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A
Hey, everyone. Mr. Producer here. And this week, Jason and Jordan are wrapping up their family vacations, of course, getting kids ready to head back to school. And since we have welcomed so many new listeners to the Green side Up podcast recently, we thought this would be the perfect time to take you back to where it all began. What we're doing is we're re airing the very first episode so you can hear the Green side Up origin story, learn how Jason and Jordan got started, more about their friendship, and to all of our longtime listeners, thank you. Thank you for your continued support. Jason and Jordan will be back next week with a brand new episode, but right now, let's go back to the beginning with the original first episode of the Green side Up podcast. Welcome to Green side Up, the perfect podcast for small business entrepreneurs looking to cultivate success in the landscaping and tree care industry. Join Jason Lee, a seasoned landscaper, and Jordan Upkavage, a true tree whisperer, as they share their wealth of experience and insights to navigate the challenges of growing your business. Get ready to hear real life stories, practical solutions, and invaluable advice that will empower you to thrive amidst the chaos of entrepreneurship. And now, let's keep the Green side Up with your hosts, Jason Lee and Jordan Upkavage.
B
All right. Welcome to the Green side Up podcast. My name is Jason Lee. I'm here with my co host, Jordan Upcavage. Hey, Jason, how you doing today, man?
C
Doing good, buddy. It was a, it was a run, run of the gamut today at work, but good to be here recording our first episode here.
B
Absolutely. It's going to be a be a roller coaster of a podcast podcast journey that we're fixing to jump on.
C
We're going to figure it out 100%.
B
Absolutely. Well, I guess to start off with, let's kind of go over some of the key points that we're going to try to cover on the podcast to give a little brief background on where I'm at in business. My own Sky Frog landscape in Gainesville, Florida, Foil service design build maintenance company and we're doing about 3 million in revenue. So we've got a lot of things going on inside our business. Good deal.
C
Yeah. As you know, I'm Jordan Arborist with Independent Tree Service in Tampa, Florida, and I am the vice president of the business. My dad Jerry, who started the company, is my boss, is the president and we're full service arboriculture firm. So a lot of pruning removals. We're just now dabbling in plant health care and Getting that division going to the business. And we're in that period of growth where my foot's on the gas pedal. And we did a little over 3 mil last year, maybe 3.2. There's a little downtick from 2023. We did 3, 8. But maybe we'll get into that on another episode on what we're seeing in the marketplace demand.
B
Absolutely. So I guess we'll let our audience decide somewhat where the podcast goes in the future with hopefully some comments and questions and what they like and don't like. But an underlying theme that we'll be rolling with to start with is kind of bridging the gap between the landscape and tree care industries. And since we are a landscaper and a tree guy. Yeah.
C
And folding in those relationships on how you can both, you know, mutually benefit from having that relationship of different facets of the outdoor service industry and how, you know that with referrals and another, you know, business to lean on, how you can both, you know, prosper and succeed from that.
B
Absolutely. So that'll be an underlying theme. And through that, we will be interviewing some landscapers and lawn guys and tree guys and outside of the industry, business people and try to cover the gamuts of all things entrepreneurship. Yeah.
C
I mean, that sounds very, very good and professional on paper, but the real reason that this whole thing is happening. Yeah. To bridge the gap between landscapers and tree guys. Yeah, it sounds great. It's just so we can hang out together. So this is a good excuse to say, hey, honey, go take the kids to ice cream. We got a record with. With Uncle Jason here. So that might be the real underlying
B
why, but that is the. The true why, if you will.
C
Yeah. And we're here to. To not smoke screen and sound like we know everything. We're here to be just boldly honest and shoot it straight. So we're here to have a good time and hang out as really good friends.
