
Discussing How to Face Market Downturns with Gigworker’s Brett Helling
with Shane Barker
Brett Helling, founder of Gigworker, joins Shane Barker to share how he bounced back from COVID-era losses, scaled a portfolio of websites, and stayed grounded through it all. From navigating setbacks to managing stress and spotting industry red flags, Brett’s story is a reminder that resilience, smart pivots, and protecting your well-being are just as important as chasing growth.


Brett Helling is the Founder of Trendline SEO, a specialized digital marketing agency known for elevating brands through data-driven SEO strategies. With a focus on measurable results, Brett has built a reputation for driving organic growth and improving search engine visibility for clients across diverse industries.
Before establishing Trendline SEO, Brett honed his entrepreneurial and marketing expertise by creating and scaling successful online ventures. Drawing on this hands-on experience, he pioneered holistic approaches that fuse advanced SEO techniques with content marketing and user experience. His insights have earned attention from leading publications, including Forbes, spotlighting his passion for innovation.
Committed to empowering businesses in a digital-first world, Brett shapes Trendline SEO’s methodologies around evolving search algorithms and consumer behavior. Looking ahead, he is passionate about guiding clients to sustainable success online, fostering transparency and collaboration every step of the way.
Episode Show Notes
In this episode of The Marketing Growth Podcast, Shane Barker sits down with Brett Helling, founder of Gigworker, to talk about resilience, risk-taking, and how to navigate market downturns like a seasoned entrepreneur. Brett opens up about the challenges he faced during COVID-19—when his once-thriving websites saw their revenue drop to zero—and how he managed to pivot, stay grounded, and grow his portfolio to 13 digital properties.
He shares candid lessons on managing through uncertainty, recognizing early warning signs of economic shifts, and the importance of keeping cash reserves. Brett also digs into the mindset required to weather tough seasons, how ego can blindside even successful founders, and why humility and health are non-negotiable in business.
From losing major revenue streams overnight to finding new opportunities through acquisition and strategic thinking, Brett’s journey offers actionable advice for anyone running a business in uncertain times. Whether you’re a startup founder or a side-hustler, this episode will leave you with practical tools and renewed perspective.
Books mentioned
- The 7 Habits of Highly Effective People by Stephen R. Covey
Brands mentioned
- Gigworker
- Ridester
- Uber
- Coca-Cola
- Costco
- Werner Enterprises

Welcome to the Marketing Growth Podcast. I’m your host, Shane Barker, and we have Brett Helling, the founder of GigWorker again, to talk about his entrepreneurship journey and the kind of market downturns he has witnessed over the years. I want to talk about your entrepreneurship journey and what kind of market downturns you’ve faced. You’re buying these businesses, and obviously, you’re putting yourself at risk when you buy a business, right?
You’re buying this coffee business. You put 100, 150,000, and whatever your number is, you’ve got this, and now coffee’s not going anywhere. It’s like alcohol. Last time I checked, I drink more coffee than alcohol, but I can’t fully give you my numbers there. But what was it for any kind of market downturns that you faced? Talk to me about your journey there.

Brett Helling
“Oh, man, yeah, there have been quite a few. So the big one was COVID with these websites I’m building—they take years to build and really put a moat around them. To get Ryster to the point where it’s at now took a lot of work, a lot of money, and a lot of time, and that’s been five, six years in the making. And now, if somebody tries to compete with me, it’s definitely doable. I’m not getting ignorant and cocky and saying that’s not a possibility, but I think I have a moat around it because what I’ve done is hard to replicate, and I have 13 websites now, most of which I bought in the past year alone. Anyway, Ryster, one of my biggest sites, GigWorker, was definitely poised to outgrow Ryster very quickly until COVID hit and Google changed their algorithms. When they did that, human behavior shifted, and Ryster took a huge hit. People were taking rides. So my income pretty much went to zero. Luckily, I had been sitting on some cash, so I started buying these websites when people were panic selling, and I stayed the course. Now that site is coming back—it’s roaring back, and GigWorker is growing again. I’m now sitting on a bunch of digital assets and websites that I’m going to grow and that will really take off, hopefully. Then with the GigWorker thing, I had a business partner who ended up screwing me over, and that was kind of in the midst of all of that. I bought him out in May of last year, and that’s when COVID was ravaging my business. I had a lot of sleepless nights, but I learned: it is what it is—control what you can, stay healthy, exercise, keep your head above water, and do what you got to do. So those are two of the big ones.”

