If you're in your 50s or 60s and feeling the itch for something new, you're not alone — and you're not behind. You’re right on time for a powerful career reinvention.
More executives and professionals are trading traditional roles for autonomy, purpose, and flexibility. They're launching coaching businesses, advisory services, creative ventures — or all three. But how do you design a career that fits this new phase of life?
These four books offer powerful guidance:
1. The Portfolio Life by Christina Wallace
Lesson: Diversify Your Work, Like You Diversify Investments
Wallace encourages us to break out of the “one job” mindset. Instead of relying on a single full-time role, why not build a career portfolio — a mix of roles that reflect your skills, interests, and values?
You might consult part-time, teach on the side, write a book, or start a podcast. This approach spreads risk, keeps you energized, and creates income from multiple sources.
For mid-life professionals: You don’t need to bet everything on one path. You’ve earned the right to design a flexible, purpose-driven portfolio.
👉 Try this: Make a list of things you can do, things you want to do, and things people ask you for. Where do they overlap?
2. One Person / Multiple Careers by Marci Alboher
Lesson: You Don’t Have to Choose Just One Identity
Alboher coined the term “slash career” — like lawyer/coach or executive/speaker. It’s a liberating concept, especially if you're navigating the loss of identity that can come after leaving a long corporate role.
Rather than trying to shrink into one box, this book encourages you to embrace all of your interests and experiences.
For mid-life professionals: You’re not defined by your past job title. You can combine your passions and experience into a unique personal brand.
👉 Try this: On your LinkedIn profile or bio, experiment with listing your multiple roles. Let people see your range — it's a strength, not a liability.
3. The Million-Dollar, One-Person Business by Elaine Pofeldt
Lesson: You Can Build Big Without a Big Team
Pofeldt profiles entrepreneurs who built six- and seven-figure businesses entirely on their own. No employees. No office. Just smart systems, a clear offer, and a commitment to doing meaningful work.
Whether it’s online education, e-commerce, consulting, or services, the key is to focus and scale intelligently.
For mid-life professionals: You don’t have to build an empire. You can create freedom, income, and impact — solo.
👉 Try this: What service or solution do people often ask you for? Could you offer it as a productized package, course, or subscription?
4. Company of One by Paul Jarvis
Lesson: Growth Isn’t the Goal — Freedom Is
Jarvis flips the traditional business script. Instead of chasing constant growth, ask: What’s enough? What if you optimized for time, autonomy, and creativity instead of scale?
This mindset is perfect for professionals in mid-life who’ve already proven themselves and now want to do work on their own terms.
For mid-life professionals: Staying small might be the smartest — and most satisfying — strategy you’ve ever tried.
👉 Try this: Define what “enough” means to you. Not just financially, but in time, energy, and impact. Let that become your business plan.
Final Thoughts: You’re Not Starting Over — You’re Starting Smart
What these four books all have in common is this: They redefine success for people like us — people with experience, wisdom, and the desire to do work that matters without burning out.
Whether you want to consult, coach, create content, or launch your own service business, you can design a career that works for your life — not the other way around.
You don’t need a big team. You don’t need a new degree. You just need clarity, curiosity, and the courage to begin.