
Advertise on podcast: The Cost of Doing Business
Rating
5from
This podcast has
111 episodes
Language
EnglishPublisher
Weston ZimmermanExplicit
No
Date created
2022/07/25
Latest episode
2026/10/12
Average duration
42 min.
Release period
14 days
Description
The Cost of Doing Business Podcast is here to help business owners find the path to profitability. We look beyond the glamour and glitz of the Instagram highlight reel by digging into the behind-the-scenes work necessary to achieve our goals. Your host, Weston Zimmerman, is the co-founder of SynkedUP. This award-winning landscape business management software is making a real difference for owners looking for a budgeting and overhead recovery tool and helps with estimating and job costing.
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Check latest episodes from The Cost of Doing Business podcast
Ep 111. You Can't Do It All Yourself | Jeremy Cable
2026/10/12
Being capable can become your kryptonite. Jeremy Cable and his two brothers spent years trying to run the same parts of the business. In this episode of The Cost of Doing Business, Jeremy talks about what changed when they defined their roles and learned to let go. Sometimes learning to step back is one of the hardest parts of growing your business.
Give Jeremy a follow on Instagram: https://www.instagram.com/cablebrosoutdoors/
Learn more about SynkedUP on our website: https://synkedup.com/
#businessgrowth #businessowner #landscapingbusiness #synkedup #knowyournumbers
Ep 110. Busy Is a Blessing. Crazy Is Optional. | Elliot West
2026/09/28
Elliot West started 3 Arrows Landscaping with a minivan and a $500 trailer. In this episode of The Cost of Doing Business, Elliot talks about learning to manage the chaos and figuring out what growth actually looks like for him. We get into hiring mistakes, the value of having help in the office, and learning to delegate when it feels easier to do everything yourself.
Learn more about SynkedUP: https://www.synkedup.com
#landscaping #businessgrowth #contractor #owneroperator #synkedup
Ep 109. Stop Running Your Landscaping Business Like a Hobby | Jesse Erickson
2026/09/14
A lot of contractors start a business because they love the work. But loving the work and building a real business are two different things. In this episode of The Cost of Doing Business, Jesse Erickson, owner of Pristine Landscapes, talks about learning to build systems, delegate, and take care of the bread-and-butter work before chasing bigger projects. Because the goal isn't just to stay busy. It's to build something that doesn't depend entirely on you.
Give Jesse a follow on Instagram: https://www.instagram.com/pristine.landscapes.kc/
Learn more about SynkedUP: https://www.synkedup.com
#contractor #businessgrowth #landscapingbusiness #knowyournumbers #synkedup
Ep 108. Why the Best Leaders Start in the Field | Bryce McCloskey
2026/08/31
Bryce started at Affinity Outdoors sharpening mower blades. Fourteen years later, he's helping run the entire operation. In this episode of The Cost of Doing Business, Bryce shares how growing through the ranks of the business made him a better leader and prepared him for more responsibility. Sometimes the best leaders are the ones who've done the work themselves. If you enjoyed this episode, join us at the SynkedUP Contractor Summit in Pittsburgh on September 10–11. Bryce and the Affinity team will take us inside their operation through a virtual tour.
Visit synkedup.com/contractor-summit for the details.
Check out Affinity Outdoors on IG: https://www.instagram.com/affinitylawnandlandscape/
Learn more about SynkedUP: https://www.synkedup.com
#contractor #leadership #landscaping #employeegrowth #synkedup
Ep 107. He Went From $630K to $2M in 3 Seasons | David Esh
2026/08/17
Tripling your business in three seasons doesn't happen by accident. In this episode of The Cost of Doing Business, David Esh talks tracking his numbers from day one and staying focused on executing the changes that build a successful business. Knowing your numbers could be the difference between just doing the work and growing your business.
Give David a follow on Instagram: https://www.instagram.com/david208.lux/
Learn more about SynkedUP: https://www.synkedup.com
#businessgrowth #contractor #landscapingbusiness #knowyournumbers #synkedup
Ep 106. His Side Hustle Is Now A $1M Business | With Dylan Stephenson
2026/08/03
Every contractor reaches a point where they have to bet on themselves. In this episode of The Cost of Doing Business, Dylan Stephenson shares the mindset shifts that helped him grow Brilliant Gardens from a side hustle into a million-dollar business. Your next opportunity could be one decision away.
