Did you thought you will win all the bets you place? I don’t think it is possible, no matter how low odds you choose.
It’s possible, but the chances are low, unless OP has a huge bankroll. But since he gave up after just two failed attempts, it’s pretty clear his bankroll wasn’t enough, and he was being way too aggressive with his bets. If I only had a $200 bankroll, I’d take it slow and trust myself to stay consistent. Winning is tough if you rush it; if we want success, it should be a steady and patient process.