Shehara Wooten: Designing Financial Freedom for Sustainable Success
In this episode of Tech Me Seriously, Sarah Tenisi, CEO of TenisiTech and host of the show, sits down with Shehara Wooten, CFP®, fee-only financial advisor and founder of Your Story Financial, to discuss strategic financial planning, funded sabbaticals, and building long-term wealth without burnout.
Shehara shares how her background as an electrical and computer engineer led her to financial planning, where she now helps high-earning professionals design fully funded sabbaticals, strengthen cash flow strategy, and align their money with purpose. The conversation explores how financial burnout affects career performance, why traditional retirement planning often misses the bigger picture, and how intentional life design creates sustainable success.
Together, they break down the mechanics of sabbatical planning, including building a sabbatical fund, calculating runway, and protecting long-term wealth while taking extended time off. Shehara also explains the importance of working with a fee-only fiduciary financial advisor to ensure unbiased, commission-free advice.
The discussion expands to career transitions, wealth-building for professionals, financial wellness in the workplace, and how employers can reduce burnout through smarter financial education and flexible policies.
In this episode, you’ll learn:
- How to plan and fund a sabbatical without compromising retirement goals
- The difference between fee-only financial planning and commission-based advice
- How high earners can move from financial success to financial freedom
- Practical strategies for cash flow management and wealth building
- Why career breaks can increase long-term productivity and leadership capacity
If you are a tech professional, executive, or high achiever looking to reduce financial stress, build generational wealth, or design a career that includes intentional rest, this episode offers practical financial strategy and long-term planning insights you can implement immediately.