Learn more about the 2026 SynkedUP Contractor Summit: https://www.synkedup.com/contractor-summit
Give Dylan a follow on Instagram: https://www.instagram.com/brilliant_gardens/
If you're interested in learning more about SynkedUP, check us out:
SynkedUP - Landscape Business Management Software https://synkedup.com/
Follow us on Instagram: @SynkedUP
#synkedup #contractor #businessgrowth #mindset #landscapeconstruction
Ep 105. Why I Stopped Paying My Crew Hourly | Alex Bulow
2026/07/20
Most contractors pay by the hour. Alex Bulow doesn't. In this episode of The Cost of Doing Business, Alex shares why he switched most of his crew to salary, how it changes the way they work, and why it's helped build a stronger business. Build a crew that wants to win, and the business will follow.
💡 Check out Alex on Instagram: https://www.instagram.com/inca_stone/
If you're interested in learning more about SynkedUP, check us out:
SynkedUP - Landscape Business Management Software https://synkedup.com/
Follow us on Instagram: @SynkedUP
#synkedup #contractor #businessgrowth #knowyournumbers #landscapingbusiness
Ep 104. Don't Rush Your Next Hire | Dan & Emily Gagnon
2026/07/06
The wrong hire can set your business back fast.
In this episode of The Cost of Doing Business, Dan and Emily Gagnon talk about the burnout that comes from trying to do everything yourself and how that pressure can lead to hiring too fast. They also share why knowing your numbers can change the way you grow your business and help you avoid desperate decisions.
Check out their instagram: https://www.instagram.com/gagnonlandscapeco/
If you're interested in learning more about SynkedUP, check us out:
SynkedUP - Landscape Business Management Software https://synkedup.com/
Follow us on Instagram: @SynkedUP
#contractors #businessgrowth #hiring #leadership #synkedup
Ep 103. Why That $10K Job Should've Been $19K | Kabe Hockema
2026/06/22
In this episode, Weston Zimmerman sits down with Kabe Hockema of Hockema Landscape Design & Build to talk about the costly mistake of underpricing jobs and why so many contractors leave money on the table. It's a great reminder that working hard isn't enough if you don't know your numbers.
Give Kabe a follow on Instagram: https://www.instagram.com/hockemalandscape
Check out his website: https://hockemalandscape.com/
If you're interested in learning more about SynkedUP, check us out:
SynkedUP - Landscape Business Management Software https://synkedup.com/
Follow us on Instagram: @SynkedUP
#contractor #pricing #knowyournumbers #estimating #jobcosting
Ep 102. We Asked Contractors: What's The Hardest Challenge You've Overcome?
2026/06/08
What's the most difficult challenge you've overcome? We asked that question to contractors and business owners from across the industry, and the answers weren't what you'd expect. Some talked about losing money. Some talked about learning to say no. Some talked about letting go, finding balance, and getting out of their own way. The common theme? Growth usually comes from the challenges you'd never choose for yourself. Watch the full compilation and let us know. What's been the toughest challenge you've overcome in your business?
Featuring:
https://www.instagram.com/suttonoutdoorllc/
https://www.instagram.com/nunezoutdoorliving/
https://www.instagram.com/rcoutdoor/
https://www.instagram.com/pandolfilandscapeconstruction/
https://www.instagram.com/anthonygrouphardscapes/
https://www.instagram.com/derbycitypools/
https://www.instagram.com/wesrobertslandscaping/
https://www.instagram.com/stone_craftdesigns/
https://www.instagram.com/innovativelawnandlandscapellc/
https://www.instagram.com/gregwittstockthepondguy/
If you're interested in learning more about SynkedUP, check us out:
SynkedUP - Landscape Business Management Software https://synkedup.com/
Follow us on Instagram: @SynkedUP
#contractor #businessowner #businessgrowth #synkedup #knowyournumbers
Ep 101. Hiring Great Employees With The Right Attitude
2026/05/25
Most landscaping companies have a hard time finding and keeping good workers.
In this episode, Sean and Kerry Sweeney from Blue Ribbon Companies talk about why skilled workers actually WANT to work for their company. Their team members show up with good attitudes, useful skills, and a willingness to learn. As a family-run business, the Sweeneys explain how treating employees well and investing in their team has helped them grow their landscaping business to $3 million without losing their company culture.
