👀).

Please pack carry bags, not cart bags.

🧥 Clothes & Layers

The whole trip is a layers game: ~45° at breakfast, ~68° by the turn.

Polo / Collar Required every golf course (No. 3, 8, 2, 10, 5 & 4) and the clubhouse.

Casual / T-Shirt OK The Cradle, Thistle Dhu, The Tavern, The Deuce, the Brewing Co and villa night.

Vest or light pullover · pants and shorts both.

Rain: historically only a ~20% chance of rain on any given late-October day — odds are good, but pack one rain shell and an umbrella-friendly attitude just in case.

🎒 The Little Things

Sunscreen & sunglasses — October sun is sneaky in the sandhills.

Blister pads / body glide — future you on Saturday's back nine says thanks.

Portable charger (long days, scoring apps, trash-talk group chat).

Provided: Advil & electrolytes for the villa, plus a sharpie for marking balls.

🚫 Leave at Home

Cash — the resort is cards-only everywhere.

Your ego — the turtleback greens will take it anyway.

Cost

Current estimate

Current estimate: ~$3,500 – $4,000 per person

We're still ironing out a few remaining cost items, so final numbers will be confirmed closer to the trip.

Included: all rounds of golf, dinner and breakfast every day, and meal tips.

Also factored into the estimate: caddie costs, tax, resort fees and a merch budget.