In this episode of Revolutionizing Your Journey, host DeAndre Coke sits down with Chris Hutchins, host of the podcast All the Hacks and a seasoned points-and-miles strategist. Chris shares his personal journey into travel hacking, including lessons learned on when to use points versus cash, and how to stretch travel budgets further. The conversation explores the value of negotiating with Airbnb hosts, overlooked tools that simplify point management, and how flexibility leads to better redemption experiences. Chris also highlights his best travel experiences, strategies for family trips, and the importance of leaving room for spontaneity on every journey. Packed with actionable insights, this episode offers both beginners and seasoned travelers fresh ways to rethink their approach to points, miles, and travel planning.

Key Highlights:

• Points vs. cash: Deciding between the two depends on redemption value and flexibility.
• Maximizing redemptions: Strategic planning and timing unlock the best deals.
• Budget expansion: Using points effectively can significantly stretch travel budgets.
• Negotiating Airbnb: Travelers can save by directly negotiating with hosts.
• Tools for tracking: Platforms like AwardWallet simplify managing points and miles.
• Family travel tips: Planning with kids requires different considerations than solo travel.
• Unscheduled time: Leaving space in itineraries often leads to memorable discoveries.
• Fine print matters: Understanding booking rules prevents costly mistakes.
• Card strategy: Everyday spending and expense tracking amplify travel rewards.

Resources:

• Book a Free 30 minute points & miles consultation
• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• BoldlyGo Travel With Points & Miles Facebook Group

Interested in Financial Planning?

• Truicity Wealth Management

Some of Our Favorite Tools For Elevating Your Points & Miles Game:

Note: Contains affiliate/sponsored links

• Card Pointers (Saves the average user $750 per year)
• Zil Money (For Payroll on Credit Card)
• Travel Freely
• Point.me
• FlightConnections.com
• Thrifty Traveler Premium
• LTH Online Points & Miles In Depth Course: 
• Use coupon code "BOLDYGO" for a 50% discount!

Connect with DeAndre & Taryn: 

• Instagram: BoldlyGo.world
• TikTok: BoldlyGo.world 
• Website: BoldlyGo.world
• YouTube: BoldlyGoWorld
• YouTube: BoldlyGo.Travels

Connect with Chris Hutchins: 

• Instagram: Chris Hutchins
• Website: chrishutchins.com

Mentioned in this episode:

Check out the new Smart Travel Podcast!

This week's show is supported by the new Smart Travel Podcast. Travel smarter — and spend less — with help from NerdWallet. Check out Smart Travel at the Link below:

Smart Travel Podcast