B
Absolutely. We are. We are everyday Joes that run businesses and have. Have real pains and sufferings. And I think that's something that throughout the industry and now that I've gotten into listening to more podcasts, you know, everyone talks about a lot of the. The good things and the things you need to do to grow your business and be profitable and happy and hunky dory. And they don't talk about the bad things. And there's a few people out there that are not necessarily the bad things, but some of the ugly things and
C
just the headaches, man. The headaches of having people that need that are tasked with fulfilling promises that you've made to people. You know, I was in a golf tournament yesterday on the golf course for this charity thing, and I'm quote, unquote, at work, but it's on a. I'm playing 18 holes, and we're making money because I have people doing things for me. And, you know, that's great. But at the same time, there were some errors yesterday that financially, I had to solve the problem. And we took a hit on a job site to make it right for the customer. So the buck stops with the business owner or the, you know, the person at the highest end of the ladder. So you get that really good thing of business ownership, but you also have the responsibility of do right by the client. And on one of my crews today, that was a little free. Free work that we had to do to fix an error.
B
Absolutely. That happens. I actually saw. I told Sidney I saw an independent tree. Tree truck on my way over here.
C
So did you.
B
Yeah, I was looking up. I said, man, damn, that's a nice, pretty red, red truck there. And so that's Jordan's truck.
C
How about that?
B
Damn. Look at that giant thing with a literal giant on the back of the bed pulling a lift. And here comes the loader truck right behind it.
C
I tell you that that's something that if you see your own trucks on the road that you are not driving that have your brand on the door on the side of the truck, there's that sense of pride of, that's my rig right there. That those are my guys. And then having for myself, neighbors, neighbor Ben, Jordan. I saw. I see your grapple trucks all the time. I saw one of your guys driving on the interstate. I was like, well, did he have a seatbelt on? And hopefully not acting a fool. Like, nope. Looked totally perfect. I was like, and that's great. That's that sense of pride watching your stuff go down the road.
B
For me, it's scoping out the competition. And then it's like, who the hell's in that? Oh, wait, that's. Yeah, that's us.
C
Isn't it something? So this tree guys, if you drive on the interstate, you can see a bucket truck or a grapple truck coming your way from a mile ahead of you. And, you know it's not a semi tractor trailer. You know that's a grapple truck, or, you know, that's a bucket truck. And you're craning your head to the left as they drive by of what do they got? What's Their setup, they got a lift. They have a dingo or a bucket truck. What kind of chipper they got. Yeah. How well did they use their chain and binders and tie it down so it's that fun scrutiny of the others and you compare it to yourself and see, you know, how you look going down the road.
B
Oh, you see some crazy things out there on the road, that's for sure. Yeah.
C
How many trailer lights are working compared to how many trailer lights exist?
B
The trailers will be the death of everyone in the green industry. Good lord. Absolutely. Well, as we go through the good and the bad and the ugly, that'll be many stories. Many stories for the future. There's a few guys that I listen to that, you know, it's the everyday struggles, but then it's kind of the overall business journey struggles.
C
Sure.
B
And the ones that it's like getting smacked in the face with the two by four. It's just like, oh, I'm not alone. That other people have done followed the same journey ahead of me. And you know, we're still, we're still in the. The writing of the ship mode, which we'll go into all those details in later episodes. But you know, we're trying to write my ship and, and get the plan into action and now just be able to listen to other guys. It's just like, oh, you already fixed your ship and you know you're doing good. So there is hope.
C
I think they call that the school of hard knocks where you can't just necessarily throw money at the problem. You know, you gotta start at some place in the market and then I don't know the answer other than grind it out and work harder than the person that you're compet, which is everybody else. Just outwork them. And the only way to do that is with grind.
B
That's it. Hustle and grind.
C
I think we're going to start with sharing how we got started in the green industry, how I got started in the tree business, how Jason got started in the landscape industry. So Jason, take it away. How would you just start at 6 years old with a lawnmower and a shovel or what do you do here?
B
Not quite, but close. So growing up, my family had a cut foliage operation which was an acre of tree fern. And we grew that and cut it for flower arrangements.
C
Right.
B
So greenery and flower arrangements. So we had that, I guess from a little bit before I was born until I was probably 13.
C
How many acres?
B
One acre.
C
One acre of tree fern.