Yeah, no, I hear you, man. I think it’s funny, and I always would laugh about this: being an entrepreneur and the people I’ve talked to when I was younger, and even now sometimes, where people say, ‘Yeah, I really want to be an entrepreneur.’ You make money, you own the thing. It’s all yours. And I’m like, ‘You do own it, and you do get the money when it’s great.’ And guess what, when you get punched in the face. Guess who gets punched in the face? It’s not an employee. It’s you. And guess what, when COVID hits—this thing called COVID that nobody knew about, when this thing called Coronavirus, which used to be a beer and now it’s something you can get and die from—a lot of things change. And then, guess who’s holding the bag? That’s you, right? And you don’t realize how that’s going to affect your business. I think that’s what people don’t realize: being an entrepreneur is a journey—I’m using my finger up and down it. There’s no way to know which way it’s going to go. And I think having a downturn, especially when sites are doing good, sitting on some money, you buy some other websites because you’re like, ‘Shoot, I don’t know if this site’s ever going to come back. I’m down to zero. I’ve got to invest in some other stuff.’ Obviously, you did, and now that’s starting to come back. Business is coming back, and you’ve got some other assets that you’re going to grow. I think that’s awesome, but that’s when you know you’re an entrepreneur: when your money goes down to zero—your monthly money—and you take the rest of the money that you have and invest in more entrepreneurial stuff. A lot of people say, ‘I’m out. I’m gonna go get a job. I’m gonna work for somebody.’ This is too scary, and those sleepless nights will challenge you. I’ve been there many times. There have been many times where I just thought, ‘Man, how do I get out of this? How did I get into it? And then how do I get out? What is that process? What do we need to do?’ So I love that, man. I don’t love the fact that your site went down to zero. I love the fact that you were able to pivot and get out of there and say, ‘Hey, listen, I’m gonna double, triple down on this thing. I’m gonna go ahead and buy some other stuff and get it going.’ And so the only downside is that one takes a year to three years to build, which is fine—time, resources, and money—and I’m sure you’re getting some of that back, and you’ll build those up. I can’t wait to hear more about those sites as you continue to grow them. So, what are some of the early signs that a particular industry can look at? I mean, how can an industry know—COVID, we didn’t know COVID was literally left field. It hit the world and left us wondering, ‘What the hell just happened?’ Are there any early signs that businesses or particular industries can look at when they start to feel that there’s going to be a downturn?

Brett Helling
Yes. I mean, for two things there: with COVID, if somebody looked at me and told me seriously that I should have been able to predict that, that’s absurd. That’s such an act of God, an unprecedented event that we hopefully only see once in our lifetime. But yeah, that’s something that everybody should be sitting on cash if they can. As a business owner, I probably should afford it more. It is what it is. My big takeaway from COVID is when people panic, you can stay the course and not lose that much sleep over it, especially when it comes to big things, discretionary spending. I know a guy who owns a window washing company, and he can always tell we’re going to go into a recession if people stop cleaning the windows on their businesses and in their houses, because if they don’t have money to clean their windows at their business, they probably don’t have money for other things. I always try to look at things like that, and that’s a bit of a hard question to answer, because I’ve never thought about it. I’m always on the proactive side, and if something does happen, what am I going to do? So I plan for the worst and hope for the best.

And that’s honestly why you had money stashed away. I mean, we always wish we had more, right? That’s always the point. We would always love to have more. But the thing is, that’s the reason why you had that stashed away. I think that was probably something I was gonna ask you next: how do you prepare for a potential downturn? I mean, obviously having a shoebox of money is always helpful. What other things can you do to prepare for something like that? I mean, COVID is an anomaly—we can’t even put it in the conversation because you can’t. But anything, let’s say, if we are preparing for a COVID-type situation or a downturn, what have you learned other than cash? Is there anything else you can recommend to the audience?

Brett Helling
Yeah, a big one for me was trying to separate success from ego. This is one that’s probably not taught in business schools, but I think it absolutely should be. There was a while, for years, I felt I had the Midas touch. No matter what I started or did, it just turned to gold, and it was great. Then one day it didn’t, and I didn’t know why. This was before COVID. There were some things—like Uber, for example. They were paying thousands of dollars for each driver I referred. One day, they just cut off their program and said, ‘Sorry.’ And that income dried up. I think it would be easy in those times when things are good to think you need to be confident in your choices when you plan 10 years ahead, so you can actually commit to the goals you set for yourself. But in the process, stuff can hit the fan real quick, and you’re left holding the bag. That ego you had before, you’ll get humbled very quickly. So I think that’s a big one that people need to understand. I’ve been humbled a few times in my life, and it’s not a fun thing to do.

