No emails, no meetings, just time to reset—Kate is about to find out how that feels. In this season ender of Whiskey Fridays , Kate and John reflect on the busy fall and Kate’s upcoming six-week sabbatical from Wanderwell. Kate discusses how she’s prepared her business for her time away. They touch on the importance of taking time off, delegating tasks and setting boundaries - wrapping up the season with a look ahead. Resources: Learn more about Kate Tyson: Wanderwell Connect on LinkedIn Sign up

Kate chats with Nic Antoinette about her plan to take an “adult gap year” in 2025: Nic will hit pause and step back from most of her business and work life for 12 months. Nic shares her journey with work, autonomy, and the struggle between traditional productivity standards and personal freedom. They dive into how to prepare for such a big shift and how Nic is approaching her year off. About Nic Antoinette: Nic Antoinette is a business owner, writer, and creator who has spent the last several ye

Kate talks to Neily Jennings of AORTA Cooperative about the organization's process of designing a transparent, equitable, and just compensation framework for their team. They discuss the history of AORTA’s compensation experiments and how they have worked to embed values of equity and justice into their pay structures. Neily also offers practical advice for businesses and organizations seeking to approach pay structures with more transparency and values alignment. About Neily Jennings & AORTA Ne

Kate sits down with Jessica Norwood for a conversation about reimagining finance and capital through building an anti-racist and reparative economy. Through her guiding question "what would it look like if the economy loved Black people?", Jessica asks us to lean into our imaginations to transform our economic systems. They talk about how her organization, Runway, and the recently launched Rooted Fund practice reparative finance through lending decisions and entrepreneur support that prioritize

Business owner compensation is not as straightforward as it may seem. Kate and John discuss challenges with balancing an owner’s personal needs with those of the business, technical aspects of compensation that sometimes confuse owners, and, most importantly, what owner compensation can tell you about your business. Learn more about Kate Tyson: Wanderwell Connect on LinkedIn Sign up for Kate’s Newsletter Kate’s Article: Getting Paid Learn more about John Gerber: Unlawyer Instagram: @un.lawyer Co

Ever wonder what kind of investor relationships are actually worth it and what might be the best fit for you? John talks through the four types of investors—friends and family, crowdfunding platforms, angel investors, and strategic investors— diving into the good, the bad, and the awkward of funding for small businesses. He also explores the reality check that every founder faces: sometimes you need the cash more than the ideal partnership. Learn more about Kate Tyson: Wanderwell Connect on Link