B
Shaded or full sun shaded under oak tree Hammock.
C
The tree fern that grows up like on the little stick?
B
Yes, grows up on a stick. Tiki Fernando.
C
Okay. Big fronds, big leaves.
B
Fine, fine leaves. Kind of looks like a tiki torch. Cousin of your favorite plant, the foxtail fern. Oh, yeah.
C
Favorite thing to smash doing a takedown,
B
foxtail fern and the asparagus family. So we grew up in that. And you know, in the beginning, my mom and dad grew all the plants from seeds and planted rows of tree fern. And then as a toddler in a diaper, my mom would play the trophy weed game and I'd go run around and find the biggest weed, which was normally a poke weed taller than me, and bring it back. So I was introduced to the weeding game pretty early in life. And I remember going, my mom had. It must have been before elementary school, so maybe three or four. She grew herbs and we'd go to the flea market and sell herbs.
C
Really?
B
Yep. And so I guess that introduction to horticulture was in the beginning. And then my mom was a school teacher and my dad was a game warden, so both of them had state jobs. So kind of following that conservative way of of life. But then, you know, my dad running the tree fern operation and had me probably around 8 years old, start growing coontie and aspidistra and spring rye fern and potted plants. And I'd go down to see Miss Joan at Red Barn Nursery and I'd sell my coontie for $2 and my springer high for a buck 50. And as a rich 8 year old to go buy GI Joes and marbles or whatever I was buying.
C
Man, your parents put in not only that instilling hard work ethic, but commerce and monetary gains for that. I didn't get that. What I did get was I remember a whisper chipper in the front yard that my dad owned. And I don't know if I was probably not four, you can't really throw a pine cone very well at the age of 4, but probably 8. Throwing pine cones into a whisper chipper and watching it shoot out. So that was just the fun thing. But I have spread so much tree guy mulch with a pitchfork and a wheelbarrow. When the bucket truck would come to the house and offload the mulch, it's like, oh, good Lord, I know what I'm doing this weekend. And we had this garbage little pitchfork with one of those little 90 degree handles on it like a snow shovel would have. There's only three tines on this pitchfork. And trying to Pick up tree guy mulch with three tines. Thank God our chipper knives were so dull that there was enough sticks in there to grab the mulch to where I could spread it. But shoveling a lot of mulch and spreading tree guy mulch around oak trees in the yard was probably the first step into physically being in the business at the age of eight or whatever. But I tell you now I can still out shovel most, most laborers when it comes to spreading, you know, pine bark, mini nuggets with a snow shovel and a wheelbarrow, it's game on on that.
B
Absolutely. So my dad, I guess I was probably around pinecone throwing age. It must have been. Well, whenever I had a push the push lawnmower, bubble maker, so I had a good one of those. Mom's got a great picture of dad with the. The push mower and me with the bubble maker. And I follow dad back and forth in the yard as he pushed my own about an acre and a half of bahia grass. And I thought it was the best thing in the world.
C
And you wanted to be a landscape business owner at the bubble making lawnmower era.
B
I just wanted to push the lawnmower because I thought it was cool. And so then when I was old enough, I got to push, you know, make one pass across the yard. And that was great. Yeah, A month later, I'd do my one pass every time dad made the yard. Then I'd make one pass, come all the way back and. And all of a sudden, two passes and.
C
And then what?
B
Two times all the way back. And then all of a sudden it was, here you go. Yeah, keep going. So then I. That was my father instilling work ethic in me of push mowing an acre and a half of bahia grass with a real push mower. You know, our guys are employees now. They have their Honda 21 inch self propelled mowers. And they complain about push mowing. It's like, hold on, you're not pushing.
C
I'm so spoiled.
B
You're still walking. Yeah, spoiled.
