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Don’t Play Too Safe: College Sailing Prep (On and Off the Water)

Origins of Tim’s Perspectives

I work with competitive sailors at all levels of competition (Optis, H.S./420s/29ers/ILCA, College, Olympic, and America’s Cup). I often help sailors successfully transition from one stage to the next. As junior sailors check out college sailing teams, I try to weave in some first-hand understanding from my years as a college sailor and early career as a college coach (BC, KP, and Loyola), combined with decades of experience working with teams and individuals as a mental performance coach and counselor.

Across all levels, we frequently address nerves—nerves on the racecourse, and nerves around transitions, such as finding the right fit for college sailing.

Don’t Play It Safe

Among other tips, I encourage sailors to avoid “playing defense.” Keep sailing competitive regattas to grow, regardless of outcomes. Win or lose—learn. Don’t stay home for fear of hurting your resume. Coaches will be more impressed that you showed up than that you protected an image.

According to Russel Shaw’s 2024 Atlantic article:

“…learning any skill—whether it’s coding, painting, playing a sport—requires repeated missteps before mastery. And yet, in an educational landscape fueled by perceptions of scarcity, students can absorb an unconscious and unintended message that mistakes are permanent and have no value. Too many kids think that their parents want unblemished transcripts, and in pursuit of that unattainable goal, they sacrifice opportunities for growth.”

Sometimes playing it safe becomes an unconscious form of self-handicapping—building in an excuse if things don’t go your way.

But ask yourself: do you want to be a “scaredy cat,” or someone willing to step into the arena? As Teddy Roosevelt said in 1910:

“…credit belongs to the man who is actually in the arena… who errs and comes up short again and again… who, at the worst, if he fails, at least he fails while daring greatly…”

Across arenas, it feels better to give it your all—potentially failing along the way and learning how to cope—than to hold back. Coaches will respect it. More importantly, you’ll respect yourself, and you’ll become a better sailor.

Becoming Informed

Just like you get better at sailing by training more—on the water and off the water (through low-tech mental practice like imagery, magnetic boats, or tools like VR Inshore, as well as higher-tech simulation)—you can prepare for college conversations the same way.

You will feel more ready to meet a coach by:

I have colleagues like Nikki Bruno who can go deep into the recruiting process across multiple meetings. What I tend to emphasize differently is how to manage the anxiety that comes with it.

Mental Preparation

Tolerating and reducing anxiety starts with reframes. Instead of:
“I hope this coach/team wants me… that I’m good enough…”

Try:
“I’m evaluating them just as much as they’re evaluating me.”

Or even let go of the idea that it’s a formal interview. College sailing often blends professional and informal—that’s part of what makes it great.

Approach conversations with genuine curiosity.* For example:

*Remember – coaches are just people too!  Don’t overthink it!!

Psychophysiological Preparation

Whether you’re sailing or in a high-stakes conversation, your breathing often shifts under pressure—faster, shallower, more chest-based. This can pull your attention in the wrong direction or even cause your mind to go blank.

A key way to stay present is to deliberately train your breathing—not just to “calm down,” but to keep yourself usable under pressure.

Under stress, many sailors drift into overbreathing. That shift in physiology (HRV and especially CO₂ levels) can lead to:

Instead, train a pattern that is:

Think of this as a performance setting, not a relaxation trick.

Where It Shows Up

On the water:

With coaches:

Conclusion

You don’t get better by avoiding pressure—you get better by learning to regulate within it.

So don’t play it safe. Go to the regatta. Have the conversation. Put yourself in the arena.

And when nerves show up (they will), don’t try to eliminate them.

Regulate them. Breathe in a way that keeps you present, connected, and able to execute.

Because performance isn’t about being perfectly calm or perfectly confident—it’s about being able to show up, stay present, and perform in the middle of it all.

 

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