I sat down again with Sam Thompson (https://x.com/ImSamThompson), a regular on the podcast, to keep riffing on some great business ideas. In this second part, we cover everything from a tree-trimming service with a clever insurance-style add-on to a home concierge service for busy families, and even a placebo-based product line that plays on the power of perception.

We also talk about using AI for stuff like recipe generation, automating the boring parts of running a business, and spotting ways to cash in on trending social media content. 

Missed part one? Check out Ep. #108

Timestamps below. Enjoy!
---
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---
00:00 Highlights & Introduction
00:37 Innovative Ideas for Tree Trimming Business
01:32 The Power of Recurring Revenue
02:10 Quarterly Inspections and Upcharges
02:29 Home Service Maintenance Plans
04:30 The Family Concierge Concept
05:31 Middleman Business Model
11:00 Leveraging DIY Trends for Business
14:15 ChatGPT and Recipe Blogs
16:13 AI-Powered Apps and Business Ideas
19:11 Plant Identification and AI Potential
20:50 Breaking the Pattern of Selection Bias
21:51 Understanding Market Perception
22:16 Leveraging Social Media Algorithms
23:35 Creating and Selling Digital Products
28:30 Exploring the Placebo Effect
29:57 Building a Business Around Placebos
31:39 The Power of Perception and Marketing

HoldCo Bros are back! Nik and I talk about starting a Christmas tree rental service with delivery and pickup, acquiring tree lots from landscaping companies, and buying into this type of seasonal business. We also discuss robot lawn mowing and cleaning services, how you can help small businesses monetize email lists, and a business owner accountability platform to help entrepreneurs stay on track.

Learn more about Nik here: http://linktr.ee/cofoundersnik

Timestamps below. Enjoy!
---
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Ask me a question on or off the show here: http://tkopod.co/p-ask
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---
00:00 Highlights
00:32 TikTok Shop Concept Comes to Life
02:12 Christmas Tree Business Ideas
07:14 Exploring Landscaping and Tree Businesses
12:25 Innovative Uses for Autonomous Lawn Mowers
20:05 Exploring the Tree Farm Business
21:15 Monetizing Customer Email Lists
29:24 Business Owner Accountability Platform

I’m back with another Q&A episode! This week, I answer your questions about launching a private jet photo studio business, starting a tree trimming business while working a full-time job, and when to form an LLC for your side hustle. Plus, I share my thoughts on investing in e-commerce stores for “passive income,” how to cold email real estate agents for online personal training, expanding dog training business and creative ways to monetize inflatable walls. Finally, I leave you with some advice to help you kick off 2025 with the right mindset: Now, Not How.

Timestamps below. Enjoy!
---
Watch this on YouTube instead here: tkopod.co/p-yt
Ask me a question on or off the show here: http://tkopod.co/p-ask
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---
00:00 Welcome and Quick Overview
00:23 Private Jet Photo Studio Business Idea
03:39 Starting a Tree Trimming Business
05:48 LLCs for Business Experiments
08:08 Investing in E-commerce for Passive Income
12:57 Cold Email Follow-up Strategies
15:36 Monetizing Inflatable Walls
17:47 Expanding a Dog Training Business
21:09 Final Advice for 2025

I sat down with Sam Thompson (https://x.com/ImSamThompson), a regular on the podcast, to riff on business ideas. We start with the prosumer software market, breaking down why targeting creators, real estate agents, and other prosumers offers huge opportunities. Then, we get into viral referral marketing, looking at the strategies behind companies like Robinhood and Dropbox, and brainstorm how to apply these methods outside of tech. Finally, we discuss box truck businesses, breaking down how to use mobile assets for high-margin ideas like podcast studios, golf simulators, and more.

Timestamps below. Enjoy!
---
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Ask me a question on or off the show here: http://tkopod.co/p-ask
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---
00:00 Introduction & Highlights
01:09 Introduction to Prosumer Software
04:02 The Power of Viral Coefficient
05:02 Referral Marketing Success Stories
07:51 Creative Referral Marketing Strategies
13:19 Innovative Box Truck Business Ideas
15:37 Mobile Business Models and Flexibility
21:40 Fake Private Jet Studio
25:50 The Food Truck Parking Dilemma
27:55 Retrofitting Cars for Profit
28:30 Exploring Turo Opportunities
30:55 Camper Conversion Vans Business
32:28 AI Personal Assistants and Agents
34:23 Building and Monetizing Subreddits
41:34 Market Positioning and Pricing Strategies

HoldCo Bros are back! Nik and I talk about three big ideas this week. First, we talk about college tuition negotiation - helping families save thousands while building a lean, profitable service. Then, there’s the concierge service for college parents, offering insider knowledge and peace of mind. Finally, we talk about dead inventory and share creative ways to turn surplus stock into cash.