C
Like, you know, I worked on the crew between the summers of high school and we had bucket trucks and chippers, but we did not have any machines. So now we have, you know, compact articulating wheel loaders with branch manager grapple attachments that front all the debris to the road. And the grapple truck pits it up and we're hardly chipping anymore. Like, the dragon brush is a. A lost art in a way where you learn to stack the brush, not to drag it, but stack the brush so the machine can pick it up easily. But I started with with no machine. I was the log donkey where my first tool was a rake. And I, I am good at raking, raking and putting my big Y branch on the ground, stacking my smaller branches on top. And you grab it and burn those thighs and hump it to the chipper and chip people get. They're awfully spoiled with all the toys and hydraulic equipment out there making, making the job easy to take take for granted. The, the hard way of doing it.
B
We can go into a little quick Sky Frog Tree service rabbit hole here and we'll have many rabbit holes in the future for everybody listening and just bear with us and run down the hole with us and if we come back out, that's great and we'll keep going then come along for the ride. Sky Frog Tree Service is our sister company in Gainesville. In Gainesville. So you know, not to go down the full, full relationship there, but you know, we operate both under the Sky Frog brand. The founder of Sky Frog Tree Service was Joe Vasquez, who I met in college. And Joe started Sky Frog while he was our greenhouse manager at uf. And so there was no machines when Joe started, he had a bucket truck and then he'd recruit all of us to help him. So we would drag brush and I used to borrow my dad's 6 by 10 lawn trailer, single axle. And after hauling logs for Joe for, I don't know, a month, I said I'm going to break my dad's trailer. So I gave it back and went and bought my first landscape trailer. You know, tandem axle, 3500 pound axles. And.
C
Yep.
B
And so then Joe would cut the logs the width of the trailer, how it didn't matter how big they were. And then we would roll them up and then we would roll them off,
C
pushing them up the ramp.
B
Pushing them up the ramp, as heavy as they are. And so out of the retention ponds up the ramp. And so it was just. So then when I came back to Star Scott Frog Landscape and saw that a T300 Bobcat and a chipper and it's like, oh, this is. And now of course they're following down the line with all the equipment you listed of articulating loaders and lifts and. Yeah. So times change.
C
Yep, sure.
B
So walking, walking uphill, you know, five miles in the snow stories. But they're trio.
C
Yeah. I think what, what piqued the interest for me was, you know, being submersed in it. And really throughout the summers of grade school, there's no school, and my dad has a business to run. He's running estimates. And so my sister and I, we'd go on a lot of sales calls with our dad and either walk the yard and follow behind them or sit in the truck and wait. But I got to spend a lot of time with my dad in the truck doing, Doing estimates. And this is elementary school years. And there's something in Florida called the Great American Teach in that the public school system does where students, parents would come to the school and talk for 10 minutes or an hour about what they do for a living. And some dads would come in and they're a doctor or they're an insurance guy and, you know, they're wearing a tie at the front of the room and it's pretty dry. Trying to be a elementary school kid getting excited about investment banking. And my dad would come and bring the bucket truck and grapple truck to the parking lot. And so not just my classroom, but the rest of the classrooms would come to the parking lot and he'd put on a bucket truck show or he'd put on the grapple truck show and he'd lift the hydraulic claw up in the air holding a big log. Whoa, look at how heavy that is. And he had just gotten a grapple truck with the first air horn. And so he kind of winked and nodded at me. So I got to run up, get in the driver's seat and pull. Pull the lever and do the air horn in front of everybody. And I thought I was quite the cool kid, which I probably was at the time, you know, in fourth grade.
B
Absolutely.
