@JenniferW, I have to say, you're doing a kick ass job optimizing things! Pretty sure you've got me beat, but I'm still pretty happy with where I'm at.
I recently switched all my banking to Fidelity, and it's been quite a PITA to get all my automatic payments switched over. Was cleaning up the last couple of items today, and noticed I'm being billed $10/month for Kindle Unlimited, so I cancelled that today.
Also, switching all bills that can be paid by CC to my 2% cash back Fidelity card. I haven't added it all up yet, but I'll post an update once I get it all tallied. I've never had ALL my eligible bills on my CC so this will be a new savings for me. :). I like that this money can(must?) be redeemed into an investment account, so straight into FXAIX!
Edit: All of my bills that can be paid by CC come out to $4500/year so $90 in cash back.
Citi Custom Cash card is nice: 5% cash back at grocery stores -- year round. e.g. Aldi and other discount grocers which aren't walmart etc.. The majority of our grocery shopping is at Aldi and the discount grocer (about 2/3rds) and another 1/3rd between Walmart and Sams. Now with this discover card I'll get 5% (10% first year) back on both of those as well. Soo all of my groceries will be at least 5% back.
I open new credit card about twice per year and keep getting 0% APR for 15 months on purchases.. and I like the idea of putting the money in money market instead as I mentioned above.. and floating the balances right up until just before the end of the promotion. Also enjoy the $100-$500 sign up bonuses as well for each new card. (I never travel and I just enjoy always getting cash back. If I do travel it will be from saved cash back bonuses over time I guess. I just don't treat any extra money / bonuses as windfall money for non-discretionary spending. I mostly use it to invest.
I try not to buy anything discretionary if I can.. if I do I try and buy it below fair market value and sell it before I lose any money on it.)
Going to keep all the cards open indefinitely after I do the 15 month milking of them to eventually perhaps use for selling tradelines. Working on getting some cards now that will work well with tradelines.. just started diving into tradelines recently. The discover card is a good card for selling tradelines. Discover, Barclay's, Elan, BofA, Capital One, Chase etc.. If I get a card and milk it and it turns out not to be useful for tradelines, I'll probably close it to increase my average credit age.
I don't yet have a nice 2% card like you have with Fidelity, but fortunately I can get 2% cash back on this Discover It cash back card for the first year -- 1% on other purchases but points are doubled first year.. so 2%.
Now the trick for me is to figure out how to maximize cash back paying electric & water/trash & natural gas bills .. currently usign checking account to pay those.. no bonuses. Utilities are quite high for us at around $3800 per year tied with the house payment -- house payment is around $4000 per year not including principle portion of payment. Both are second behind groceries -- groceries being about $4500 per year currently. Health category after that (health insurance, medical care & equipment, vision, dental, etc..)
Hrm I just thought about this now, dunno if it will work, but maybe I can buy a walmart gift card at 5% cash back and then buy a money order with it to pay my monthly mortgage -- driving from walmart to the local bank to hand them the money order is just a couple miles away and sort of on the way home. Hrm.. At least it wouldn't be a payment made to myself. I guess this is called manufactured spending? But it doesn't seem all that unethical to me.. nor illegal. I am not using the gift card to pay off the credit card debt. The credit card company still charges their fee to Walmart to use my card and walmart gets a free loan from me on the remaining cash on the gift card along with continual encouragement for me to return and buy more stuff from them.