Uploaded July 2025 | Updated September 2026, 2 weeks ago
Download the free e-book “Navigating Global Trade: 3 Insights for Leaders” at NetSuite.com/UpFlip
Andrew Anstrom transformed his $13/hour manual labor job at Bartlett Tree Experts into a remarkable success story in the tree care industry. Starting from the ground up, he quickly proved his exceptional sales abilities, reaching six-figure earnings and mastering both the technical and business aspects of arboriculture over eight years.
After a brief hiatus to travel and reset, Andrew joined forces with his former colleague Austin McCoy at Tree Amigos. What began as a modest three-day work week evolved into Andrew taking a bold leap, liquidating his 401k to acquire 25% ownership in the thriving tree business.
Tree Amigos' journey is equally fascinating. Founded by Austin as a simple tree pruning side gig with less than $1,000 in equipment, the company has grown into a full-service tree care powerhouse. The partnership perfectly balances Austin's operational expertise with Andrew's marketing and sales prowess.
In this episode, discover how Andrew and Austin built their tree care empire through strategic equipment investments, smart digital marketing, and exceptional customer service. Learn their practical insights on leveraging platforms like Reddit and Google Ads for lead generation, and how they've maintained steady growth in a competitive market without relying heavily on paid social media advertising.
💥 Most New Businesses Fail From Guessing 💥
UpFlip Accelerator gives you the system to launch faster and get clients sooner.
👉 upflip.com/accelerator
Or start FREE with our quick-start trainings ↓
🧽 How to start a $140k/month cleaning business - learn.upflip.com/cleaning-business-masterclass
🥤 How to start a $50K/month vending business - learn.upflip.com/the-vending-bootcamp-masterclass
🖌️ How to start a million-dollar painting business for under $1K -
learn.upflip.com/how-to-start-a-painting-business-masterclass
🚛 How to start a $10k/month moving and junk removal business -
learn.upflip.com/moving-and-junk-removal-masterclass
🔑 How to start a $8K/month mid-term rental business -
learn.upflip.com/the-mid-term-rental-blueprint-masterclass
🏠 How to make $248K in tax-free profit from building and selling homes -
learn.upflip.com/the-builders-blueprint-masterclass
🗺️ How to make $25K in one deal buying and selling land -
learn.upflip.com/land-flipping-blueprint-masterclass
OR…
🎓 Join UpFlip Academy to “copy-paste” the top million-dollar service businesses you can start in weeks and profit from in months - links.upflip.com/academy-yt
More UpFlip Official Resources:
📕 FREE access to 137 Most Profitable Businesses - links.upflip.com/137-business-ideas-yt
🎙️ Follow the UpFlip Podcast - links.upflip.com/podcast-yt
📩 Join the UpFlip Newsletter - links.upflip.com/newsletter-yt
👉 Check out Andrew and Austin’s business - austintreeamigos.com
Timestamps:
00:00 - Start
00:34 - If it’s trees, it’s us!
00:56 - It all started with $1K
01:21 - Tree pruning 101
01:46 - Not a fan of climbing? No problem!
02:21 - Art and science of arboriculture
02:51 - Margin and numbers
03:43 - From best friends to biz partners
05:20 - Truck tour
06:27 - Who knew this made money?
07:07 - Time for some tree action
07:22 - Secret to referrals
08:20 - Safety is a priority
09:18 - Fan blitz
11:27 - Unexpected marketing that works
12:34 - Remember: “If this, then that”
14:20 - Revenue breakdown
15:19 - Pricing strategy
16:32 - An absolute game-changer
17:59 - Dynamics of a power duo
18:57 - Meet the first “Amigo”
19:21 - Annual overhead costs
20:07 - Equipment and setup
20:45 - Scaling means delegation
21:52 - Splurging (strategically) is OK
22:50 - Try everything!
24:11 - Go make the “huge” ask
25:02 - Do what you love (and get paid!)
25:32 - A costly mistake
26:19 - Almost a “Final Destination” moment
27:13 - Success looks like… an ice machine?!