C
But that, that instilled the. I want to be a tree guy when I grow up and do what my dad does. And ended up working for him in the summers of high school. It was not my first job. My first job was working at a water park. And I did food service. I served a lot of churros and hot dogs at Adventure island in Tampa. My dad said, hey, you gotta work for somebody else before you work for me. So I did that job the next year. I'm Dragon Brush. I'm the log donkey. And I got a second job at night and I did barbecue at night and I do tree work all day and then go home, shower and start my shift at 6:30 in the evenings flinging barbecue till probably 10pm and then wake up and do it again the next day, which was. It was fun to learn from, you know, the trade from the bottom up of raking and Stacking brush and feeding the chipper and, you know, having that. I know I'm the boss's son, but I'm going to outwork my coworkers where I'm going to run to the log, run to the brush, and I can't have this silver spoon stigma stick with me. You know, I gotta out sweat the my co workers and haven't done that for a couple years. I finally learned how to climb. Curtis, one of the crew leaders at the time, who's still one of our foremen, he's a certified arborist now. Put him through arborist school a couple years ago, but he taught me how to climb, and I was very uncoordinated. And it was very weird getting in the tree the first time on an old leather saddle using a totline hitch. Some call it a suicide slide. I mean, old school is what I learned on and went to college, studied horticulture to then be the arborist. You know, do what my dad does. Did an internship with Bartlett Tree Service at their office in Tallahassee for a summer. And they taught me what a Blake's hitch was. And that was like advanced level. Oh, my gosh, this new knot doesn't loosen up on you. And I took that back to Tampa, guys, you got to learn this thing called a Blake's Hitch. And it was that from the bottom of the Neanderthal way of doing things to learning little tricks to take that first step into a little bit more advancement of productivity.
B
Yeah. So I guess the way of the lawn guy and landscaper, a lot of stories, a lot of guys stories start out of, you know, they're in a neighborhood which in Putnam County, Florida, where I grew up, there weren't really any neighborhoods. So here in Tampa, this would have. Would have flown pretty good. But, you know, take the push mower down the road and start cutting lawns and, you know, take the scooter and pull the push mower behind it. Or get mom and dad to take you down and you build a lawn route in your neighborhood. And that's how everybody gets started. So I didn't have that. That portion of the business to get started. But, you know, mom and dad would drop me off before 16 to do some oddball, you know, jobs for people. And as soon as I could drive, I'd, you know, push my weed eater, whatever I could do to clean up.
C
So I gotta know, what did you charge then? I'm curious to know from 30 years ago what you were charging per cut and what that per cut is now. And I'm curious to know how little that price has increased.
B
I guess starting out then it was, if I could make $10 an hour, I was rich. But then I didn't know that, especially if I had a mower and I was putting gas into it, that I needed to charge more money for the
C
gas because that was daddy's gas at the time.
B
It was majority. So it started out pretty low. And then I started adding in some cost of business, doing a little bit of maintenance led into, oh, I can go pick up 2 yards of mulch in the back of my pickup truck and someone will pay me to spread it. And so then that was like hitting the lottery.
C
Yes. Mulch job.
B
I'm going to spend $25 on this mulch, and I'm going to charge $100 to spread it. And this is. This is. I'm rich.
C
Yeah.
B
So I went down that road and then, oh, I can put these plants out and dig holes and plant them, and they're going to pay me, you know, $20 an hour, and then, you know, cover my costs on top of that. So that I was rich. But that led ultimately that stretch into wanting to go to UF and study horticulture, which is eventually how we met each other. And it's that story, official story, is a whole other episode. But, you know, studying landscape and nursery management at UF, meeting our friend Aaron Alvarez. You know, we ran a company together for two years there, charged much more real prices, and our prices now haven't changed much from those. So that.
C
Which is a shame if you think about it. So that was, you know, you're not 16, you're 22.
B
It's 22.
C
Okay, so that was not 25, 15 years ago. 22, 30, 17 years ago. And the prices have not doubled.
B
No, they have not doubled. I mean, we have increased our prices, I mean, probably significantly from that. But, you know, we'd. Aaron and I'd go out and do a $5,000 job on the weekend, and of course, not having a legitimate business and having to pay taxes and all that. And, you know, we were pretty. That was. That was rich. In college years, we made some pretty good money doing that. We sat down and ran the actual cost to start running a business. And, you know, anyway, it didn't really quite make sense. So Aaron moved. Aaron moved to Atlanta to help take care of her mom. And that led me to go work for Austin Outdoor over on the East Coast.
