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Timothy Boyle
Chairman, Chief Executive Officer & President, COLUMBIA SPORTSWEAR CO

#511 From Bugaboots to Bold Ideas: Tim Boyle on Innovation, Legacy, and Leadership

🎥 Jan 10, 2026 📺 Shoe-In Show ⏱ 29m 👁 4 views
What do ski lifts, 90s boots, and flat-earth challenges have in common? In this episode of Shoe-In Show, Tim Boyle, Chairman and Chief Executive Officer of Columbia Sportswear, joins the conversation to share stories that span nostalgia, innovation, and leadership. Tim reflects on the legacy and relaunch of the iconic Bugaboot, how Columbia continues to push product innovation forward, and what it's taken to reimagine brands for a new generation. Along the way, he offers a candid look at his leadership philosophy, brand storytelling, and what's next for footwear. Tune in for laughs, lessons, a...
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About Timothy Boyle

Timothy Boyle, chairman, CEO, and president of Columbia Sportswear, has recently spoken about the importance of retaining the Portland Trail Blazers NBA franchise. In July 2026, Boyle warned that losing the team would be "incredibly disappointing" and would diminish Portland's status as a world-class city. He argued that the Blazers' presence provides significant economic value to the city and urged that this value be calculated in negotiations over Moda Center renovations, whether through direct payments or in-kind contributions. Boyle has also discussed Columbia Sportswear's business climate and marketing strategy. In June 2026, he stated that Portland needs greater investment in public safety and a more competitive tax environment, saying the city currently lacks both. He noted that tariffs on imported footwear and apparel are damaging to the company's competitiveness. Regarding the company's brand, Boyle said that differentiation is essential in a crowded market and that the company aims to create an emotional connection with consumers by emphasizing fun in the outdoors.

Source: AI-verified profile updated from Timothy Boyle's recent appearances. Browse all interviews →

Transcript (72 segments)
A
Andy0:01
Hey everybody, welcome back to Shoe and Show. Thanks for joining us for this week's episode. Really excited to kick off the new year with this guest who is a legend who's leading a legendary company. Now, it's interesting because sometimes that company is going into the wilderness literally, and the product they have to develop to make that happen is quite fascinating, difficult, tough, and also innovative. Their approach to product is innovative. Their approach to design of product is innovative. And so we want to unpackage some of that today and also just some shoe stories and some fascinating tidbits that I think industry leaders will find really, really interesting and want to dig into. So, Matt, who's the latest victim we got on the show?
M
Matt0:51
Yeah, Andy. So, this is a true story. I was on a ski lift Saturday, just this past Saturday, first runs of the season, and it was freezing. And I looked down at my gloves. I had Mountain Hardware gloves on and I knew I had Columbia Sportswear pants on and I thank God for the Columbia Sportswear Company in that very moment as our ski lift was stopped and hung as we were waiting for someone who had fallen I guess. And so I'm very excited about our guest today who's Tim Boyle who is the chairman and the chief executive officer of the Columbia Sportswear Company. Tim, welcome to Shoe and Show. We're so glad that you're here. Thanks for spending some time with us today.
T
Timothy Boyle1:29
Well, thanks. It's great to be included with luminaries like yourselves and it's always fun to talk about our business and the shoe business.
M
Matt1:39
Yeah. Well, let's dive right in. The genesis of this conversation is kind of a throwback to this iconic silhouette that you guys dropped back in the early 90s, 1993 to be exact, and Andy and I were in high school just to age ourselves. But I will say the Bugaboot was an iconic silhouette at that moment and you've reissued it in 2025. Let's dive into the history of the Bugaboot. Who helped design it for you and kind of why did you re-release it in 2025?
T
Timothy Boyle2:10
Well, you know, it's an interesting story. As you know, Portland has a number of shoe companies.
M
Matt2:19
Is that true?
T
Timothy Boyle2:20
Just a few.
M
Matt2:21
Just a few.
T
Timothy Boyle2:24
And this back in the early 90s, it didn't have as many, but it had one really big one, which was obviously Nike. And so we had just really been quite successful for the prior six, seven years making ski apparel. And one of the products which was a home run for us was the Bugaboo jacket. Just, you know, really launched our company. And the Sorel Boot Company that was a famous Canadian company. We didn't own it at the time. We do now, but they were following our salespeople around selling Sorel boots that match the color of our Bugaboo jacket. Rob Strasser, who many in the shoe business know or know about, had just left Nike. So, you know, we had mutual friends and I said, 'Okay, could somebody get me an introduction to Rob because I'd like to find out if we should be thinking about doing some footwear.' So, got an introduction, met with Rob and Peter, and Jim Gorman, who were all striking out in the footwear business themselves. They had a little boutique company underneath one of the famous bridges in Portland in a ratty old, you know, small space. So I went in and explained to them about the Sorel Boot Company and what they were doing and I said should we be in the footwear business and they sort of scratched their head and Rob said, 'You know, I don't know, maybe let me think about it.' So about two weeks later, he called me and said, 'Well, we have this consulting deal with Adidas,' which ultimately ended up with Rob and Peter running the business. But anyway, at that time, they were running out of this little business part. And so they said, 'We have this deal with Adidas that really precludes us from doing anything in this area, but the hell with it. You're a Portland guy. We'll do it.'
