TJ - Just a friendly piece of advice. It is generally considered wise not to place a single bet >5% of your bankroll. Looking at your history, you are placing a lot of bets in 5-20% - this drastically increases your chance of "ruin"/"bankruptcy". I would recommend working with units and having a unit be a set% of your bankroll and find a reasonable max units. This will give you a much better chance of longer term success vs shorter term failure.
A bad statistical run can ruin anyone, but with 20% bankroll bets, I can nearly guarantee someone's ruin in the short term.
As an example lets look at your last two/next two bets:
After Arkansas/Baylor you are down another $30 @ $2810 - you split the pair, right in line with your season%.
If you lose tomorrow's Kentucky and BC bets (not entirely unlikely given your season record is a hair under 50%)...this would leave you at $1710, down 66% on your original bankroll. That's an incredibly large hole to dig out from. Chasing/Martingaling/Doubling Down because "I am sure to win" isn't going to help - so-called Gambler's Fallacy.
Of course, if you win, you get back a good chunk quickly, it is all about risk/reward. Given your current season history (and you have 104 results in, so a pretty good statistical basis/dataset):
Chances of both right: 19.5%
Chances of 1 right/wrong: 49.3%
Chances of both wrong: 31.1%
If you calculate an EV for your two bets, it would be approx: -$172 (about an 8% of bankroll -EV...presuming your performance continues at this pace).
My advice would be to pare back until you have some idea that you are doing the right thing, then press a little to get out of the hole.
Just so you know, I am pulling for ya and this is just a third generation gambler/bookie wanting to give you something to think about.
Oz