The conversation covers the journey of Jane Wilcom from her early career to specializing in estate law. It emphasizes the importance of career transitions and the significance of estate planning, including advanced directives and guardianship. The complexities of estate planning and the decision-making process are also explored. The conversation covers a range of topics including decision-making, revisiting estate plans, staying informed about tax laws, implications of new laws on employment, and adapting to change in career and life. Key takeaways include the importance of continuing education for staying up-to-date with industry changes and the significance of revisiting estate plans for adapting to changes in assets, family, and tax laws. The conversation delves into the role of AI in accounting and business automation, discussing the impact of AI on employment and trades, as well as the importance of human empathy in business. It explores the potential of AI in categorizing transactions and financial summaries, the impact of AI on employment and the trades industry, and the need for human empathy in business relationships.

Takeaways

• Career transitions
• Importance of estate planning Continuing education is essential for staying up-to-date with industry changes and advancements.
• Estate planning and revisiting estate plans are crucial for adapting to changes in assets, family, and tax laws. AI and automation in accounting
• The importance of human empathy in business

Chapters

• 00:00 Introduction and Background
• 04:56 Career Evolution and Adaptation
• 10:56 Importance of Estate Planning
• 16:50 Complexities of Estate Planning
• 22:34 Making Decisions and Revisiting Them
• 27:39 Tax Implications in the Restaurant Industry
• 33:38 Effects of New Laws on Reporting Tips
• 39:01 Continuing Education and Industry Changes
• 45:27 The Impact of AI on Employment and Trades

Kourtney Roman of Empire Media Solutions joins Katie aka Not Your Typical Bookkeeper on the Not Your Typical Business Podcast to discuss how she formed and grew her "empire!"

From starting the business during Covid to growing the business over 6 years with a rebrand from Empire Photography to Empire Media Solutions. Hear her journey and how her and Katie came to know each other along the way - even helping each other grow!

In Episode 2, Katie talks with Jill Maenner of Ternion Builders in Frederick, Maryland, about forging a path in the construction industry, where women represented 11.3% of the U.S. workforce in 2025. Jill shares her journey from education into commercial construction, while Katie reflects on how her own background in animal care and veterinary offices shaped the way she leads today. It’s a conversation about transferable skills, industry perspective, and the kind of experience that prepares you for business ownership in ways you may not expect.