That said, I did recently learn he was merely inbetween housing and not sure where to settle down in LA, so he couch surfed with friends and kept most of his belongings in his car. So when he said “lived out of my car” he didn’t mean it in the literal sense. Woops:) Turns out my initial instinct to disregard his statement was right on.

1) He knows how to overcome tough situations and succeed in life.

2) He’s honest to let you know his bad times, instead of bragging to impress you about his current state.

3) I’m not sure about this one, but he seems sentimental about stuff ( he still keeps his old S.U.V.), which tells me he’s capable of emotional connection with things, and may be? It’d apply to people as well.

Hey, btw you could pass on a casual statement like – you must be really like your S.U.V a lot. He’ll tell you why he’s keeping it. Just get as much info about this guy as you can, ‘coz to me he sounds very interesting.

In case you choose not to go out with him, please do give him my email. J/K. Wishing you great things in life.

-Ashley.

First, your blog rocks ! And I feel like you’re my girl-friend that I know since a long time, just ‘coz you’re sharing your dating experiences, and we women have similar discussions with our girl friends.

So, girl, if you asked me ( which you did ) please learn a little more about the guy, before crossing him off. I don’t necessarily see that as a red flag.

On your next meet, tell him you feel it’s awesome that he made it from being homeless at one point to what he is now. Tell him you only read about people who made from homeless to successful like the list above ( btw, you’re awesome in getting the list ), but you never met one, and you’re curious to know more.

Ask him if he couldn’t get any financial help.Ask how he survived the tough times. I don’t think he’d be offended to share more, ‘coz obviously he shared the topic, and that tells he won’t be apprehensive to share more if you asked, based on the tone with which you ask. Just sound curious and not judgemental. It’ll be perfectly fine. Also it’ll be a great way to know a lot more about the guy’s personality, thought process which is really what dating is all about.

Also, your girl friend seems to have got scared at the fact that he was homeless, and she seemed to jump quickly into conclusions.

I’ll tell you about me.

When recession hit me and I went jobless for few months, I could have borrowed money from family or friends, but I survived on beans, rice, potatoes and eggs for few months. I did so, ‘coz I don’t like to get financial help from anyone. ANYONE. This could be bad or good, but that’s me.

Now I can buy anything I want, before and after this tough phase, I’ve always been pretty successful career wise, just the recession had me for few months. So it was just a short phase in my life where I had to compromise on food ‘coz I’ve to spend my savings for the apartment rent, ‘coz I can’t ask anyone to let me stay in their home, even if there were lot of options and even when some of my friends offered to do so ! If it was my best friend, I’d have stayed with her, but they were just good friends, not really very close emotionally.

So yeah, I’d know a lot more about this guy, if I really liked him ( sans this homeless thing ), before I cross him off.

Good Luck and Keep us posted on how it goes.

Love,
Ashley.