Aug 7 • Challenges
Challenge Two
The Second-Half Career vs. Fractional Practice Challenge
Instructions: Answer honestly. There are no wrong answers… only useful ones.
1. Autonomy Appetite
When a decision directly affects your work, what’s your instinct?
A. I’d rather have final say — even if I take the blame.
B. I’m fine with consensus, even if it slows things down.
2. Risk Tolerance Reality Check
If your paycheck disappeared for the next 3 months, how would you react?
A. I’d immediately start building offers, calling contacts, and creating revenue streams.
B. I’d panic, cut spending, and start sending résumés.
3. Identity Shift Readiness
Your current title disappears tomorrow. How do you introduce yourself?
A. As someone who solves a specific problem, regardless of where I sit.
B. By referencing my most recent job title or employer.
4. Energy Audit
At the end of a workday, which feels more satisfying?
A. The buzz from driving a project from vision to execution.
B. The relief of knowing the project landed without my name on every detail
5. Value Packaging Mindset
Can you confidently define your expertise as a product or service people would pay for… without a brand name behind you?
A. Absolutely — I know the problem I solve and for whom.
B. I’m not sure — my work has always been tied to a larger company identity.
6. Networking Style
When thinking about new opportunities, you tend to:
A. Cultivate a trusted circle and actively market yourself within it.
B. Wait for recruiters or internal leaders to bring opportunities to you.
7. Motivation Source
Which excites you more right now?
A. Building something that’s entirely mine — reputation, revenue, and all.
B. Leveraging my skills to make an established organization even better
8. Learning Curve Willingness
If launching your own practice meant learning marketing, pricing, sales, and legal basics, you would:
A. See it as part of the fun and growth.
B. See it as a distraction from the “real” work you enjoy.
9. Financial Focus
Would you rather…
A. Bet on variable income with higher long-term upside.
B. Take predictable income with fewer peaks and valleys.
10. Legacy Lens
When you imagine the story you want to tell in 10 years, which feels truer?
A. “I built something that outlived my direct involvement.”
B. “I played a critical role in advancing missions I believed in.”
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Challenge Two
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