M
Matt4:42
[laughter]
T
Timothy Boyle4:44
So, Peter designed the shoe, which was basically a Sorel boot that spent the night with an athletic shoe in a shoe box. And that's what would end up happening, the Bugaboot. And so I mean it was a really sort of just lightning strike. We didn't have a name for the product because we were not in the footwear business prior. And there were a number of people who suggested, 'Hey, maybe Mother Ducker might be a good name.' But my mother said no. So we went with Bugaboot. So that's what happened. That launched us in the business.
M
Matt5:35
When you decided to do footwear, did anyone in the company say, 'Are you serious about this?' Because obviously apparel is so different than footwear. The complexities are a little bit different. But was there anybody like holding back or did everybody think like, 'Yeah, we shouldn't allow somebody else to take credit for what we've been building.'
T
Timothy Boyle5:56
Yeah. I mean, the footwear business is different from the apparel business without question, but we didn't know enough to know that it was different. So, we just went ahead and did it.
A
Andy6:08
Well, what made you decide to reissue the Bugaboot, Tim? Like, what was the thought process of bringing that back? Obviously, we've lost both your mother and Peter since that time. So, walk us through that.
T
Timothy Boyle6:21
Well, you know, it's interesting. One of my avocations, which I'm not very good at. I'm not very good at a lot of things, but I'm certainly not very good at playing golf. But I know the Jacobson brothers well and Peter is the famous Portland professional golfer and he was telling me about a trip that he had taken. He lives in Florida most of the year and he had a visitor from Portland, a guy he'd gone to school with at Oregon, come for a visit and they rented a boat. Well, it was Tinker Hatfield. And so they went out for a boat ride and they came back to the dock and there was 50 people waiting at the dock. And Peter said, 'Oh, you know, these guys all want autographs from me.' And it turned out that they all wanted Tinker's autograph, not Peter. So, it's sort of a light bulb went off to say, you know, we've got a story with a famous footwear designer and, you know, maybe we should make some noise about it and tell people about it. So, that was really why we decided to go ahead and reissue the boot. And you know, Peter's family, he's got three boys, two of them are living in Portland and operating his old design business. So, we sat down with those guys and I mean, it was really fun getting to know them. I didn't know the boys very well. I knew Peter much better, but I didn't know the boys, but I got a chance to meet them and chat with them and we spent some time together and it's been a really fun reissuance of a product.
M
Matt8:14
Well, it looks, I mean it's like the classic 90s colors, right? I look at the shoe and I think like I think Portland, I think the airport, I think of the carpet.
A
Andy8:29
Also think of the Charlotte Hornets from the 90s because of the purple there. There are some colorways in there, but I think it's just so classically 90s when you look at that. It immediately goes back and I think the 90s is very much still in vogue, right? Like the styles and trends. So, it makes complete sense to try to reissue with that. What has the response been from customers, even folks in the company as you guys have reissued this?
T
Timothy Boyle8:57
Well, it was a very narrow relaunch. I think we made 1,983 pairs and this was really a celebration of the boot and sold out quickly and it was really fun. But we didn't offer it to very many retailers. So we think there's an opportunity for us over time to have a more commercial launch.
M
Matt9:21
Well, it makes, I mean it's smart because it's kind of a test launch too. I mean, this is a question of like when you do reissues, some people do it way too big and inventory stacks and that's not what you want, right? You don't want to kill it. I mean, there's nothing worse than listening to a hit song 80 times on the radio in one day and then the next day being like, 'I'm done with this song,' right? Like, you just want the right amount of saturation in the market, not anything more than that. So, that makes complete sense to me.
T
Timothy Boyle9:50
Yeah. So, there's lots of people in the company that are wearing the boot. I see them, you know, especially at the office today where it's been raining like crazy in Portland. So, people are wearing them.
A
Andy9:59
Well, let me ask you this, Tim. When you reissue something, when you're taking something out of the archives, how much, pardon the pun, how much tinkering are you doing with a new design? Or is it totally the same? I mean, are the same material suppliers involved? Like, what's that process behind the curtain when you reissue something after so many years?
