Ever wonder what happens when the cameras stop rolling and the players head to the clubhouse? For nearly three decades, the unsung heroes of the PGA Tour - the caddies - were left standing outside in the rain, sleeping on hotel floors, and hoping for a paycheck. That all changed thanks to a 28-year veteran named Don “Double D” Donatello. In this live episode from the RBC Canadian Open, host Colin Weston steps inside the Caddie Lounge (powered by Levelwear) to uncover the gritty reality of life on the bag. From carrying 42-pound loads up 60 flights of stairs to a dramatic "I quit" moment on the 4th hole, Don shares the wild, unfiltered stories of 650+ tournaments and why this new lounge is a game-changer for the guys who carry the clubs.
Key takeaways in this episode with Don that you will discover:
The Harsh Math of Caddie Economics:
Don breaks down the financial gamble of being a looper - the low base salary, paying your own travel expenses, and how missing the cut means earning $0 for a week’s work.
The Physical Toll of Looping:
It’s not just walking. Don reveals the insane fitness stats: 18,000+ steps and 30-60 flights of stairs per day, all while balancing a 42-pound bag on uneven terrain.
How the Caddie Lounge Was Born:
Learn how a simple conversation over a Levelwear hat turned into a tour-wide movement, giving caddies their own space with massage therapists, video games, and the dignity they’ve deserved for years.
The Caddie Lounge at The RBC Canadian Open is Levelwear's way of supporting their "Who's With You?" campaign to provide PGA Tour caddies with a space to unwind, rejuvenate and hang out with their fellow loopers. The Caddie Lounge is now at over 10 PGA Tour stops annually.
Three Inspiring Quotes from Don Donatello
On the old days vs. now:
"28 years ago, I only got paid $400 a week. You drove in a car and slept three to a room. One guy would sleep on the floor and you had to stand outside in the rain. Now, thanks to Levelwear, we feel like we’re being treated like the players."
On the secret to a long career:
"Certainty out here is very important as a caddie. A lot of mistakes these PGA Tour players make aren’t because they not good - it’s because they’re uncertain. Knowing when to speak and when not to is a very fragile thing."
On saving Webb Simpson’s career:
"He had four holes to play to keep his card. I changed his read on two putts. He made both. He shot 63 to keep his card. He said, 'Those were some of the greatest reads ever!'"
Episode Chapters
00:00 – Live from the RBC Canadian Open: Welcome to the Caddie Lounge
01:15 – Meet Don “Double D” Donatello: 28 years, 31 bags, 650+ events
02:30 – The Birth of the Caddie Lounge (and the “Who’s With You” campaign)
05:20 – Then vs. Now: **Sleeping on floors to massage tables
**07:05 – The brutal physical stats: 42lbs, 18k steps, and 60 flights of stairs
09:15 – Don’s origin story: From best player at the club to caddie
10:20 – The economics of looping: Base salary, expenses, and betting on your player
13:05 – Don's Proudest moment: The Webb Simpson story (changing reads to save a card)
15:05 – The “I Quit” story: Walking off the course mid-round
18:05 – How new caddies get jobs (agents, veterans, and the Korn Ferry grind)
21:05 – Inside the prep work: How Don and Tom Hoge tackle a new course
24:35 – The therapist role: Knowing when to talk and when to shut up
26:12 – Wrapping up and wishing Don luck at The RBC Canadian Open