SUBREDDIT: r/offmychest
TITLE: 27/m - single since forever - need help!
POST: Hi Reddit, it's fairly understandable that reddit is going through a turmoil right now. I'm new here, hence don't really know what's going on. 

There's something I really have to get off my chest. I am a male who is 27 this year and have never been in a relationship. 

I feel terribly insecure whenever I think about approaching the person I like. My mind just goes on ranting about my current financial status (I recently got my first job, don't have savings) and cause of that, I'd be putting my future partner in a difficult situation. Usually after thinking through, I'd come to a decision that I will not be a good partner and forget about getting into a relationship at all. 

My own thoughts prevent me from progressing socially as well. I've burnt many bridges with close childhood friends because I feel like i do not deserve good friends like them and that they're wasting their effort befriending me. They'll be better off investing their time in more sophisticated individuals. With regards to love, I just don't want anyone of us to have a hard time, I don't want to be the cause of a heartbreak or go through one. 

I get along with people easily no doubt, it's even easy for me being the centre of attention or the facilitator or the leader, anything you call it. But, when it comes to personal life, everything goes downhill and I tend to sabotage myself. 

I need some advise, on how I can improve and finally approach that lady whom I've liked for about a decade now. Any advise would be helpful. And I'd like to thank you for your advise.
TL;DR: 
27/m Never been in love, feels insecure about relationships no matter love life or friendships. Tend to sabotage myself. Need advise. Thank you.