Caddie Management, Automated

The right caddie on the right loop, every time

An automated draft engine that matches caddies to loops based on merit, availability, and member preferences — built for golf clubs.

Caddie scheduling shouldn't be this hard

Even with existing software, someone is still manually deciding which caddie goes on which loop for every tee time, every day.

Hours Wasted on Scheduling

The caddie master spends hours every week juggling availability, texts, and last-minute changes instead of focusing on the member experience.

Communication Chaos

A caddie cancels two hours before a tee time. Now someone's scrambling to find a replacement through a chain of phone calls and texts.

Inconsistent Assignments

Without a system, a first-year caddie can end up on the same loop as a veteran who's been there for years. Experience and effort don't always get rewarded.

From tee sheet to assignment, automatically

LoopLegend connects to your tee sheet and handles the rest. The caddie master stays in control — the system does the heavy lifting.

01

Tee Sheet Syncs Automatically

LoopLegend connects to your existing tee sheet software. Tee times, member names, walking or riding, guests, tournaments — it all flows in automatically. Nothing to enter twice.

02

Caddies Set Their Own Availability

Caddies log in and set their exact available hours for each day — not just AM or PM. Set recurring weekly schedules or adjust specific dates. You always know exactly who's ready to work and when.

03

The Draft Engine Assigns Caddies

Every morning, LoopLegend drafts caddies to loops five days in advance — best caddies get the best loops, based on merit, ratings, availability, and member preferences. Caddies know their schedule for the week, not just the night before.

04

Gaps Fill Themselves

Caddie declines? Assignment expires? Someone cancels last minute? The system instantly finds a replacement. Within 6 hours of a tee time, it sends an emergency broadcast to every available caddie. First to accept gets it.

05

Everyone Gets Notified

Caddies get a notification with their assignment and a deadline to accept. Members get a confirmation when their caddie is locked in. The caddie master sees everything on one dashboard.

Built for every role at your club

Three views, one system. The caddie master, caddies, and members each see exactly what they need.

LoopLegend admin tee sheet view

The caddie master sees the full tee sheet with every assignment, guest tag, and caddie at a glance.

LoopLegend caddie dashboard

Caddies see their pending and confirmed loops with full group details. Accept or decline with one tap.

LoopLegend member view

Members see their upcoming tee times, assigned caddie, and can request or replace caddies directly.

Everything your caddie program needs

The caddie master stays in charge. Caddies see exactly where they stand. Members get the right caddie every round.

Merit-Based Draft Engine

Every morning, the system drafts caddies to loops based on ratings, acceptance rate, experience, and commitment. The caddies who earn it get the best loops.

Self-Service Availability

Caddies manage their own schedules from their phone. Set exact available hours — not just AM or PM — so the system knows precisely when each caddie can work. Nobody has to call around or send group texts.

Emergency Backfill

When someone cancels within 6 hours, every available caddie gets an instant broadcast. First to accept gets the loop.

Member Caddie Requests

Members can request their favorite caddies directly through the system. They can also rate their experience after a round, which feeds into future assignments. The caddies members love keep coming back to them.

Admin Dashboard

The caddie master sees the full tee sheet, every assignment, caddie status, and pending requests in one view. Add, remove, or reassign any caddie with a click.

Tee Sheet Integration

Connects directly to your existing tee sheet software. Tee times, members, guests, walking or riding — it all syncs automatically. You don't have to enter anything twice.

Plus everything else.

Smaller features that round out the program.

  • Push & SMS notifications
  • Tee time delay alerts
  • Performance tracking
  • Caddie leaderboard
  • Caddie rate card
  • Multi-course support

Built from the course, not a boardroom

“Stop punishing good caddies with bad scheduling.

LoopLegend started with a simple observation: caddie programs at golf clubs run on manual effort, and it doesn't have to be that way.

Colin spent years caddying at a golf club, watching the daily chaos of scheduling and last-minute changes that every caddie master faces. The best caddies didn't always get rewarded. Members didn't always get matched well. And when someone cancelled two hours out, it was pure chaos.

After years of thinking about the problem from inside the caddie program, he built LoopLegend to bring fairness and transparency to the caddie experience without changing what makes it special.

Ready to automate your caddie program?

Leave your info and we'll set up a personalized demo for your club.