Speaking of credit card rewards optimization, I was thinking about how the algorithm might work for me. I’m curious if others have a similar system. Man, I have a lot of cards…

Tier 1 – Special Rotating or Temporary Promotions (5%+ back)

First up, you’d want to check for cards that offer an exceptional bonus cash back. Chase Freedom and Citi Dividend both offer 5% cash back on rotating categories on up to $1,500 in spending each quarter. That’s a possible $75 extra each quarter for each card. Other cards may offer a temporary bonus as well.

• Chase Freedom® – $150 Bonus – 5% purchases can come from gas stations and local commuter transportation 01.01.2016 – 03.31.2016
• Citi® Dividend Platinum Select® Visa® Card – Earn 5% cash back every quarter in must-have categories.  Right now, on eligible purchases within the Hilton Portfolio, car rental agencies, movie theaters and theme parks from 7/1/14 – 9/30/14. Enrollment each quarter is quick and easy.

Since I don’t buy that much gas, I would only charge restaurants on the Chase Freedom (but not gas) and airline purchases on the Citi Dividend.

Tier – Permanent Category Bonuses (3%+ back)

Some credit cards offer a year-round bonus on things like restaurants, travel, gas, groceries, and more.

Tier 3 – Everything Else (2%+ back)

Here’s your backup catch-all card. Don’t settle for 1% back here, you can do better. 🙂

• Fidelity Investment Rewards American Express® Card – 2% cash back on everything, which transfers to any Fidelity account (non-401k).
• Starwood Preferred Guest® Credit Card from American Express – Up to 5 Starpoints for every eligible dollar spent at SPG Hotels & Resorts, 1 Starpoint for every eligible dollar spent everywhere else.

If you like airline miles or hotel points, here’s where your personal spending habits may also factor in. I value Starwood points at 2 cents or more per point due to their ability to convert to miles and primarily their value in hotel stays (including Sheraton, Westin, W Hotels) so I actually switch between a 2% cash back card and the Starwood depending on my point balance as I like to keep enough to pay for upcoming hotel stays. My Fidelity cash ends up in a 529 so that’s not as much fun. 😉

American Express cards also offer extended warranty protection that I like for larger purchases as their customer service is always the easiest to deal with when you actually need to file a claim. However, American Express cards aren’t accepted in certain cases (like my auto insurance), so you should have a Visa/Mastercard as a final backup.

All in all, it’s not as crazy as it seems. If the Chase/Citi 5% categories aren’t daily-use categories but things like airfare then I don’t keep them in the wallet (0-3 cards). Out of Tier 2, I only keep the Blue Cash AmEx with me (1 card). Out of Tier 3, I actually have a similar-but-grandfathered Fidelity 2% Mastercard and the Starwood AmEx (2 cards). So the total is really about an average of around 4. I’m thinking of switching to an All-Ett “world’s thinnest wallet” which should cut the thickness in half.

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After getting the Chase Sapphire Preferred card $500 in airfare bonus, I developed a taste for Ultimate Rewards (UR) points. You can cash out UR points at a flat 10,000 points = $100. You can also use them towards travel at an Expedia-like portal for 10,000 points = $125 toward airfare, hotel, and car rentals. The prices are not marked up and you can combine cash and points however you like, so I use 1.25 cents per point as a baseline value. Example of combining cash and points:

Finally, you can transfer them to United Airlines, Southwest, British Airways, Korean, Hyatt, and Marriott rewards at a 1:1 ratio. If you use United and British Airways for international and/or business-class flights, you can get closer to 2 cents per point in value.

Therefore, in my last round of application I decided to apply for the Ink Bold® Business Charge Card which was a small business card offering 50,000 bonus points – after spending $5,000 in the first 3 months your account is open. I wouldn’t mind only earning 1 UR point per dollar on most of my business spend, although they do offer 5X points per dollar in select business categories. (More details on the Chase Ink Bold Business Charge Card here.)

Spending $5,000 on a card over three months is not something I usually do and I didn’t have any large business expenses coming up, however, I do have to pay quarterly estimated taxes to Uncle Sam. As a result, I found PayUSATax.com (accepts Visa, Mastercard, and Discover) which had the lowest fee for making tax payments with a credit card at 1.89%. You can verify them as an authorized payment provider here at IRS.gov.

The IRS deadline for quarterly payment was coming up, so I decided to make a $5,000 payment for one quarter now and another $5,000 payment on the next billing statement for the next quarter. This meant I could charge $10,000 ($5,000 x 2) which would earn me 10,000 Ultimate Rewards points ($125 value) and I would be charged a $189 fee ($94.50 x 2). However, this would satisfy the spending requirement and would get me another 25,000 UR points ($312.50 value). Still a nice net win even after taking the fee into account.

As you can see from my statement scans below, the first $5,000 tax payment and $94.50 fee went through separately with no cash advance charges or other issues.

I also received my first 25,000 points on my very first statement:

Another useful perk of Ultimate Rewards points is that you can transfer them over to any other person’s account with no fee. This is handy to transfer between family or household members for pooling points and miles. My small business Ink Bold Business Charge Card UR points are in a different account than my personal Sapphire Preferred points, so I just transferred them over and it showed up instantly.

“Disclaimer: This content is not provided or commissioned by the issuer. Opinions expressed here are author’s alone, not those of the issuer, and have not been reviewed, approved or otherwise endorsed by the issuer. This site may be compensated through the issuer’s Affiliate Program.  “The responses below are not provided or commissioned by the bank advertiser. Responses have not been reviewed, approved or otherwise endorsed by the bank advertiser. It is not the bank advertiser’s responsibility to ensure all posts and/or questions are answered.”