T
Timothy Boyle10:18
Yeah. Well, the original Bugaboot, we made it obviously over several years. The original one could have fit better because they were using a running shoe last. So, we did some slight modifications there. The outsole material was a little bit less grippy than it should have been. So, you know, we made the typical investments in modernizing it, but no one outside the business would really notice that. It's more the nuances of the particular product.
M
Matt10:51
Yeah. The shoe dogs know. The shoe dogs know. Our loyal listeners would know. So that's very interesting to hear you talk about the last and that. More generally, as you kind of look at where you are with footwear today from where you came from. Like how do you feel about the footwear business going forward? Like how are you guys positioning yourselves to continue to take advantage of the great products you guys are making?
T
Timothy Boyle11:21
Well, as you said, the apparel business and the footwear business are different. And I've said for years that footwear should be the biggest product category of the company. It's today about 20% of the total between the two brands, Columbia and Sorel. So, we can be better. But you know, sometimes we approach the product offerings in too much of an apparel approach. So, we've been criticized for that and rightly so. And so, we're working on that and making sure that we've got the right people and products to really be a high quality big footwear business.
A
Andy12:00
Well, you know, I love the Sorel story, Tim, for several reasons. One, knowing the history before you purchase it of like a men's Canadian boot company. You all come in, you purchase it, you flip the script, it becomes an iconic fashion-forward women's brand. And I was with Corey Long at the showroom in New York just a couple weeks ago during market week. And he was showing me the men's product. So, I had to run out and buy a pair because the men's product, it's beautiful product. And to me, you're diving back into the men's side and the Sorel business. So, walk us through kind of your thinking just on Sorel because it seems like there's a lot of opportunity there as well.
T
Timothy Boyle12:40
Well, you know that there are a number of but not a vast number of iconic shoes in the footwear business. You know, you think about the desert boot and the Sperry Top-Sider and you know there's a few of them. Nike has a number of them and the Sorel Caribou is one and that's where we hope that we can get some real traction making the aura of the Caribou much broader and give us some opportunity to be a year-round multi-gender product line. And so we were very successful making an expansion of the women's footwear product. And now we think there's just as big an opportunity in the men's side to expand more beyond winter.
M
Matt13:43
Well, that'll be interesting to see what you guys can come up with. You know, I watch some of your advertisements. I'm always intrigued at how much fun you guys have. And I'm wondering from your leadership style, one in particular, one recent one that I saw was about the flat earth video that you did where you basically like if you can prove that the earth is actually flat, then we'll give you the whole company. And you walk around the company and you're like, 'You can have this machine, you can have the...' you grab somebody's lunch and the person came and grabbed it from you or like that's actually marked. So it's just like very comical and I think sometimes, you know, we get people who are very serious about business and you should be but it seems like you have a lot of fun and it seems like you really engage with your employees like you know who they are. Maybe just share some of how you engage with the company and like how you keep it fresh and fun in that way because I think some people could never do that. They could never be that carefree or just kind of fun with these topics that you talk about.
T
Timothy Boyle14:52
Well, you know, it really starts off with the company's founding, if you will, after my dad died and my mom and I were here running the business. From the year my dad died, the company did a million dollars and the year after we did a half a million. And so we were thrust into the business without really any experience. But as we learned the business, we were struck how first of all how a woman running a business, because I was 21 years old when my dad died. So my mom ran the business and a woman running a business at that time in the early 70s was so unusual. And so we hired an agency to help us and they recognized how different that was. And so the initial ads that we did early on in the 80s and the 90s were all about my mom torturing me as a test dummy for the company's products. So, you know, over time we sort of lost the opportunity, the ability to poke fun at ourselves, but we really realized that the key for our business, and we talk about this all the time, nobody needs another brand of footwear or apparel. There are plenty and really good ones. So how are we different and it has to start with the character and the personality of the products and the brand and that's where we said, you know, let's go back to those early days where we could really be a different company. So the people we compete with, which are great companies but they're all incredibly serious about their product. They're made for, you know, walking on frozen glaciers and our products can do all that stuff as well. And they're extremely well-designed for that purpose. But when you start talking about being on a glacier, you're just talking the same way everybody talks about their products. So that's why we want to really focus on being different and how we test the products. I don't know if you've seen the, we have a number of products that we're testing on. We strapped a guy, which used to be me, and we strapped a guy to the front of a snow plow and drove him around the Alps and tested.
M
Matt17:42
Now. Does he get time and a half for that? Like...
