Is it a red flag when he just keeps asking you for money? But you love him and want to help out. Damned if you don't, damned if you do. Let's ask Sheila and hear what she says.

Dear Sheila,

I’m a 31-year-old financially stable woman. I’m not from a rich family but I started a business when I was 21 and God has been good to me.

That is not the problem. After dating so many good-for-nothing men, I met a man a year ago. He is kind, he compliments me all the time and he is great in bed. I know he loves me dearly. The problem is that he has a job but he earns much less than my business makes.

From the beginning of our relationship, I have chipped in to pay bills here and there for him. He was still living with his parents when we met and six months ago, at his request, I paid for him to move to his own house.

Now he is saying that he is frustrated at work and wants to quit to start a business. He’s written a financial plan and I think it could work. He wants me to take a loan for him to start this business. My friends tell me it will end in tears. That I will build him and then he will leave me for another woman. What should I do?

Desperate Woman.
Read Sheila's response here.

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