Learn more about Nik here: http://linktr.ee/cofoundersnik

Timestamps below. Enjoy!
---
Watch this on YouTube instead here: tkopod.co/p-yt
Ask me a question on or off the show here: http://tkopod.co/p-ask
Learn more about me: http://tkopod.co/p-cjk
Learn about my company: http://tkopod.co/p-cof
Follow me on Twitter here: http://tkopod.co/p-x
Free weekly business ideas newsletter: http://tkopod.co/p-nl
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---
00:00 Highlights
00:35 Introduction: The Untapped Potential of Negotiating College Tuition
01:33 Exploring the Concept: Why Isn't Tuition Negotiation More Popular?
03:14 The Business Opportunity: Tuition Negotiation as a Service
05:28 Strategies for Negotiating Tuition
10:38 Case Study: A Friend's Apparel Business Venture
17:11 Creative Ideas for T-Shirt Designs
18:27 The Success Story of 'God is Dope'
19:43 Marketing Strategies for T-Shirt Brands
23:25 The University Concierge Service Idea
29:46 Evaluating Business Ideas: Marry, Date, or Kill
33:12 Conclusion and Final Thoughts

I sat down with Connor Gross (https://x.com/c_gro), a regular on the podcast. We got into some cool ideas once again. We started with used golf sets - why they’re easy to refurbish, flip, and scale. Then, we talked about aquascapes: personalized, high-ticket, very niche and profitable. We also talk about the cruise industry and why it’s a massive, untapped market for entrepreneurs. And we also talked about pianos and how they’re a nightmare to get rid of and the surprising business opportunities that come with solving that problem.

Check out Connor’s free newsletter! https://www.bizbrainstorms.com

Timestamps below. Enjoy!
---
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---
00:00 Highlights - Introduction
01:00 Exploring the Golf Club Business Idea
01:55 Facebook Marketplace Opportunities
03:21 High-Ticket Niche Markets
06:38 Travel Agents and Cruise Bookings
10:43 Shore Excursions and Travel Hacks
18:04 Aquascapes: A New Business Idea
20:30 Piano Disposal Business Model
25:16 Conclusion and Key Takeaways

In this episode, I dive deep into the bounce house rental business, breaking down how you can start with a one-time investment of $1,600 and get your money back the first month. From low overhead to high margins, I discuss why this is one of the best side hustles that can grow into a 6, 7, or even 8-figure business. I recently spoke with the owner of Castles of Dallas, a successful bounce house rental business, to bring you real-world insights on finding your first customers, leveraging referral marketing, and scaling efficiently using Facebook Marketplace, Craigslist, local mom groups, and more.

Timestamps below. Enjoy!
---
Watch this on YouTube instead here: tkopod.co/p-yt
Ask me a question on or off the show here: http://tkopod.co/p-ask
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---
00:00 Introduction to Bounce House Rental Business
00:32 Explanation of New Format
01:37 (Episode Starts Here) Why Bounce House Business? 
04:07 Tweet about bounce house rental Business
07:06 Marketing and Scaling Strategies
09:44 Operational Insights and Challenges
15:08 Industry Insights and Opportunities
22:37 Conclusion and Next Steps

HoldCo Bros are back! Nik and I dive into three big ideas this week. First, we explore how to use farmers markets as a testing ground for new ideas, getting direct customer feedback and validating concepts. Next, we discuss creating and coordinating farmers markets, including strategies for organizing and scaling them effectively. Finally, we brainstorm the pet piggyback idea: leveraging pet-related products and services in niche markets to tap into a growing industry.

Learn more about Nik here: http://linktr.ee/cofoundersnik

Timestamps below. Enjoy!
---
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Free weekly business ideas newsletter: http://tkopod.co/p-nl
Ask me a question on or off the show here: http://tkopod.co/p-ask
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---
00:00 HIghlights_The Booming Pet Industry
00:34 The Quest for Authentic Texas Brisket Jerky
04:02 The Secret Behind McDonald's Coke
06:38 Pizza Oven Business Idea
08:45 Scaling Food Businesses at Farmer's Markets
12:13 Exploring the Farmer's Market Concept
12:35 Building an E-Commerce Platform for Local Markets
14:28 Understanding State Laws for Farmer's Markets
15:14 Pet Industry Insights: A Growing Market
16:24 Leaky Gut in Pets: A Business Opportunity
17:26 Marketing Strategies for Pet Products
18:07 Leveraging Email Lists and Facebook Groups
19:35 Exploring E-Commerce Business Opportunities
22:56 Shopify Marketplace and Business Listings
25:50 Concluding Thoughts and Reflections

In this episode, I answer your voicemail-submitted questions about launching a vending machine business with math on your side, overcoming burnout and rediscovering passion, pricing for a mobile oil change service, and whether accountability coaching can work as a business model. Plus, I share insights into starting an email marketing agency built around Klaviyo and why a bike-powered smoothie business might be the next big thing at farmers' markets.

Timestamps below. Enjoy!
---
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---
00:42 Claw machine business tips
08:01 Handling failure and burnout
13:17 Pricing for mobile oil changes
15:44 $20k—service biz vs. perfume vending
20:54 Bike smoothie biz at festivals
22:36 Business tutor—worth it?
26:52 Klaviyo agency saturation

In this episode, I sit down with Kyler, founder of Utah Appliance Rental (utahappliancerental.com), to talk about how he turned a $30k investment into a business that generates near-passive income requiring only 5-10 hours of work per week. We talk about how he started his appliance rental company, scaling, and leveraging Facebook Marketplace to validate ideas.

Timestamps below. Enjoy!
---
Watch this on YouTube instead here: tkopod.co/p-yt
Ask me a question on or off the show here: http://tkopod.co/p-ask
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---
00:00 The Birth of an Idea: Washer and Dryer Rentals
02:56 Navigating Challenges: The Reality of Entrepreneurship
06:11 Scaling the Business: From Rentals to Deliveries
09:01 Understanding the Market: Customer Needs and Preferences
11:47 Operational Insights: Tools and Strategies for Success
15:07 Addressing Concerns: Insurance, Risks, and Customer Relations
17:57 The Bigger Picture: Financial Education and Ethical Entrepreneurship
20:47 Final Thoughts: Building a Sustainable Business Model