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219: The Freedom and Responsibility of Self-Employment with Diane Webber
Description
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
08:01 - Unlearning the Need to Put In Your Time
09:39 - Why Quality Matters More Than Quantity
10:26 - Therapists Do Not Have 40 Hours of Emotional Energy
11:16 - Giving Yourself Permission to Step Away
12:54 - Letting Your Brain Work in the Background
13:56 - The Performance of Busyness and Pseudo-Productivity
14:41 - Understanding and Honoring How You Work Best
17:34 - Variety, Change, and Using Different Parts of Your Brain
18:17 - Why Money Skills Work Can Feel More Concrete
20:00 - Creating Order in Work That Often Feels Messy
22:00 - Building Confidence in Your Financial Process
22:33 - Learning Money Skills While Money Is Still Moving
23:30 - Creating a Sustainable, Ongoing Relationship with Money
24:43 - Do All Private Practice Owners Identify as Entrepreneurs?
29:33 - Finding a Gap and Building Work Around It
30:33 - How Owning Your Niche Helps the Right Clients Find You
32:22 - Outsourcing Work You Do Not Enjoy
33:00 - Freedom, Responsibility, and the Thrill of Self-Employment
34:06 - Diane's Financial Therapy Practice
35:29 - Linzy's Final Reflection and Community Invitation
Connect with Diane Webber:
Diane is a licensed professional counselor and certified financial social work counselor with a fully online private practice in Northeastern Pennsylvania. She serves clients experiencing financial anxiety, general anxiety, strained relationships, grief, loss, and life transitions where money is part of the picture.
Diane is also a proud member of the Money Skills for Therapists coaching team, enthusiastically celebrating successes as members of the program redefine their money mindsets and sharpen their money skills.
Website:
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