Since I can now get 5x ThankYou points on restaurants and Amazon.com purchases from my Citi Forward® Card, I have been looking into the best way to maximize my redemption value.

The goal is to get as close to making the 5x points equate to 5% cash back by making 100 points = $1. My standard option is to redeem 10,000 points for $100 gift cards to Target and Home Depot, but since the retailer list is getting a bit thinner here are some good alternatives.

Student Loan Rebate Check
Here we can achieve 100 points = $1, but in the form of a check written towards a student loan. From their website:

With the student loan program redemption, Customers can apply their points towards any student loan program -financial institution. Please call 1-800-THANKYOU for details.

You can redeem in increments as small as 2,500 points for a $25 check. You have to call them up, no online redemption. The CSR will ask you for your lender’s name, and they’ll mail you a check written out to your lender (i.e. Citi Student Loans). You are then supposed to add in your account number or whatever else is necessary, and then send it on to your lender. Reader Chris shared that he has a workaround if you lender doesn’t take third-party checks:

I just have the check written out to my bank, Chase, and then write my checking account number in the memo space. I drop it in an ATM and they have always deposited it into my checking account just fine. I’ve been doing this for years with no problem. I would just apply the money myself to my auto-payments and keep my 0.25% rate reduction.

Mortgage Payments
Here we can get up to about 100 points = $0.80. (5x = 4% cash back.) The increments are as low as $25 for 3,300 points, and the ratio gets slightly better with larger check amounts. From the website:

ThankYou Members who redeem will receive a letter with a check issued on behalf of ThankYou Network made out to the financial lending institution to be used towards their monthly mortgage payment. To redeem, members must contact our ThankYou Service Center (1-800-THANKYOU) and must provide the Agent with the name and correct spelling of your mortgage financial lending institution.

Again, you must confirm with your mortgage servicer that they will accept checks from a third-party. I would still prefer to just cash the check and apply it to the mortgage myself.

Expedia Travel Credit
This is another method that we can achieve 100 points = $1 by booking travel directly through the ThankYou/Expedia website. It’s basically Expedia.com, except that the flight costs are shown in ThankYou points. So instead of a $200 flight, it will ask for 20,000 points*.

One benefit of this system is that there are no blackout dates or seat availability issues. If you can find the flight on Expedia.com, you can book it with points. Also, all taxes, fees, and surcharges are included in the point total. In this way, the variable redemption is actually better than the old fixed point option, where the points only covered the base cost of the tickets and you had to pay the taxes and fees separately.

* I just checked this by testing out a SFO-LAS flight on both sites. It was either 12,700 points or $119, which is a little bit off. However, this is because Expedia.com is currently running a promotion until 5/31/09 which waives their booking fees. Otherwise, it should match up almost exactly.

I ended up applying for the Citi Forward® Card mentioned several days ago. It ends up being great card for those who want the best rewards on eating out at restaurant and buying anything at Amazon.com. Here’s why…

This card works off the same ThankYou points system as many other Citibank cards. 10,000 points = $100 gift card at stores like Sears, Macy’s, Staples, Old Navy, Gap, etc. 14,000 points = $100 prepaid Visa credit card. 16,000 points = $100 in straight cash (a check sent directly to you). If you can find a store where you can use a $100 gift card = 10,000 points, that basically a penny per point.

What makes this card unique is that you get 100 points for each month you paid on time and don’t exceed your credit limit, as well as a highly touted 0.25% interest rate reduction after 3 months in a row of making a purchase, staying within limit and paying on time (max reduction 2%).

You also get 5 points for every $1 you spend on restaurants, book stores, video rental stores and movie theaters. On everything else, you get the plain vanilla 1 reward point for every $1 spent. There is no annual fee for the card.

5x Rewards at Restaurants
Again, at 1 penny per point with gift cards, getting 5x points is like getting 5% back when eating out. At that rate, eating out $170 a month will get me a $100 gift card every year. Even if you convert to straight cash, that’s still 3.125% cash back at restaurants (5/1.6). Or 3.57% back if you are okay with prepaid Visa card, which I am since they are usable anywhere that takes credit cards.

5x Rewards on Books = 5% back at Amazon
Here’s an interesting question. Who’s the most popular bookstore? Amazon.com. With the Citi mtvU card for college students, the 5% back on books worked on all purchases at Amazon, even if it wasn’t 100% books, since they really have no way of telling. Update: I have verified 5x points at Amazon.com.