Doesn't sound stupid at all don't worry. I'd define a bet as 'good' as either one that beats the odds or deserved to win (reflective of the odds). A couple weeks a go I tipped Chelsea Women in here, they were 8/1 to win and they kicked off around 2/1. Now, at that point, this bet is good because the odds have dropped loads and I've beat the market. If they draw 1-1 and it's an even game, it was still a great bet at 8/1. If they lost 6-0 and deserved to lose 6-0, it was not a good bet, despite beating the market, because the market was wrong. This is pretty rare though, and would generally be a freak result.
Conversely, if you bet Barcelona at 1/10 (1.1) and they draw 0-0 but missed a huge sitter to win (or just stumble to a 1-0 win), that isn't a good bet, because a 1/10 should be 2/3 goals better over the 90. Probably one of the biggest errors people make is thinking 'Barca are a banker this weekend at 1.1' and then justifying it afterwards as a great bet because they won 1-0.
I was on Iran Draw no bet today v Japan. After a dodgy 20 minute start where Japan played really well, Iran were a fair bit better until the Japan goal (huge error by 6 players not playing to the whistle) then Japan got a dodgy penalty and a 3rd goal on the counter. My bet lost by 3 goals but a 3 goal win wasn't a fair reflection on the game and Iran probably wouldn't have lost if they didn't make the huge error. So despite losing my bet by 3 goals, I have no regrets over my bet, and feel it was a reasonable enough bet.
I don't use any software or models for pricing, I just use my head and create prices in my head, then compare to the prices that are offered. I do a lot of post analysis though (usually after a losing streak) where I'll analyse every bet, (what score lines I'm betting from, whether I'm betting + or - handicaps, which leagues, which teams etc) and work out where my poorest returns are and try to work on those.