28:26 - Less is actually more
29:04 - Finding great talent
30:17 - A very “digital” role
31:02 - Outro
#tree #treebusiness #treecare
Download the free e-book “Navigating Global Trade: 3 Insights for Leaders” at NetSuite.com/UpFlip
Andrew Anstrom transformed his $13/hour manual labor job at Bartlett Tree Experts into a remarkable success story in the tree care industry. Starting from the ground up, he quickly proved his exceptional sales abilities, reaching six-figure earnings and mastering both the technical and business aspects of arboriculture over eight years.
After a brief hiatus to travel and reset, Andrew joined forces with his former colleague Austin McCoy at Tree Amigos. What began as a modest three-day work week evolved into Andrew taking a bold leap, liquidating his 401k to acquire 25% ownership in the thriving tree business.
Tree Amigos' journey is equally fascinating. Founded by Austin as a simple tree pruning side gig with less than $1,000 in equipment, the company has grown into a full-service tree care powerhouse. The partnership perfectly balances Austin's operational expertise with Andrew's marketing and sales prowess.
In this episode, discover how Andrew and Austin built their tree care empire through strategic equipment investments, smart digital marketing, and exceptional customer service. Learn their practical insights on leveraging platforms like Reddit and Google Ads for lead generation, and how they've maintained steady growth in a competitive market without relying heavily on paid social media advertising.
💥 Most New Businesses Fail From Guessing 💥
UpFlip Accelerator gives you the system to launch faster and get clients sooner.
👉 upflip.com/accelerator
Or start FREE with our quick-start trainings ↓
🧽 How to start a $140k/month cleaning business - learn.upflip.com/cleaning-business-masterclass
🥤 How to start a $50K/month vending business - learn.upflip.com/the-vending-bootcamp-masterclass
🖌️ How to start a million-dollar painting business for under $1K -
learn.upflip.com/how-to-start-a-painting-business-masterclass
🚛 How to start a $10k/month moving and junk removal business -
learn.upflip.com/moving-and-junk-removal-masterclass
🔑 How to start a $8K/month mid-term rental business -
learn.upflip.com/the-mid-term-rental-blueprint-masterclass
🏠 How to make $248K in tax-free profit from building and selling homes -
learn.upflip.com/the-builders-blueprint-masterclass
🗺️ How to make $25K in one deal buying and selling land -
learn.upflip.com/land-flipping-blueprint-masterclass
OR…
🎓 Join UpFlip Academy to “copy-paste” the top million-dollar service businesses you can start in weeks and profit from in months - links.upflip.com/academy-yt
More UpFlip Official Resources:
📕 FREE access to 137 Most Profitable Businesses - links.upflip.com/137-business-ideas-yt
🎙️ Follow the UpFlip Podcast - links.upflip.com/podcast-yt
📩 Join the UpFlip Newsletter - links.upflip.com/newsletter-yt
👉 Check out Andrew and Austin’s business - austintreeamigos.com
Timestamps:
00:00 - Start
00:34 - If it’s trees, it’s us!
00:56 - It all started with $1K
01:21 - Tree pruning 101
01:46 - Not a fan of climbing? No problem!
02:21 - Art and science of arboriculture
02:51 - Margin and numbers
03:43 - From best friends to biz partners
05:20 - Truck tour
06:27 - Who knew this made money?
07:07 - Time for some tree action
07:22 - Secret to referrals
08:20 - Safety is a priority
09:18 - Fan blitz
11:27 - Unexpected marketing that works
12:34 - Remember: “If this, then that”
14:20 - Revenue breakdown
15:19 - Pricing strategy
16:32 - An absolute game-changer
17:59 - Dynamics of a power duo
18:57 - Meet the first “Amigo”
19:21 - Annual overhead costs
20:07 - Equipment and setup
20:45 - Scaling means delegation
21:52 - Splurging (strategically) is OK
22:50 - Try everything!
24:11 - Go make the “huge” ask
25:02 - Do what you love (and get paid!)
25:32 - A costly mistake
26:19 - Almost a “Final Destination” moment
27:13 - Success looks like… an ice machine?!
28:26 - Less is actually more
29:04 - Finding great talent
30:17 - A very “digital” role
31:02 - Outro
#tree #treebusiness #treecare