T
Timothy Boyle17:45
No way. Uh-uh. No. That's, you know, he signed up for it and that's what he gets.
M
Matt17:56
[laughter]
T
Timothy Boyle17:56
We put up, you know, there's another ad that we've done which we talk about our products can keep you warm in a snowball fight, but what about inside a snowball? And then we put a girl in a snowball and ran her down the hill. And anyway, so we're trying to be different from the rest of our competitors and get noticed. And then the flat earth thing is really an opportunity for us to do what we call activations, which are unusual connections with the outdoors that we think most companies can't do. We can do it and others can't and that makes us different and that's how we're approaching what we do.
A
Andy18:42
Well, clearly no one's proven the earth is flat. No one's taken the company.
M
Matt18:45
Yeah, you're still sitting in that seat right there, Tim.
T
Timothy Boyle18:48
So, you know, believe me, we have gotten plenty of entries.
A
Andy18:54
Well, so Tim, I got to ask you, back in the day when you were filming these torture videos, otherwise known as brilliant commercials, how long were the shooting days or how many takes does it take to torture you? Like what? Walk us through that.
T
Timothy Boyle19:09
Oh, it sort of depended. I mean, we did a series of commercials which started with me coming out of a cement mixer to market a pair of pants. And then that was one whole day and then the next day we did a shoot in the morning and then we took a helicopter up to the top of a mountain. These were shot in Vancouver, BC and then so those things would take two, three days. We did a shoot on Slave Lake, Alberta, which is a cold place, and that was at least three days. And one of the commercials, which didn't get a lot of airtime correctly, was I had a Bugaboot on one foot and a flip-flop on the other, and it was to demonstrate how cold you could get, which was cold. So, but it took a long time. And this flat earth commercial just took a few hours.
M
Matt20:12
That's not bad. You sped things up. Well, that's good.
A
Andy20:15
Well, I would be remiss if we didn't bring up the T-word as we kind of, you know, move towards a different part of the discussion. I'm not looking to buzz. Still love talking about product. But you and I shared a stage. You were gracious enough to speak at our exec summit in 2019, I believe it was, in Washington. A lot has happened from 2019 to 2026 as it relates to trade policy. Your activism and your voice has been so critically important during what we've been facing. How has the trade tariff and President Trump dynamic impacted the business and what are your feelings as you head into 2026?
T
Timothy Boyle20:59
Well, you know, it's interesting. So we have business all over the globe. About 40% of our business is outside the US and every country that we work in has its own nuances as it relates to preferential trading partners, protectionism, etc. So we've become very adept at sourcing in areas of the world where there was an advantage to the company from a price perspective or a construction perspective. But that stuff is really not applicable in today's environment in the US. So we're doing what we can to try and influence the legislation. But you know, we have somebody in the White House which is not a normal approach to global trade. So, we have to just focus on doing whatever we can to have our products be competitive elsewhere in the world and then we'll do what we can here but it's very impactful and difficult.
M
Matt22:23
Well, I will say I've seen a handout that your team put together with some key executives posing in great Columbia Sportswear Company gear and talking about the tariff impact and you guys have put your money where your mouth is. To have Peter Bragdon and Jeff Twos on a handout as we walk around the hill has been, those are the type of tools, the creative thinking that you all have even in the policy space which is often very uncreative. You guys have brought that. So, we really do appreciate it.
T
Timothy Boyle22:55
Well, you know, if there's one good thing that came from the tariffs, it's everybody understands about tariffs. Now, before, people, you know, they were baffled. So, but now they all know it's a tax and it's intended to be a tax and you're paying a tax.
M
Matt23:13
And so, well, it is slowly starting to feed out into the market, right? Like we were expecting it to happen a lot quicker in terms of price hikes, but obviously a lot of people brought in some goods in advance and stocked up warehouses and we have a little bit of a choppy economy, so you can't really raise prices too much. People don't have that much disposable income compared to in the past. And so 2026 though is going to be very interesting in terms of where we land with policy with the Supreme Court and with trade and tariffs and things like that. But like putting tariffs aside and prices and costs, how are you feeling about 26 in terms of business? Like you said that you want to grow your footwear business. Is 2026 going to be better than 2025?
T
Timothy Boyle23:56
Well, I certainly hope so. You know, our plan is for it to be so. Although the first part of the year, with these are the first time tariff prices will be visible to consumers, we expect that there'll be some reluctance to pay higher prices. So the promotional activity may be enhanced.
A
Andy24:22
Yeah. Well, the other question I have for you too, Tim, is it's interesting to talk to you because you'll talk about lasts, you'll talk about your strategy, like when you run your corporation, like how involved are you in the day-to-day? And then how are you more strategic? Are you more trying to craft what's happening? Are you more like hands-on with your teams? Like how do you see your leadership style and how do you execute?
