Skip to main content

Lessons from the boat

Strategy and teamwork are critical to success

The best leaders are those who remain calm, realistic and encouraging when things aren’t going so well. They also avoid becoming overconfident when leading the fleet.

Sailboat racing is extraordinary. Successful sailors observe, process and prioritize more outcome-impacting variables than participants in any other sport. Their teamwork is a vital requirement to success on a slippery platform that rolls, pitches, heaves, yaws, surges and sways. Equally important is each crew member’s ability to concentrate on his or her job and maintain a sense of humor despite rope burns, bruises and the occasional period of flat calm.

Think about your business and team as a boat and crew, and you can understand why sailboat racing is a natural place to find lessons in collaborative leadership.

You don’t have to take my word for it. When I asked Kevin Hutchinson, founder and CEO of MyTaskit, how he sets a confident strategy and balances it against the need to adjust to new conditions, he drew on lessons from his sailing days.

“What I learned in sailing Hobie 33s was number one, about teamwork, and number two, establishing a strategy before the race,” he said. “We had to look at the variables and know when to tack by watching the shifting winds, the depth of the water, and by looking at the competition to see what they were doing. The lesson I take to business is to communicate where we are going and set a confident course with your team early, explain that we’re going down this route and that along the way, we may elect to shift, based on what we learn.”

Successful sailors always visualize the 10,000-foot view of where they are trying to sail — and then check that their water-level understanding of conditions and competitor performance is in sync with the big picture. I decided to ask some other marine business leaders how they view this challenge of establishing a firm plan while staying flexible enough to change course as needed.

Thom Dammich, president of the National Marine Manufacturers Association, said similar thinking defines how he establishes a firm, but flexible plan.

“Start with the end in mind and stay focused on the long term,” he said. “It’s easy to adjust course based on learnings if you know where it is you want to end up. … In an association with a member board, we can wander, and that’s OK — sometimes people need to wander to learn — as long as we stay focused on where we want to end up. There’s never a straight line from point A to point B.”

David Wollard, senior director of the leisure division at Webasto Thermo & Comfort North America, said his leadership team looks at targets and results weekly, monthly and quarterly.

“At the quarterly reviews, we may ask, ‘Are we really going in the direction we thought?’” he said. “We’ll challenge our assumptions and may make adjustments as needed.

“I look at these situations as a live environment that is rapidly changing,” he continued. “Yesterday, we had a situation that radically changed how we went to market with one of our customers. What do we do? Not only do we look at how do we replace the revenue, but also what led us to this moment. We rely on data and then try to think-tank a solution. It’s more educational to do it that way because sometimes you start filling in information that you weren’t thinking about. You may end up making a better go-forward decision, seeing how to build better relationships with other customers at the same time.”

Notice the common threads: an established plan with goals, and constant learning once underway.

Only when we commit to a plan do we learn. In sailing, if we decide to tack to the west after the start for an expected shift, then sail into bigger waves than expected, we may decide that going east will be better on the second lap. In the meantime, we may observe a competitor using a different technique in the waves — and going faster. We’re not winning the race yet, but we can learn and make a small but critical speed gain that helps us every time we sail in waves going forward.

Frank Peterson, president of the Recreational Boating & Fishing Foundation, described what his team learned when it committed to building a Spanish-language website to encourage Hispanic participation in fishing ( At first, the team worked with an agency to build the site and create content.

“People started communicating with us in Spanish,” he said, “so we hired people who could speak with them.”

In the process, he realized that hiring an agency was not enough to understand the customer. The RBFF also needed in-house experts, which it added. Peterson added: “We realized hiring an agency alone was not sufficient to understand the customer. We needed in-house expertise to expand upon the agency work and develop insights into the customer so we could better execute our creative campaign to engage the audience.”

 “It’s working,” Peterson said, “and participation numbers are going in the right direction.” During the past four years, Hispanic fishing participation is up 11 percent, he said, to 3.8 million.

There are hundreds of ways to reach a goal a little faster, but while we focus on trimming the sail an inch or improving a process to save a few cents, sometimes we forget to look outside of the boat to track the competition or notice the better winds they have on the course they’ve picked. When we look, we remember to check the view from 10,000 feet, too, and we realize we should tack toward the favorable conditions.

Chris Baird, managing director of Fusion Entertainment, told me that he focuses on two things in this circumstance.

“When something big happens, whatever the shift — a competitor coming in, the marketplace is down — you need to work with great urgency with staff and customers,” he said. “You need to make quick decisions, but also be prepared to make changes. That’s not easy for some people. Lots of CEOs stick to a decision stubbornly.”

Hutchinson, with MyTaskit, put it this way: “When the captain on a sailboat calls for a tack, you go. It’s the same here. We call it a pivot. We launched our work coordination software as The Boat Village initially — a system in which customers could assign work to service providers. As we got into the market, service people said, ‘We love it, but we want to coordinate more effectively between supervisors, techs and subcontractors first.’ So even before coordinating with customers, we pivoted and began rolling out tech and subcontractor coordination aggressively, and our growth has gone way up since making that pivot.”

As MyTaskit moves toward its original goal of serving boat-owning customers, he is confident the platform will be riding a strong, favorable breeze.

Matt Gruhn, president of the Marine Retailers Association of America, described one other key aspect of leadership that applies to industry and sailboat captains alike.

“We’ve had ups and downs with programs,” he said. “We’ve grown them, then they slowed down, and we realized we had to make changes — then boom, they took off again. Emotionally, I have to lead by example. If my emotions go high and low, we’re in trouble.”

From a racing skipper’s perspective, my view matches Gruhn’s. The best leaders are those who remain calm, realistic and encouraging when things aren’t going so well. They also avoid becoming overconfident when leading the fleet. They remain focused, leading by example and demanding good execution by the team, all the while keeping an eye on the 10,000-foot view.

John Burnham

John Burnham

John Burnham is a leadership coach, independent writer and editor. He is former editor of Sailing World, Cruising World,, YachtWorld and Boat Trader. As a competitive sailor, he has led teams to world and national titles in the International One-Design, Shields and other classes — most recently winning the 2016 Shields Nationals. Email him at

This article originally appeared in the April 2018 issue.



Contender Boats Announces New Factory

The fishboat builder said the 100,000-square-foot facility in Fort Pierce, Fla., will concentrate on its smaller models.


Soundings Trade Only Announces IBEX Presessions

The Sept. 26 events in Tampa, Fla., include a Women in the Industry Summit, a leadership panel and the Most Innovative Marine Company Awards.


U.S. Adds 528,000 Jobs in July

The Department of Labor said the manufacturing and leisure-and-hospitality segments contributed to the gains.


OneWater Reports Higher Profit, Raises Guidance

The company said revenue, net income, same-store sales and profit margin all improved in its fiscal third quarter.


Mass. Approves Marine Workforce Funding

The Massachusetts Marine Trades Association said the state budget includes $150,000 for training and technical education.


Sterling Acceptance Marks 35 Years

Founded in 1987, the oldest privately owned marine loan origination company is expanding in the Great Lakes and in RV financing.


OCEARCH Names Official Outboard Brand

Yamaha will supply the ocean conservation and research organization with F300, F150 and F60 engines.


Krogen, Summit Hire Sales Manager

Jonathan Cooper will run the brands’ new offices in Seattle and develop a sales team for the West Coast market.