219: The Freedom and Responsibility of Self-Employment with Diane Webber

You may have chosen to go into private practice because you wanted more freedom, only to find yourself recreating the same traditional workweek you were trying to leave behind.

When success has always looked like putting in your time, staying busy, and being available throughout the workday, stepping away from your desk can feel like playing hooky, which can be uncomfortable — even when your business is stable and your clients are well supported.

In this “Best Of” episode, Linzy revisits one of the most downloaded conversations from the past year with Diane Webber, a financial therapist, private practice owner, and coach in the Money Skills programs. Together, they explore the freedom, responsibility, uncertainty, and purpose that can come with self-employment.

Diane shares how private practice has allowed her to be present for her family while navigating the changing needs of the sandwich generation. She and Linzy also talk about why therapists do not have 40 hours of quality emotional energy to give every week, how rest and time away support better clinical work, and why appearing busy is not the same as doing meaningful work.

Their conversation also turns to the ongoing work of managing money as business owners. Financial systems cannot always be reorganized quickly because money is still coming in and going out while the changes are happening. Diane explains why patience, small wins, and confidence in the decision-making process matter more than trying to fix everything at once.

If you have been measuring your success by the number of hours you work, feeling guilty when you step away, or trying to overhaul your finances in one intense burst, this episode will help you think differently about what a sustainable private practice can look like.

Timestamps:

03:30 - Meet Money Skills Coach Diane Webber

04:16 - The Highs and Lows of Self-Employment

05:17 - What Freedom in Private Practice Can Look Like

06:05 - Self-Employment and the Needs of the Sandwich Generation

07:41 - Building a Business That Supports Time Away