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About Me

Family photo prior to our seaplane flight in Whistler, BC.
Family photo prior to our seaplane flight in Whistler, BC.

My name is Cindy. I am a mom with three kids and I love to travel. I am a former lawyer and CPA, but my focus now is on my family. Traveling with my family is one of my greatest passions. I love taking advantage of great credit card offers and using these cards to earn LOTS of miles and points, which I then use to pay for family vacations.

Over the years, I have saved as much as $26,000 on trips and have helped countless individuals and families travel for free. I also speak at events to educate people on the best strategies for free travel and choosing the best credit cards. I’ve been married for twenty-six years, and my three kids are now young adults. We have traveled extensively, very rarely paying for airline flights and hotel rooms!

I believe I’ve instilled a love of travel in my children—and even in Rob, my initially reluctant husband. We often talk about the places we want to visit, and each of us has a list (though Rob’s list is still a work in progress!). My goal is to get us there as inexpensively as possible, with FREE being the ultimate objective.

Our free vacations have ranged from local trips to more adventurous destinations. Click here to read about our free travel, where you can see how much we saved.

For every purchase, I carefully select the right credit card based on our future travel goals.

Traveling with my family has brought us closer together and created memories we’ll treasure forever. I hope to inspire other families to experience the joy of travel—without the cost! So if you have questions or need tips, reach out; I’d love to help you plan your next adventure.

Whitewater rafting on the Colorado River
Whitewater rafting on the Colorado River
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Tower Bridge, London
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Before our river tubing adventure in Kauai
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An excursion to the Hoover Dam on our recent trip to Vegas

 Why Did I Start This Site?

One summer, I had lunch with two old college friends. The bill with tip came to $105. Each friend took out their wallets and put in $35. I took out my wallet and took out my Chase Sapphire Preferred Visa.

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Camel ride in Israel

I did not say anything at the time and offered to pay the entire bill on my Sapphire card and pocket the cash. As we sat there talking about our lives, kids, etc, the conversation turned to family vacations and one of my friends looked at me and said ” you and your family travel A LOT “. When I told her that the reason we travel so much is because most of the time 50-75% and sometimes even 100% of our trips are free, she did not believe me. I then proceeded to go into a whole “speech” about why my family is able to do this and turned to the lunch bill as my prime example. Why would you ever use cash if you did not need to???

Our big catch in Clearwater, Fla

Many people, find my “speech” overwhelming. Having many credit cards, knowing which credit cards to use and when, finding good sign up bonuses, being aware of minimum spend thresholds and when they expire, and paying off bills, etc. is all very daunting. I am not saying it is not difficult. You need to have good credit to start, be organized and have the time to figure out which credit cards to apply for and then which to use for your spending habits and travel goals.

My friends are impressed about how much we travel. They constantly ask for advice. Hence…my website was born!

K. Roth
... I saved $700 in annual fees and scored 120,000 worth of bonus points. I also got $100 off a pair of fancy headphones and $200 worth of airline gift cards. ....
D. Cohen
I am obsessed with Cindy "The Points Mom". Today she saved me 100,000 points and $1500 booking a flight...
M. Bernaducci
A huge shout out to CINDY GREENSTEIN, aka The Points Mom, for helping me book our flights to Greece using points. Money wise it would have cost $12k. I learned so much from her! Contact her. You will not be disappointed.

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