This is great that so many folks respond so honestly and clearly to posts from clueless people like me. So, thanks in advance for setting me straight.

I'm in my 40's and looking for a career change. I've always had an interest in tech, but real-world experience is fairly slim -- got A's in Fortran & Pascal classes in colleges back in the late 80's. I'm betting things have changed a bit since then???

Here's my question. I want to choose an area of expertise that will best enable me to be successfully self-employed or fairly easily employable as a tele-commuter. I live in a smaller rural town, and I won't be moving to obtain a job. I'd especially like to hear from those of you who have managed to pull this off yourself. And if you know of folks who have tried (successfully or not), I'd like to hear those stories and related advice as well.

As a follow-up question, I'd ask if you have an opinion on a need for a college degree vs. stacking up some certifications instead, and which degrees/certifications you think would be most valuable.

Thanks!

Netcode commented: upvote on first paragraph +0

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Brief context for : a mid-career switch from a rural base is possible, but the safest path is not to try to compete on lowest price. Since the thread began, remote work and cloud tools have made location less important, and global competition has grown. That makes a deliberate combination of (1) a narrow, valuable technical niche and (2) productized, recurring services a far better route to steady self-employment than relying only on ad-hoc, hourly freelancing.

Practical learning and portfolio steps: start with web fundamentals (HTML/CSS/JavaScript) and version control (Git), then pick one concrete marketable stack or platform to own (for example: WordPress site builds and maintenance, simple full‑stack apps in a single language, or basic Linux/web-server administration). Build 3–5 complete, documented case studies: one local small business site, one pro-bono or nonprofit project for a testimonial, and one personal project that demonstrates a useful feature. Contribute small fixes to an open-source repo to show collaborative experience. Treat each sample as a customer story: problem, solution, results.

Business model and positioning: follow and start part‑time while keeping a safety net. Productize offerings into clear packages (setup, monthly maintenance, security/backup, small updates) so prospects can buy quickly. Recurring retainers and managed hosting with defined SLAs buy predictability; white‑label or reseller hosting can work but often has thin margins, as noted — bundle support to add value. Avoid competing only on marketplaces where price pressure is intense; instead target niches (local services, professions with steady needs, or compliance-driven sites) and sell outcomes, not hours.

Degree vs certification and next actions: for self-employment, a visible portfolio, client testimonials, and repeatable processes matter more than a formal degree. Targeted certifications (cloud fundamentals, security basics) can help credibility but are not a substitute for proven client work. Follow ’s advice to scan job boards and market demand early, and use small paid gigs and a few pro‑bono projects to build references before quitting steady income.

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A few observations:

  • There are a lot of capable technical people out there that you would be competing with. Many are in countries like India, Pakistan and the Philippines and willing to work at a much lower hourly rate than we would normally expect in North America. Have a look at ODesk where you will find a lot of jobs posted and people posting their skills and rates.
  • Potential employers are often looking for people with a broad range of skills and meaningful experience. If you look at some of the ads on Craigslist or Kijiji you will probably see that pretty quickly. Some of the ads read like vegetable soup. Whether they find people with that range is hard to say.
  • There are some jobs where you can focus and don't necessarily need quite the same range of tech skills. There is some demand for people to configure and maintain Content Management systems like Wordpress and Joomla. There is also demand for SEO people who have a different range of knowledge and skill and it is less technically intense.
  • Working freelance on a project-to-project basis is pretty challenging since you never know where your next paycheck is coming from and you need to be constantly marketing and providing responses to ads while trying to get the work done for the current project. Having some ongoing customers is much more secure if you can find some.
  • The initial learning curve will be pretty steep and it will take quite a bit of time (actual as well as elapsed) to become competent enough to start advertising your services.
  • In order to gain some experience and maybe a reference or two, you might consider doing some Open Source work (e.g. join a project) or do some (free)work for a not-for-profit organization where they will provide you with a reference. This is obviously only applicable once you get past the initial learning curve.

I think that the starting point might be to do a regular scan of the job posting boards to get a feeling of what you would be diving into. It will give you a feeling for the types of jobs that are available, what the expectations are and what kind of pay rate you could expect. That might help you to decide if this is a path that makes sense for you. It may also lead to some more questions in which case you can bring those back and post them.

How about doing something on the side that you nurture into a business and slowly switch over from being employed by a company into your own company full time? That's what I'm doing, granted what I do at work is harder than my bit on the side but it's a good way to learn as your doing it and at least you have something to fall back on.

You could look into reselling hosting and affiliate programs. I don't know how tech. savvy you are but that line can bring in a small income. In the meantime you might come across something that calls to your skill set. It is a world economy now so there is some solid competition.

You could look into reselling hosting and affiliate programs. I don't know how tech. savvy you are but that line can bring in a small income. In the meantime you might come across something that calls to your skill set. It is a world economy now so there is some solid competition.

How do you manage to make money these days, are the profit margins not getting tighter and tighter ... most of the packages i've seen for the end user can be bought from the same company who sells the reseller package and the price is cheaper than the reseller ...

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