Mate, I'm same age as you. just try to get physically fit and take care of yourself (grooming, clothes, smell, etc..) That will give you confidence.
I broke up 6 years ago and I was totally conscious I needed a makeover. I did it. Waited 3 months to approach. When I did it, no problems at all.

If you're not convinced you can give any value to her, your game is inexistent. You need to overcome that low self-esteem mood. It's your only obstacle.

Luck and love