Give Blue Ribbon a follow:
https://www.blueribbonnh.com
https://www.facebook.com/blueribboncompany/
https://www.instagram.com/blueribboncompanies?igsh=MWNidTltb2ExZG15MQ==
If you're interested in learning more about SynkedUP, check us out:
SynkedUP - Landscape Business Management Software https://synkedup.com/
Follow us on Instagram: @SynkedUP
#contractor #hiring #businessowner #synkedup #knowyournumbers
Ep 100. The Cost of Starting My Business Too Early | Kory Jones
2026/05/11
Most people romanticize starting a business early. Nobody talks about the stress it puts on your family when you're not prepared. In this episode, Kory Jones talks about what he wishes he knew before starting his landscaping business… from cash flow struggles to hiring challenges to learning that passion alone isn't enough. One of the best lines from the episode: "You can do the right thing at the wrong time."
Give Kory a follow: https://www.instagram.com/jonesoutdoors.ut/
If you're interested in learning more about SynkedUP, check us out:
SynkedUP - Landscape Business Management Software https://synkedup.com/
Follow us on Instagram: @SynkedUP
#contractor #landscapingbusiness #businessowner #synkedup #knowyournumbers
Ep 99. 30 Years in Business and Thinking About the End Game | Mark Arsenault
2026/04/27
Most guys don't think about the end when they start a business.
In this episode, Weston sits down with Mark Arsenault from Green Monster Landscapes to talk about what changes when you've been doing this for a long time… and start thinking about what comes next.
Mark shares his path through nearly three decades. Building crews, going through a full reset, and rebuilding the business in a way that actually fits how he wants to work.
They get into something that hits for a lot of contractors. A lot of owner operators aren't building something they can step away from… they're building a job.
When you start thinking about retirement, that reality hits a little different.
Give Mark a follow: https://www.instagram.com/greenmonsterlandscapes/
If you're interested in learning more about SynkedUP, check us out:
SynkedUP - Landscape Business Management Software https://synkedup.com/
Follow us on Instagram: @SynkedUP
#contractor #landscapingbusiness #businessowner #synkedup #knowyournumbers
Ep 98. I Almost Quit Landscaping After Years of Losing Money | Jason Nolt
2026/04/13
Running a landscaping business isn't always what it looks like from the outside. In this episode, Weston sits down with Jason Nolt of Authentic Homescapes to talk about the early years of his business… and how close he came to quitting altogether. Jason shares what it actually looked like behind the scenes. Losing money, wearing every hat, growing too fast, and hitting a point where it just wasn't working. We get into what changed, what he learned stepping away for a season, and what helped him turn things around when he came back. If you've ever felt stuck or like you're spinning your wheels, this one will hit.
Give Jason a follow on Instagram: https://www.instagram.com/authentichomescapes/
If you're interested in learning more about SynkedUP, check us out:
SynkedUP - Landscape Business Management Software https://synkedup.com/
Follow us on Instagram: @SynkedUP
#contractor #landscapingbusiness #businessowner #synkedup #knowyournumbers
Ep 97. When Is Enough Enough in Business? | James Doyle
2026/03/30
In this episode, Weston sits down with James Doyle of Innovative Lawn & Landscape to talk about what happens when growth comes fast and the pressure to keep pushing never really goes away. James shares what it's been like building his company over the last 9 years, the struggle of never feeling satisfied, and the question a lot of owners don't talk about… when is enough actually enough? We also get into hiring with intention, learning how to let go as an owner, and why focusing on efficiency instead of just more revenue can be the next step in growing a healthier business. If you've ever felt like you're always pushing for more but not sure where it ends, this conversation will hit close to home.
Give James a follow on Instagram: https://www.instagram.com/innovativelawnandlandscapellc/
If you're interested in learning more about SynkedUP, check us out:
SynkedUP - Landscape Business Management Software https://synkedup.com/
Follow us on Instagram: @SynkedUP
#contractor #businessowner #entrepreneurship #landscapingbusiness #synkedup
Podcast reviews
Read The Cost of Doing Business podcast reviews
So-Low Cuts Landscaping 2022/08/23
Next Level Thinking
I’ve been following Weston on his journey for the last few years and have really enjoyed his content. At the time of this review he only has 3 episode...
markross 2022/07/25
It’s About Time
I’ve heard Weston on other podcasts and am thrilled to get his business advice and perspective on a regular basis!!!
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