The Not Your Typical Business Podcast

Episode 4: Jane's Journey - Jane Wilcom of Eskay Law Group

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

Episode 3: Katie Hanna with Kourtney Roman of Empire Media Solutions

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!

Episode 2: Katie Hanna with Jill Maenner: Career Pivots and Business Transferrable Skills

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.

Episode 1 - Teaser

Explore the Not Your Typical Business Podcast in our episode 1 teaser! See what the conversation with Katie are like as she meets with fellow entrepreneurs to hear their business journeys and their key insights from their industry perspective! Follow along at www.detailsmatterbookkeeping.com/podcast [http://www.detailsmatterbookkeeping.com/podcast] or @notyourtypicalbookkeeper [www.instagram.com/notyourtypicalbookkeeper]on instagram!

Episode 1: Welcome & Special Guest Rachel Collins of Living Well Financial Coaching

Welcome to the very first episode of the Not Your Typical Bookkeeper Podcast, hosted by Katie Hanna of Details Matter Bookkeeping & Advisory. In this kickoff conversation, Katie is joined by special guest Rachel Collins for a relationship-driven discussion centered on business ownership, real experiences, and the conversations that shape how we grow. Together, Katie and Rachel explore the kind of honest insights that come from building a business, navigating challenges, and staying connected to the people and purpose behind the work. It’s a thoughtful, practical conversation designed to encourage business owners and remind them they’re not building alone. Tune in to hear Katie’s perspective as a Business Financial Partner and Rachel’s unique take on the journey, with plenty of insight, authenticity, and connection woven throughout.