The whole thing began to unravel in High School, really... got a "No Credit" for an extra-curricular college course, had to retake a year of Geometry, barely made it through High School Trig. But, I went to college to study Computer Science. And failed out. Failed the same Intro to Pre-Calculus class seven fucking times in three semesters. (Half-semester course.)
I took a semester off, and enrolled in a local community college. Changed my major to English. Graduated with a BA in 2008, in the middle of the economic crisis. I didn't have any Internships... couldn't afford to take one as I was working to pay my way through college part-time in the evenings. Got a shitty telemarketing job for the benefits, got fired, spent a year out of work, worked for the Philadelphia welfare office for a year and a half, and quit.
I lucked into a startup job as a Community Manager, but the environment was borderline abusive, and beyond the border unethical (buying lists of email addresses for their target market to add to their mailing list and calling them active users in fundraising presentations). After getting fired/quitting, I found a decent job doing Web Production for a speciality publishing company.
I'm 31, in debt up to my eyeballs with student loans, barely making ends meet, and working a job that offers no challenge and little opportunity for advancement. I have personal projects where I can get some joy, but it's hard to find the time to do those when you're working forty hours a week, with an hour commute each way, and seeing a huge chunk of your cash go towards paying off the creditors for your borderline useless degree. If I didn't have my self-taught HTML and CSS skills, I'd never be where I am, so that's something.
I still feel like I should be further along because of all the pushing I was given as a kid. They told me I'd change the world. Instead, I'm just some underemployed schlub. I'm not about to jump in front of a train, but for those kids with more pressure, I can't blame 'em.
Wow, that got long.
(I kept the names of the companies I worked for silent, because I try to keep this account semi-anonymous. The startup I worked for loves to threaten lawsuits against former---and current---employees who piss off the founder.)