Green Bay Football-Themed Airbnbs: PigskinJourneyman’s Short-Term Rental Business

Green Bay Football-Themed Airbnbs: PigskinJourneyman’s Short-Term Rental Business

Author: Lane Kawaoka, PE June 9, 2026 Duration: 46:36

📚 Unlock the secrets to building wealth! My book and 12-module Masterclass cover everything I’ve learned about passive investing and creating financial freedom. Watch it on-demand for FREE: http://thewealthelevator.com/master


🤝 Join the Hui Deal Pipeline Club and get a one-on-one call with me to discuss your investment goals: https://thewealthelevator.com/club


The host interviews Matt, a former arena football quarterback and investor, about turning a nest egg from an earlier retail venture (selling the “wacky whistle,” which expanded from Hawaii to Dubai’s Global Village) into a football-themed short-term rental business, PigskinJourneyman.com. Matt explains how he built and self-manages themed properties near sports destinations—starting near Lambeau Field in Green Bay, expanding to South Bend near Notre Dame (including a two-house “Rockne compound”), and adding a pool property near the Pro Football Hall of Fame area in Massillon/Canton, Ohio. They discuss amenities and design, tools like Turno and PriceLabs, seasonality, platform reliance vs. direct bookings, operational workload, and regulatory risk. Matt shares 2025 plans to open a Jim Thorpe–themed property in Jim Thorpe, Pennsylvania, and considers future restructuring and possible expansion into boutique hotels or other ventures.


00:00 Podcast Twist Intro

01:18 Wacky Whistle Origins

02:00 Dubai Retail Chaos

03:59 Product Longevity Mindset

06:15 Real Estate Pivot Begins

06:54 Football Brand Story

09:20 Family Football Inspiration

10:29 No Guru Policy

14:21 Canton Market Strategy

17:26 Purchase Rehab Numbers

20:21 Revenue Ops Systems

22:26 Rockne Compound Expansion

24:18 Two Houses One Compound

25:14 Compound Pricing Strategy

27:13 Minimum Nights Party Risk

27:43 Dynamic Pricing With PriceLabs

29:29 Direct Booking Challenges

31:16 Next Market Jim Thorpe PA

33:17 Who Books These Stays

36:39 Scaling Risks And Diversification

37:35 Future Markets Hawaii Texas

39:13 Graduating Beyond STRs

42:13 Life Logistics And Time Zones

45:18 Wrap Up Links And Advice


Connect with me:

LinkedIn: https://www.linkedin.com/in/lanekawaoka/

Facebook: https://www.facebook.com/TheWealthElevator

Instagram: https://www.instagram.com/TheWealthElevator


Lane Kawaoka is a developer and multi-family syndicator who owns 10,000+ rental units and is the leader of “Hui Deal Pipeline Club” which has acquired over $2.1 Billion AUM of real estate by syndicating over $200 Million Dollars of private equity and most importantly distributed more than $45M back to our investors since 2016.


Check out our Top-50 Investing Podcast, The Wealth Elevator.


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Hosted by Lane Kawaoka, PE, The Wealth Elevator Podcast: Real Estate, Taxes, Investing is a practical conversation about building wealth beyond a traditional salary. Lane started in 2009, purchasing small rental properties while working as a W2 engineer, and has since helped manage over $2.1 billion in assets as a general partner. This journey forms the backbone of the discussions, where he breaks down a clear, three-step system for financial growth. You'll hear detailed explorations of alternative investments designed to diversify a portfolio, alongside deep dives into strategic tax planning. The focus is on actionable knowledge, moving from theory to the real-world mechanics of investing. Each episode aims to demystify complex topics, offering a path that has been personally traveled. This isn't about get-rich-quick schemes; it's a methodical look at creating lasting financial freedom through real estate and other asset classes. Tune into this podcast for straightforward advice from someone who has navigated the path from employee to investor, sharing lessons learned to help others elevate their own financial trajectory. The tone is direct and informed, rooted in Lane's professional engineering background, making complex subjects accessible for anyone ready to take control of their financial future.
Author: Language: English Episodes: 50

The Wealth Elevator Podcast: Real Estate, Taxes, Investing
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