I started working as a software engineer back in 2001. It was a no-brainer to steer to higher-paying areas (from Perl to Java, and then to software engineering in banking, then to quant finance). I didn't get my diploma until 2014 (when I thought it would be a good idea to eventually get a PhD).
For all these years and career steering, I've been asked about my degree _once_. When applying at a position in a huge telecom company, not even my first (or second) choice. The rest of employers were happily ignoring the lack of degree.
Ironically, I was never good in managing personal finances. However, if someone told me back when I was 18 that I had to spend tens of thousands dollars to get my degree, only to get zero work experience and start with a junior position, repaying my debt for many years — I would have laughed in their faces.