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3 Questions Every Boat Owner Should Ask When Interviewing a Captain

Hiring a new captain is about more than just resumes and sea time—it’s about finding someone who fits your boat, your style, and your expectations. And while interviews are typically designed to evaluate the candidate, they also give the captain a chance to get a feel for the owner. The best working relationships are built on mutual respect and clear expectations.

Here are three key questions every boat owner should consider asking during the captain interview process:


⚓️ 1. Have You Ever Run Aground?

It’s a fact, most captains have. If you run boats long enough, you’re bound to encounter an unexpected situation. Asking this question isn’t about pointing fingers; it’s about learning how a captain reacts under pressure and takes responsibility.

As one seasoned captain once said, “If a potential hire tells you they’ve never run aground, a smart owner might reply: ‘Come back and see me after you have.’”

This question offers insight into a captain’s honesty, problem-solving skills, and ability to learn from experience.

You don’t want someone who’s perfect, you want someone who’s prepared.

a boat cartoon for the hiring a captain story

📞 2. Why Did You Leave Your Last Job?

This is a simple but telling question. In the close-knit marine industry, reputations travel fast. A few quick calls to a broker, fellow owner, or crew member can confirm a captain’s story. And in some cases, you may even be able to speak with the previous boat owner directly.

Understanding a candidate’s past helps you anticipate how they’ll handle your program—and whether they’ll be a fit for your team.

a cartoon of I man saying I can't take it

🍻 3. What’s Your Personal Drinking Policy?

It’s no secret the marine industry thrives in social environments, dockside events, marina bars, fishing tournaments. While casual settings are part of the lifestyle, a captain’s approach to alcohol needs to align with your expectations.

You’re not necessarily looking for someone who’s stone sober—but you do want someone who knows when to turn it off and focus on the job. Ask directly. It’s better to know up front than be surprised later.

cheers with 2 beers

👇 Final Thoughts

No interview question can guarantee a perfect hire—but asking about past experiences, professional transitions, and personal habits gives you a clearer picture of who you’re bringing on board. At the end of the day, you’re hiring a person to manage your investment, your time, and your safety. The more you know, the better decision you’ll make.

And if you ever need help with interview tips, job postings, or hiring insights—we’re here to help. After all, this industry thrives when good people are paired with great programs.


Editor’s Note: This article, along with other hiring-related content on InTheBite, is intended to provide helpful advice for boat owners and employers. Our goal is simple: to help you attract, interview, and hire the best candidates for your program.

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