No, no, I have. There have definitely been times in my career where things are going good. For me, I feel very fortunate. I’ve always felt fortunate with my journey because of the amount of different things—from owning a bar to having one of my companies build 25 million in two years—which was a crazy journey.
Of course, you touched on something earlier that resonated with me: just making sure you’re working out and doing things. I was 30 pounds overweight. I was drinking energy drinks and doing anything to stay up an extra two hours. I was working 20 hours a day, and I was a beast, but I was literally making my bed to lie in it, to die. I was literally heading in that direction.
My family—let’s put it this way—when things ended in that business, my mom came to me and said, ‘I’m actually glad that you’re no longer doing that business, because I thought you were going to die.’ I mean, that’s how hard I was. I would grind hard, and I said, ‘Listen, I go hard in the paint.’ My only thing was, ‘I’m going to make this thing, I’m going to blow this thing up.’ And I did, but it was also a crazy industry, and it’s a whole nother. I don’t have enough time to tell that story.
But what’s interesting to me is I just think the fact of appreciating what you have and understanding that we’re very blessed in the positions we are, and it’s the good things and the bad things that make us who we are today. And so I think when we start with the Midas touch, all of a sudden nothing can go wrong.
Then I think Mike Tyson is the one who said, ‘We all have a plan until we get punched in the face.’ Yeah. And it’s my favorite quote because it really is. It’s like, ‘Man, this is great. Everything’s awesome. Wait, I just got punched in the face. Where am I? What’s going on? What just happened?’ It’s a weird deal.
And I love the fact that we all have these humbling moments that ground us and take us back to, ‘Oh, we gotta be humble again. Not everything I touch turns to gold.’ Google, thanks for the update. That was super awesome, and now I’m back down to zero. This is, nobody has ever said that. But after it, it’s like, ‘Well, now I gotta figure out how I can pivot, how I can do something different.’
So I do think those things happen in our lives for certain reasons at certain times, because we start to think we’re untouchable, and then something happens, and you go, ‘Whoop, alright, time to go back to Humble Ville and eat a little bit of pie,’ and then I gotta go back up and start building some other things and make it happen.
But that’s what makes us entrepreneurs, right? That makes us strong because I think my failures in business have been the foundation for what I am today better than my successes. My successes, there’s definitely things there, but there have been some failures where I was like, ‘Damn, that’s a big lesson.’ I gotta really take that one in because that was big—maybe we had investors, or maybe whatever it was—and in each one of those, I learned something that made it so today I feel that I’ve got a good base and a lot of different things and a good knowledge base.
And once again, I’m very humble, very appreciative, and also very healthy, making sure that I take care of myself on that side too. I don’t want to die, because you can’t take your money with you when you die. From what I’ve learned from the research I’ve done.

Brett Helling
And I think you touched on a good point there with iron sharpens iron. There’s something to be said about pivoting when you’re at the toughest point where you can’t pay the bills, and you pivot, and the confidence you get from that is just, ‘Dang, right, I did that.’ And then when you come across a challenge later—like when I ran a half marathon once without training, just to see if I could do it—it was like, ‘Oh yeah, this is no big deal for me,’ because mentally I’ve been in the worst situations I could ever imagine, and I have to claw my way out of that. Then it’s like, ‘Oh yeah, I can just go run 13 miles. That’s no big deal.’ It’s a mental thing. So when I face a challenge or get stressed, I’m like, ‘Is that really something I should stress about? I’ve been where everything’s been stripped away from me—do I really need to worry about the traffic? I’ve got other things I can channel my emotional energy towards.

