https://www.podbean.com/media/share/pb-vtvwj-1a33640
What if your normal business expenses could pay for luxury travel — without changing how you spend money? In this episode of the Leadway Wealth Builders Podcast, Chris sits down with Ross Alcorn, founder of Itinerary Boss, to break down how business owners and real estate investors can travel nearly free by optimizing everyday spending.
Ross shares his journey from being a corporate road warrior in the medical device industry to going full-time as a travel rewards advisor and educator. After years of flying, earning loyalty points, and mastering credit card rewards, Ross turned his expertise into a business that helps investors eliminate confusion around points, stop leaving money on the table, and actually use their rewards for high-end travel.
Together, Chris and Ross unpack how to align credit cards with your biggest business expenses, why transferable points matter more than flashy cards, and how to build a simple, repeatable system for booking incredible trips — without reckless spending or credit damage.
🔥 In this episode, you’ll learn:
✔️ How to turn normal business spending into nearly free travel
✔️ Why most investors misuse credit cards (and how to fix it)
✔️ The biggest mistakes people make with points & redemptions
✔️ How to choose the right cards for your business expenses
✔️ Tools to track points, loyalty programs, and flight deals
✔️ How Ross helps business owners simplify travel rewards through coaching
Whether you’re a real estate investor, entrepreneur, or business owner, this episode will show you how to make your money work harder — even when you’re on vacation.
👇 Connect with Ross Alcorn & Itinerary Boss:
📲 Instagram: @itineraryboss
🌐 Website: https://itineraryboss.com
🎧 Listen now:
Apple Podcasts | Spotify | YouTube
💡 Follow for more real estate & wealth-building strategies:
📸 Instagram: @chris.reichenbach
📲 TikTok: @chris.reichenbach
#LeadwayWealthBuilders #RealEstatePodcast
#TravelHacking #CreditCardPoints
#EntrepreneurPodcast #BusinessOwners
#PassiveIncome #WealthBuilding
#PointsAndMiles #TravelForFree
Leadway - Wealth 
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