T
Timothy Boyle24:48
Well, you know, obviously the long-term future of the businesses has to be laid out in an organized manner, but that doesn't stop me from coming up with a stupid idea and ask them to make it. They're always thrilled when I show up at somebody's desk and say, 'Hey, what do you think about this thing?' You know, they're sort of obligated to listen to me anyway.
M
Matt25:14
[laughter] Well, it's a family business, Tim. I mean, it boils down to the legacy of your iconic, I mean, she was and is such an icon, your iconic mother, and yourself. Like, this is a family business that has grown into a multi-billion dollar global business, right? And so, you have a lot of stakeholders, but the heart and soul of where this all began, those years where you had a million dollar sale, then $500,000 in sales and then onward and upward from there, that starts with you. So, it seems like you continue to carry on the heart and soul of your family and such an iconic business and we know a lot of your employees. We work with a lot of your associates and they are just top-notch people both professionally and personally. So, that starts at the top and you've set that example for many years now.
T
Timothy Boyle26:04
Now, would we put them on a brochure? Probably not.
M
Matt26:07
But that's a bold move on your part, Tim. Maybe you're more visionary than us. I'm just saying.
T
Timothy Boyle26:10
Well, you know, I have a SAG card, but some of those guys don't, so we have to be real cautious.
A
Andy26:20
[laughter] Tim, we really appreciate your time today. And we'll be interested to see like what you guys do next with the Bugaboot and like how you do these re-releases as you go back to your catalogs and re-release. And then also really interested to see 26 unfold as you guys continue to plow into footwear more and more. And we're cheering you on and look forward to seeing what you guys can come up with.
T
Timothy Boyle26:42
Well, great. There'll be more good stuff coming and you'll also see more interesting stuff along the lines of the flat earth challenge.
M
Matt26:50
Interesting. Okay, get ready.
A
Andy26:54
We are buckled up.
M
Matt26:56
Yeah, we'll lace up and get ready to go.
A
Andy26:58
Okay, circle the globe, but I'm a little afraid of these applications where you already got some people sending some stuff in. So that's...
M
Matt27:05
I don't know what that means, but I did work in Congress for nine years and we got some interesting mail. So I can imagine.
A
Andy27:11
Yeah, that's, we're right there. Right there.
M
Matt27:14
[laughter] Now, do you go through those yourself? Like...
A
Andy27:18
Who's your flat earth person?
T
Timothy Boyle27:20
Yeah, we actually have a series of judges, but I get entries, you know. So...
M
Matt27:29
Wow.
T
Timothy Boyle27:29
I got a marriage proposal, too, out of the deal. So...
M
Matt27:32
Whoa. That's like a whole different episode.
A
Andy27:36
Wow. I mean, were they flat earth or were they round earth?
T
Timothy Boyle27:42
My wife told me not to answer. So...
A
Andy27:44
Oh, well, good advice.
M
Matt27:46
That's good that you went to your wife and asked. The better halves always know best, right?
T
Timothy Boyle27:50
She's not a flat earther, so you're good. You're score. You're good.
M
Matt27:52
That's right.
A
Andy27:54
All right, Tim. Well, thank you so much for your time today. We really appreciate you talking to us about the Bugaboot, about what was happening with Columbia Sportswear Company and what you guys are working on. And again I'll reiterate what Matt was saying, but we really appreciate you guys putting your foot forward on the tariff issue. There's a lot of companies who are a little bit tentative and we understand that, but we do need leaders out there who are willing to speak the truth. Whether it's on Truth Social or just in general just truth out there. So we appreciate you stepping up to the fore and doing that and your great team. Folks, this has been another great episode. ShoeAndShow.com is the website where you can see all our great list of all the episodes we've had. New episode comes out every single week. We appreciate you listening. 2026 is going to be a great year for this podcast. We're going to have on a lot of new voices, a lot of new ideas. And hopefully some folks from outside the industry as well trying to bring up some new perspective because I think 2026 is just scratching the surface of this kind of continued change we see in our society and our economy etc. And so we want to kind of bring in some perspectives of that as well about what might be coming so that companies can best prepare. But as we look forward to the future, we hope your year is off to a great start and next week, next Monday, new episode. We hope you'll join us then. Until next time, Shoe-In is out.
N
Narrator29:19
Shoe-In has been brought to you by the FDRA, the Footwear Industries Association, focused on retail, trade, politics, and fashion, helping create and enhance conversations on all things footwear. For information about FDRA, visit fdra.org.