📚 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

https://www.beckonaire.com/

david@beckonaire.com

The host shifts from investing to spending on experiences through travel, referencing Bill Perkins’ idea of trading money for memories, especially after 40. He interviews David from Beckonaire, who designs bespoke luxury trips—hotels, villas, yacht charters, private tours, and complex logistics—explaining that travel advisors are typically paid commissions by hotels and can add perks like credits and upgrades without costing clients more. David argues advisors reduce risk and friction across transitions (transfers, visas, timing) and become essential as trip spend rises. They discuss typical five-star costs for a family of four, where luxury isn’t worth it (overpriced hotels and buzzworthy destinations), the value of boutique hotels, and examples of upgrades like meet-and-greet services, private boats, and special experiences. David emphasizes upfront conversations, rapport, and long-term “leisure time” planning across life stages.

00:00 Why Travel Matters

01:05 Meet the Luxury Planner

03:11 How Advisors Get Paid

04:56 DIY vs Pro Planning

06:24 What Luxury Costs

09:49 Easy Luxury Upgrades

14:50 When Luxury Is Not Worth It

16:44 Boutique vs Big Brands

18:49 How Pros Vet Hotels

21:00 Choosing the Right Advisor

24:42 Avoiding Instagram Traps

28:20 Designing Meaningful Trips

31:09 Thrill vs Comfort Balance

37:32 Hands On Family Memories

40:23 Exit Trips and Quick Getaways

44:22 Travel Before You Cannot

47:24 Travel as Time Investing

49:29 Where to Find David

50:10 Final Thanks and Goodbye

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.

Hosted on Acast. See acast.com/privacy for more information.

📚 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.

Hosted on Acast. See acast.com/privacy for more information.