With regard to your mention of "parlaying -140, -165" being harder to track, I'll point you to my first post in the just created 2TeamersOnly thread
That is, if you track your Average Risk amount, you can after enough selections measure if you're properly managing the money
For example, we've all figured the numbers on flat betting of -110 and know that it takes just over 52.5% on your selections to have a net profit if betting same amount each wager
But you can also calculate any "average risk"
In my ongoing MLB thread, NBA thread and NHL threads of past year I tracked my average Risk
And for the most part it was right about +114
That meant I could have just a 47% success on my individual selections and make a profit on 100 wagers
47 x 114 = 5358
Once you know what your Average Risk is, you can easily calculate how many of your selections must win in order to make a profit.
And you can also get a better sense if you need to taper it back a bit (for example, if I'm not hitting enough Winners, it might suggest I'm pushing just a bit too hard on Dog prices and I should mix in a few more Fave prices....and vice-versa)