I love that, man. It’s perspective. That’s really what it comes down to. We get really tied up, and there’ll be something I’ll be stressed about. I’ll tell my wife or somebody, and in my head I’m thinking, ‘That is such a first world problem.’ Your problem is what? You’re worried about traffic or you’re worried about, ‘Oh my gosh, I can’t do this.’ And then my Amazon order didn’t get delivered—what am I going to do? And it’s like, what? It’s deodorant, bro. You’re going to be fine. You’re inside. Nobody’s going to see you anyway. If you smell like a dog, who cares? That’s a terrible example, but you get my point. It is very humbling. I think it’s important to really think about how lucky we are, for the successes we’ve had, the failures, and what we’ve been able to build. I think that’s awesome. For me, my big thing now is being able to give back—doing the SBA stuff, helping businesses. Not that I don’t need money, but it’s not my number one play anymore. It used to be my number one thing. Now it’s, ‘What can I do to not necessarily leave a legacy, but to give back? What can I do to take my superpowers—my knowledge—and help people?’ I like that, man. You and I have a very similar journey because I was a runner as well. For a long time, my old website talked about me being a runner. Now, I did train for the half marathon. So I’m a little envious of the fact that you didn’t train. People told me I had to train. So I didn’t know—did you make it? Did you run the whole 13.1 or what?

Brett Helling
Oh, I did. Yeah, I couldn’t walk for like, a. Unique. So I did another one this year, and I had trained pretty aggressively for it. So it was like, it’s much better. You should train for it.

Okay, that’s what I thought. I just want to make sure, because people were like…

Brett Helling
I know you got good advice there.

Because I was like, What? What do you mean? I guess just woke up and done it. I probably would have finished too, but I probably would have been bleeding from internally and externally, and I probably would have been close to dying, but I would have made it, and it and it would have been great podcast story. My last question for you before we jump into the fun section of the podcast. Do you think are there any industries that you can think of that have little or no, no, no, market, dirt town downturn? If I can say that, right, like, I’m just trying to obviously get, like, alcohol. I mean, there’s some things like, is there anything you can think of? I’m just of? I’m just curious, because your mind works very different of like that has have, like, little or no downturn.

Brett Helling
Trucking is one, like, huge capital intensive industries that are very commoditized. They have downturn, but it’s very hard for them too. So my, one of my friends, runs a trucking company here in town, and they have 275, trucks. If you know anything about trucking companies, that’s a very small trucking company, but it’s still like, it’s a step above the family truck, like, you know, just have, you know, maybe 1020 trucks, but it’s far below, like a Werner, who’s based in Omaha, or, you know, big, huge company, but Trucking is, is a big one that just, it’s very hard to get into, and stuff will always need to be moved. Other than that, stuff with huge brand names like Coca Cola. Other than that, there’s a lot that can get hit.

Yeah, well, people are realizing that after COVID, because you’re like, I think I’m kind of exempt. You’re like, well, not fully exempt, because, guess what, we got this thing that could come up and smack you in your face and make you kind of wake you up a little bit. Trucking, yeah, that’s, that’s, that’s awesome. And I, you know, trucking, obviously, is something that’s, that’s always going to be needed, because we got to move things from point A to point B. From point A to point B, especially now with the supply chain and COVID and all that kind of stuff, like just lumber and everything is just insane right now, like just the cost of of commodities, a lot of commodities are in through the roof, kind of crazy. So all right, so we’ve made it to what we call the fun section. I always hate calling it the fun section. I say this almost every time because I’d like to think that we have think that we had some fun before this. I mean, I’m not, we’re not. This isn’t like, yeah. I mean, this isn’t like, you know, Disneyland or anything. But I feel like, you know, we’re moving in that direction, right? We got some, some blood flowing. We found out that you have to make sure that you’re going to train for marathons or you won’t walk for a few days after that, right? I mean, just little, little things, little snippets of knowledge that you’re bringing the table. So my questions are usually the same for every podcast guest, because I’m always intrigued about people. If you could travel to one place in the world for free, where would that be? And once again, I’m fitting the bill, my friend. I’ve got my little MasterCard out, or visa, or, God knows, whatever one that I have the least amount of money on. I’m going to throw that down on you. And what are we going to do? Where are we going?

Brett Helling
I would go on an expedition to the North Pole.

And go find Santa Claus?

Brett Helling
No, well, maybe he’s up there. I don’t know. I don’t know anybody that have been up there. So, and I know it’s very expensive to go, so I’d love you to foot the bill for that.

Yeah, thanks, right. And now I feel even closer to you because I was going to move to Omaha and come say hi, and now I’m gonna pay for you to go see Santa Claus. That’s awesome. I’m not opposed to that, man. If Groupon does a two-for-one deal, I’ll join you. How about that? We’ll just go together. Call you up—yeah, go find Santa. That’d be awesome. Now you’re all about the heavy work. You want to put in some work, huh? You don’t want to go to Hawaii and lounge on the beach. You’re like, ‘No, I want to go and have to wear heavy equipment and potentially die.’ I like that.

