I was able to break into software by kinda exaggerating some freelance work I did when I was a teenager. Mostly doing websites for local business. Surely not an unfamiliar story here.
While everyone has been decrying site-builders for years, I recall a conversation I had around 16 with a small business owner.
I was trying to make some money and convince this guy to let me make him a site. What he said has stuck with me. It was something along the lines of:
"Why do I need a website. Most of my customers find me, contact and and engage with me on Facebook. I need someone who can manage a social media page"
Of course, that definitely was not my forte.