Would a jobless man who grew up more poor feel insecure dating a woman who makes a lot of money and is high maintenance?

Anonymous
Like if he’s 30+, hasn’t made much of himself yet and is looking for work but currently jobless, grew up poor, would he feel insecure dating a woman who grew up with more money, currently makes a lot of money and is higher maintenance money wise?
Would a jobless man who grew up more poor feel insecure dating a woman who makes a lot of money and is high maintenance?
6 Opinion