Enterprise Nation: The 99% Club – The Small Business Podcast
Big corporations have no problem getting air time. But what about the other 99% of all businesses?
Hosted by Enterprise Nation CEO Aaron Asadi, The 99% Club is about what it really means to run a small business – from the brilliance to the boring, the magic to the mundane.
Each episode features raw, honest, human conversations with founders from across the small business world. No jargon. No buzzwords. Just real people talking about the things that matter:
– Why they started
– What keeps them going
– What’s falling apart
– What they wish someone had told them earlier
From publishing houses built on philosophy degrees to business plans sketched out between burnout cycles, this show is a home for truth-telling, not hustle culture.
Whether you’re a startup dreamer, side hustler, or seasoned business owner wondering if it’s just you (it’s not) – you’re in the 99% Club. You belong here.
🎧 New episodes dropping regularly
👥 Join the Enterprise Nation community: enterprisenation.com
Enterprise Nation: The 99% Club – The Small Business Podcast
Episode 8: Linger – Designing the Trip of a Lifetime
What does it take to plan a sabbatical that actually changes how you feel, not just where you are?
In this episode of The 99% Club – The Small Business Podcast, Enterprise Nation’s Aaron Asadi speaks with Steve Wilson, founder of Linger, a boutique travel company creating bespoke, experiential journeys for couples and families – with a special focus on sabbaticals.
Steve shares how he launched just before the pandemic, kept the vision alive, and then grew with the post-COVID rebound in travel. Drawing on 20+ years of global travel experience, he explains how Linger blends deep on-the-ground knowledge with a client-first process to design journeys that are as restorative as they are adventurous.
Inside the episode:
- Why sabbatical travel is growing, and how Linger designs it around contrast, pacing and downtime
- How to turn planning itself into part of the joy of the journey
- The behind-the-scenes scaffolding – from contingency planning to boutique family-friendly stays
- Building voluntourism into trips through short, ethical conservation projects
- The challenges of scaling a highly bespoke service and the IT and FX hurdles small businesses face
🎧 Listen on Spotify • Apple • YouTube
🌐 Linger
👥 Enterprise Nation