Brett Helling
Yeah, that’s why, too. So…

Yeah. But no, I’d rather put on a suit and be where it’s minus 38 degrees every night or something, where people die on a daily basis. I love it, man. You’re an adventurer. I love that about you. I mean, that’s exactly—probably cold but exhilarating as well. So if you had any choice of a superpower, what would your superpower be?

Brett Helling
Reading people’s minds. That’d be a big clutch in a negotiation.

That would be huge. Well, and do you remember that? What was the one with Mel Gibson, where what a girl likes, what a girl wants, something, where he was reading?

Brett Helling
What Women Want, is that, what it’s called?

Yeah, something like that—reading all the girls’ minds. My wife loves that because I watch it; I don’t even know how often. It was a poor guy, man—you got to hear everything. He was a jerk, just all kinds of Mel Gibson, but I get you. I think reading people’s minds, especially in negotiations, would be super helpful. You’d know what you’re going to say next because you know what they’re thinking, and it would be super easy. It would have to be conditional on selectivity. I don’t want to hear what people are thinking of me all the time—I would have to turn it on and off, like a little button, because Mel couldn’t do that. He had to go electrocute himself, which is kind of interesting. I can’t say whether that would work or not, but I do like that off switch, or mild reading, or heavy reading—no reading. You want to take the day off and not hear what people are thinking. I like that. So, what about any favorite books or podcasts that shaped your career, your personality? Anything good there? What do we got?

Brett Helling
I am currently reading ‘The Seven Habits of Highly Effective People’ by Stephen Covey, and that is helping me work on things that can drive the most value for my business and a bit of an experience here. I just got back from Cancun last week. I was in Cancun, found a great deal on Costco of all things, and did the all-inclusive resort down there. I was sitting by the pool, meetings were popping up, and I took them. Then afterward, I was sitting there thinking, ‘Why did I do that?’ So what I’m now thinking about is not just my business—how to automate, how to scale, do all those things—but I also need to think about my personal life. I need to guard that and guard my time. I’ve worked 17 hours a day for months now, and it just isn’t fun, and I’m getting burned out. I had a bit of a revelation in Cancun about really trying to think about what I want my life to become. It’s probably a deeper answer than you were looking for

No, no, no. You know what’s funny is that you and I are on the same journey, and I’ve hit it a few times—like, what am I really looking for? Is it more money? Not really. Is it legacy? Not really. What do I really want to do? I look at my time. What I used to do—working 20-hour days—was just about keeping going because I couldn’t make enough money. There’s no stop, no boundaries. And now I look at things totally opposite. I ask, ‘How do I want to spend my time?’ So now I really protect my hours, my day, by scheduling blocks and stuff like that. But there are times when I’ll go on spurts and work long hours—maybe eight, sometimes nine—but I’ve really protected my private time, my personal time, or whatever I want to do. It’s massages, it’s this, it’s that, it’s camping—it’s difficult to do when you have a mindset like we do, of ‘gotta keep going, gotta buy more, gotta do more.’ There comes a point, and that’s why when you said, ‘Hey, I’ve got these 11 websites,’ I was like, ‘That’s awesome.’ But then in the back of my head, I thought, ‘Man, that’s a lot of work.’ I’m not saying you can’t do it because I think if anybody can do it, you can. I just know that for me, once again, it’s like—I am. We’re going to talk outside of the podcast, because you and I have too many parallels, which is really interesting. And I think that, as you talked about iron sharpens iron, or steel strips, or whatever the term is, there could be something interesting there. But before we jump off, I want to know: if anybody wants to get in contact with you or reach out, how can they get in contact with you?

Brett Helling
Either LinkedIn, my name is Brett Helling, or just shoot me an email at Brett@gigworker.com, that’s B R, E T, T @ G, I, G, W, O, R, K, E, R.com, and I love helping people, whether you’re just looking to get in or have an idea and want to run it by me. I I’m a big fan of of helping others out.

Thanks, Brett for joining us. It’s been a pleasure to have you. If you’re listening to this podcast and you like what you hear, make sure you subscribe. It’s one of the top marketing and business podcasts on iTunes. Thank you, listeners. I’ll be back with another interesting conversation on the marketing growth podcast next week. So stay tuned.