Double Duty Daddy

Would You Rather Have A New Vacuum Or A Trip To St. Lucia?

Travel hacking is the art of collecting frequent flyer miles and points to travel for free or as close to free as possible. The best part is the majority of miles are earned without ever stepping foot on a plane. Many travel hackers, like myself, earn hundreds of thousands of miles per year. Safe to say, when I’m asked to enlighten family and friends on this matter, you’d have to put duct tape over my mouth to shut me up! Skeptics of travel hacking argue it sounds “too complicating” or seems cumbersome but once in a while I’ll get a friend who practices what I preach and ends up reaping awards (yes, pun intended)!

Last week my friend Chris texted me with amazing news. He made his first award redemption and saved over $1,000 on flights for he and his wife. He contacted me to ensure the booking was in fact a much better deal with points rather than paying cash outright and it definitely was. In his own words, here is his story:


Just about a year ago, I was fortunate to be granted a meeting with The Don.  I paced nervously, palms sweating, rehearsing my introduction like I was Luca Brasi about to pledge my “ever-ending loyalty.




Over pinchos and tostones, he sat before me like Pai Mei in Kill Bill, but with better groomed eyebrows, and opened a Pandora’s Box of magical tools – tools that would allow me to see the world for pennies…



See, prior to this meeting I had a few credit cards, but used only one.  When I had enough points and needed something like a vacuum cleaner, I’d cash in my points for Amazon gift cards and laugh wickedly as I ordered my “free” small appliance.  Double Duty Daddy virtually smacked me upside the head like Homey the Clown, told me about the Chase Sapphire Preferred and Freedom cards, and sent me on a mission collecting “UR points” aka Chase Ultimate Rewards points.



I continued spending normally, but avoiding cash at all costs, and I’d only pull out the Freedom if it was for a purchase from one of the quarterly incentive categories.  Points starting piling up.

Just recently, I notched my first big redemption coup.  Like the Ex-Presidents in Point Break, I kicked open the doors to a British Airways account, transferred 40,000 UR points to Avios and scored our flights to Saint Lucia.



So here’s the deal…we spent 40,000 Avios and $115 in taxes for two round trip tickets to Saint Lucia.  The same exact flights would have cost $757 each, or $1514 total had I purchased them straight up!!!




This is what our house looked like right after we booked:





It’s worth noting that we used 40,000 points of our 50,000 sign-up bonus from the Chase Sapphire Preferred card which had no annual fee for the first year. So even if I pay the $95 annual fee for the second year, this transaction alone makes the card completely worthwhile.


Chris and wife Nicole in Machu Pichu

Chris and wife Nicole in Cusco, Peru


Thanks, Double Duty Daddy! Couldn’t have done it without you.

Like this Article? Share it!

Leave A Response