From Corporate to Consultant: Navigating the Different Types of Entrepreneurship for Senior Leaders
DeeEllen Jennings, Doctoral candidate
Business Coach for Baby Boomers | From Expertise to Entrepreneurship – Helping You Start a Consulting Business I Minority Business of the Year by the SBA I DM to Request a Free Consultation.
So, you’ve done your time in corporate America—sitting through endless meetings, dodging office politics, and checking your inbox at all hours. Now it’s time for something new: consulting. Whether you’re looking for freedom, impact, or a second act, entrepreneurship has several paths for senior leaders. Which one is right for you? Let's explore the options.
Types of Entrepreneurship Models for Senior Leaders
The Freedom-Seeking Freelancer
Freelancers swap their corporate calendars for flexible schedules. They pick and choose projects they love—and work only when necessary. Their philosophy: “Why work 9 to 5 when you can work 9 to… whenever?”
Tip: It’s a great way to start but remember—freelancing isn’t exactly a paid vacation. Set boundaries early on.
The Side-Hustling Solo-preneur
This entrepreneur keeps one foot in corporate while testing the consulting waters on the side. It’s a smart way to minimize risk and maximize income. But be warned: you may need to consult yourself on time management after burning the midnight oil.
The Business-Builder Boss
Some leaders aren't satisfied with working solo—they want to build an enterprise. Whether it's scaling a consulting firm or launching a full-fledged business, this path is for those ready to manage everything from payroll to client acquisition.
Pro tip: Managing your own team? It feels just like managing in corporate—except you can’t blame HR for issues anymore.
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The Legacy-Leaving Entrepreneur
This model is perfect for seasoned professionals who want their business to reflect their values. Instead of just another venture, it’s a chance to build something that leaves a mark. If making an impact matters more than the bottom line, this path is for you.
The Digital Nomad Consultant
Work anywhere with Wi-Fi. Yes, please! Digital nomads swap cubicles for cafés, airports, and beaches. They run their consulting business from wherever life takes them—and their Zoom backgrounds get better with every meeting.
Choosing the Right Entrepreneurial Path
Your journey from corporate to consultant will evolve over time. You may start as a solo-preneur and decide to scale or begin freelancing only to build a legacy business down the road. There’s no right or wrong way—just your way.
Frequently Asked Questions: Corporate to Consultant Transition
Q: How do I start consulting after a corporate career? A: Begin by defining your niche and market. Once you know the services you’ll offer and who you’ll serve, create a business plan and reach out to your network.
Q: What’s the biggest challenge when transitioning from corporate to consulting? A: The biggest challenge is the shift in mindset—from employee to entrepreneur. You’re responsible for everything, from setting your schedule to managing clients and income.
Ready to Make the Leap? Let's Build Your Consulting Roadmap.
It’s time to create the consulting business you’ve always dreamed of. Book a free strategy session with DeeEllen Jennings & Associates—and let’s build something extraordinary together. Message me today!