C
But it's just like trimming palm trees. There's been some stigma that the term a sable Palm should be $25, and now it's $35. You're expensive, you know, and there is no way to make money at $35 a palm tree. We don't do many of them. Like, I do not have big commercial projects where it's all palms. That's just not our Walmart high volume, low margin business. We are more. High volume, high margin is typically where we steer. But it's. It's kind of interesting that somebody thinks that a guy getting up on a ladder going way up there with a chainsaw to trim something off the ground and then dispose of it should be $35. I have four palm trees. Okay, here's 180 bucks. The math doesn't work with the truck, the trailer, the fuel, insurance, if you have it. It's just not feasible. So that public perception of not seeing the value in it is a struggle. But I've learned that that's not necessarily my type of a client. Most of my clients see the value in having a professional off the ground with the insurance that can yield that end benefit, whatever that goal is, the prettiness or the maintenance of it. They see that value because I've either vetted them of they're my type of a customer or not, or I've educated them during that sales process.
B
I think some of that. I have a feeling some of our listener base. There's also a large amount of podcasts that are not from the state of Florida, so there's not many that I listen to. Everyone is from Michigan or Ohio or. I never thought there'd be so many companies in Michigan or Ohio. All I think of are whitetail deer when I hear of the states, but it's no, but I think that in Florida, a lot of the landscapers can relate to getting the palm tree shaft that we. We get shafted with cutting. Cutting the palm trees. $35. And I think we had some in contract two years ago for 45 bucks. And then they got to the point that we couldn't trim them because they were too tall. Right. So we had to have Scott Frog Tree Service come in and, you know, Brian Weathers came to me and he's just like, what do you mean you're trimming for us? And I have $45. This is the life of a land. Like, it's.
C
So is that. That's like the loss leader, right? You want the man, you want the landscape maintenance on the ground. And to win that work, you have to include the palm trees as Part of it. And so that's your loss leader to. To get in the door.
B
Pretty much. You know, we got. We have a large HR POA that we just picked up this year, and I think we're at $70 a palm tree. Oh, there you go. So, I mean, we're moving up if we. If we do that internally. I think the majority of them are. Aren't that tall, so we could probably do it internally. You know, we'll make some money at that.
C
Yeah. I have one client. It's a. A condominium on the Hillsborough river, and they called three years ago. I've done the property two or three times now, and they wanted an estimate to trim. I don't know, they had a 100 palm trees or 200 palm trees. I forget the number. And before I went to go bid the property, my sister Christy, who's our office manager, did a good job of vetting that client and said, okay, you know, we'd be happy to bid on it, but we're probably going to come in at somewhere around $100 a palm tree. Are you okay with that? And the gentleman said, yes, I'm okay with that number. Great. So we gave him a plug to vet him. And then we said, all right, well, before we come bid, we're going to charge you $100 consult fee. So if you want a professional bid for this property, you need to pay us with a credit card $100, and then we'll send the certified arborist out to walk the property. And the guy swiped his credit card, so he paid that consult fee to get me out there to bid it. And I think I bid the palms at $105, $104 a piece. And I've done the job two times now, and I do that property every October or November. And it's a great project to do because it's easy to manage. My guys have done it before, and they get into a rhythm, and we. We turn a good profit on it by, as I said, just vetting that client and letting them know up front what. What's happening, and saved a ton of time and cut a lot of people out. That is not our type of a business, which let us be a better service provider to this group of folks.
B
I wonder what Trey Frims palm tree's at.
C
It's probably, I don't know, 210, and he subs it for 35 to somebody else. Now, that's business right there.
B
I wonder if we can get Trey on the phone.
C
All right, here we go.
B
All right, we're gonna see if Trey picks up.
C
Wow. First episode, live call, no rules, right?
B
Yeah. Figure it out.
A
I don't know.
C
He's got two kids.
B
The producer can always kind of know. It's probably bath time. Yeah, he's got two kids.
C
He's like, what's Jordan calling me for? It's probably about a project that I'm working on with him right now since
B
he wouldn't come up and join us tonight. This is Trey with Baker Commercial Landscaping. I can't have the phone right now. If you leave me a message, I'll call you back as soon as I can. Thank you.
