
Freedom isn’t just geography, it’s structure. In this episode, Mickelle sits down with Bobby Casey, founder of BusinessAnywhere.io, to talk about what it really takes to build a life (and a company) that can move with you. Having lived in 10 countries and helped founders navigate the administrative maze of cross-border living, Bobby brings a grounded, unsentimental clarity to the realities behind the “digital nomad” dream.Together, they unpack why international entrepreneurship isn’t just about where you want to be, it’s about how money actually reaches you, what systems you’re tied to, and what invisible risks live inside “I’ll figure it out later.” Bobby explains the critical difference between physical residency and tax residency, why compliance is rarely perfectly black-and-white, and how one small oversight can quietly become an expensive detour.In this episode:Why location independence requires truly location-independent incomeHow “how you get paid” determines company setup, banking, and processingThe difference between physical residency and tax residency (and why it matters)Why crowdsourcing legal/tax advice online can backfire fastThe reality of “gray area” decision-making across multiple jurisdictionsWhy planning 6–12 months ahead saves major cost and complexityFor more visit: https://www.houseofperegrine.com/podcast/ep-086House of Peregrine is the network for International life, made by and for people living abroad. Get started with a FREE account today to unlock exclusive content, connections, and opportunities:houseofperegrine.com/auth/signupJoin a global circle of thinkers, creators, and doers. We host events, build products, publish guides, run a podcast, offer rewards and curated products — all within a vibrant ecosystem of experts and businesses to support your life abroad.Subscribe: houseofperegrine.com/subscribeJoin our WhatsApp Group: HOP CommunityExplore Memberships: houseofperegrine.com/membershipsInstall the App: houseofperegrine.com/installFollow us for daily inspiration and updates:Instagram: @houseofperegrinepodcastYouTube: @HouseofPeregrineofficialLinkedIn:@company/house-of-peregrineTikTok: @houseofperegrinepodcast
Podzilla Summary coming soon
Sign up to get notified when the full AI-powered summary is ready.
Free forever for up to 3 podcasts. No credit card required.

Long Distance Grandparenting. Tips, Tricks and Wisdom for Staying connected when your Children Live Abroad. | Ep 89

It’s Now (And Later): Money Planning for Peregrines | A Most-Played Episode Clip

Community as Human Technology (Kemo Camara, Omek) | Ep 88

Consent Isn’t a Checkbox - It’s a Conversation | A Most-Played Episode Clip
Free AI-powered recaps of House of Peregrine and your other favorite podcasts, delivered to your inbox.
Free forever for up to 3 podcasts. No credit card required.