How Do You Change Careers at Any Age?

TL;DR: Successful career changes follow four phases: brutal honesty (are you running from something or toward something?), bridge building (close the 2 to 3 biggest skill gaps through courses, side projects, and informational interviews), the move (rebuild your resume around transferable skills and target roles that welcome diverse backgrounds), and surviving the first year. Career changers typically already have 50 to 70% of the skills they need. Calculate your financial runway first, extend it if needed, and build the bridge before you cross it.

Nobody quits in a blaze of glory and has it work out. That's a movie.

The most successful career changers I've seen didn't leap. They built a bridge and walked across it. Methodically. Intentionally. With a plan that accounted for money, skills, timing, and the very real possibility that the grass isn't actually greener.

Here's the plan.

Phase 1: Brutal honesty (Weeks 1-2)

Are you running from something or running toward something?

This distinction matters more than anything else. Before changing careers, make sure you need a new career and not just a new job.

• Do you dislike the work itself, or your current environment?
• Would doing this same work at a different company, with a better manager, fix it?
• Is it the industry that's draining you, or the role?

If the answer is consistently "it's the work itself," a career change is the right move. If it's the environment, a job change within your field is faster, cheaper, and less risky. Be honest. Career changes are expensive in every currency that matters.

Skills inventory

List every skill you've built. Technical and transferable. Programming, financial modeling, project management, leadership, communication, stakeholder management. All of it.

Now research your target career. What does it require? You'll find more overlap than you expect. Career changers typically have 50 to 70% of the skills they need already. The gap is smaller than it feels. That's not wishful thinking. It's the data.

The financial reality check

A career change usually involves a temporary income reduction. Face the numbers before doing anything else:

• Calculate your monthly burn rate. Every expense. Fixed and variable.
• Determine your runway: how many months can you sustain without income?
• Set a minimum threshold. Six months is ideal. Three is the bare minimum.

If your runway is too short, extend it first. Freelance. Cut expenses. Save aggressively for 3 to 6 months. This isn't the sexy part. It's the part that keeps the whole thing from collapsing.

Phase 2: Build the bridge (Weeks 3-8)

Close the skill gap

Identify the 2 to 3 skills that represent the biggest gap between where you are and where you want to be. Then focus on one first:

• Online courses. Coursera, Udemy, LinkedIn Learning. Choose ones with projects, not just lectures. Passive learning is a placebo.
• Certifications. Some fields (project management, data analytics, UX design) have certifications that actually signal competence. Get one.
• Side projects. Build something real. A portfolio piece is worth ten certificates because it proves you can ship, not just study.
• Volunteering. Nonprofits need exactly the skills you're trying to build, and they'll let you do real work on real problems.

Informational interviews

Talk to 5 to 10 people who are currently doing the work you want to do. Our informational interview guide covers exactly how to approach these. Ask them:

• How did you get into this field?
• What do you wish you'd known before transitioning?
• What does a typical day actually look like?
• What skills matter most in the first year?

These conversations validate your direction, reveal requirements you can't find in job descriptions, and build your network in the new field before you need it.

Build the narrative

You need a clear, concise story that explains why you're changing careers. Hiring managers will ask. Your answer needs to be compelling:

• Why you're leaving your current field (frame it as a positive evolution, not an escape)
• Why you're drawn to the new field (be specific, not generic)
• How your existing skills transfer (concrete examples, not hand-waving)

Practice until it flows naturally. This is the single most important interview prep you'll do.

Phase 3: Move (Weeks 9-16)

Rewrite your materials

Your resume needs to be rebuilt around the target career. Lead with transferable skills and relevant projects. See our resume writing guide for the structural framework. Your chronological experience matters, but it supports the narrative rather than defining it.

Build a portfolio if your target field values visible work. Even 2 to 3 strong pieces demonstrate you can do the thing, not just talk about it.

Apply with precision

Target roles that explicitly value diverse backgrounds. Job descriptions that mention "non-traditional backgrounds welcome" or "career changers encouraged" are your best bets.

Target companies where you have connections. A warm introduction from someone in the target field is worth fifty cold applications. This is true in any job search. It's doubly true when your resume doesn't perfectly match the role.

A career change means tracking a different kind of pipeline: courses, certifications, informational interviews, portfolio projects, networking contacts. Orbyt keeps all of that organized in one place so nothing falls through the cracks while you're managing the transition.

Phase 4: Survive the first year

Accept the discomfort

Your first role in a new career will feel like being a beginner again. You'll be the least experienced person in the room. This is normal. It's temporary. Your transferable skills (judgment, communication, problem-solving) will surface fast once you learn the domain.

Keep building

The first year is about proving your decision was right. To yourself. To your employer. Invest in relationships. Ask questions generously. Demonstrate the maturity and work ethic that your previous career built. Those things transfer instantly. They don't need a certification.

The courage calculation

Career changes require courage. They also require planning. This plan reduces the courage required by increasing the preparation. You don't need to be fearless.

You just need to be ready. Start Phase 1 today.