C
Hey, Trey with Baker Landscape. It's Jordan. You are live on the Green sideup podcast. We were hoping to catch you, but wanted to pick your brain about overcharging your tree services and subcontracting it to somebody that can do it cheaper than you can. So you make the dollar, give me a buzz back. See ya.
B
Okay, so we were back without Trey Roquin, who did not pick up his phone. But Trey has two little. Two little children at home, so he's probably has bath time coming. But Trey will be a future guest on Green side Up podcast. He's a great guy, salesman for Baker Landscape down here in Tampa and Sarasota and Orlando.
C
Salesman or some whiz bang project manager type flashy email signature thing.
B
He's the man. Who he is. He's Trey Rolkin. So anyway, we'll get Trey on the podcast and we'll pick his brain about palm trees then. And I think we're going to wrap up this episode and focus a little bit on what's our next episode going
C
to be we're going to do about how you and I met or are we going to talk about this week in business that we've experienced today?
B
Yeah. So whether you talk about what we have going on in the business or Jordan and I's story of meeting each other and let's do.
C
Let's do this week in business and what's happened from Monday to today.
B
Okay, sounds good. Well, join us on the next episode and we'll talk about what's been going on this week.
C
All right, cheers, folks. Catch you on the next one.
A
As you continue your journey toward entrepreneurial success, let Jason and Jordan be your trusted companions on this uphill climb. Don't miss out on future episodes of the Green side Up podcast. Make sure to hit that follow button to stay updated. For more ways to connect with the guys, check out the podcast description. Thank you. For tuning in. And remember, keep working hard so you can play even harder. And keep the green side up,
B
Sam.
Original Air Date: August 6, 2026
Hosts: Jason Lee & Jordan Upcavage
In this special re-aired episode, Jason and Jordan take listeners back to the very first Green Side Up podcast episode, sharing the origin story, backgrounds, and motivations that started their podcasting journey. With candid stories from the landscaping and tree care industries, this episode aims to peel back the layers of entrepreneurship, highlight the messy reality of small business ownership, and bridge the gap between landscapers and tree professionals. It’s an episode for those "knee-deep in the dirt" or just getting started, offering relatable stories and honest perspectives.
Jason’s Story – Landscaping Beginnings
Jordan’s Story – Second-generation Tree Pro
Equipment Pride and Stories
Early Financial Lessons
The Palm Tree Pricing Challenge
| Segment | Timestamp | |-------------------------------------------------------------|------------| | Introduction and podcast goals | 01:30–04:37| | Jason's business and background | 01:52–02:17| | Jordan’s business and background | 02:17–03:04| | The “real reasons” for podcasting | 03:59–04:26| | Honest talk about business challenges | 04:37–05:55| | Equipment pride and stories | 06:13–07:24| | The “school of hard knocks” & market realities | 08:18–08:43| | Origins: Jason and Jordan’s entry into the green industry | 08:43–13:09| | Equipment and manual labor reminiscences | 13:30–16:13| | Teaching moments: finding customers, early pricing lessons | 20:19–21:59| | The palm trimming/undervaluation problem | 23:34–28:11| | Vetting clients and value perception in tree/lawn care | 27:19–28:11| | Live call attempt with Trey | 28:20–29:12| | Closing: upcoming episode tease | 29:30–30:10|
The hosts wrap up by teasing the next episode—either detailing their first meeting or sharing "this week in business" recaps—keeping the format open and inviting listener feedback to shape the show’s direction. Above all, they stress the value of honest dialogue and community in the green industry.
“We’re here to have a good time and hang out as really good friends ... Come along for the ride.” – Jordan (14:37)
Next up: Behind-the-scenes lessons from the current week in business—and the ongoing, unvarnished story of landscape and tree care entrepreneurship.
This episode is an ideal listen for newcomers looking for foundational stories, as well as for veterans seeking camaraderie and “you’re not alone” moments in the landscape and tree care business.