Transform your expat experience →
Freedom isn’t just location—it’s structure. Mickelle sits down with Bobby Casey, founder of BusinessAnywhere.io, to break down what it really takes to live abroad without expensive surprises. If you’re building a life overseas—especially as a family—this conversation cuts through the noise: how you get paid shapes your banking, your company setup, and the countries you can realistically base your system in. Bobby also clarifies one of the most misunderstood topics in international life: physical residency vs. tax residency—and why planning 6–12 months ahead can save you years of friction (and unnecessary tax exposure).
Listen to epsiode + find all Bobby’s links here →
⏱ Timestamps
00:01:10 Intro & host welcome
00:02:16 Guest intro: Bobby Casey, BusinessAnywhere.io
00:02:31 Bobby’s story: 10 countries, first move to Estonia
00:06:47 Why Bobby helps global entrepreneurs (and why this niche is new)
00:10:20 Why cross-border business is complex for small founders
00:12:48 Physical residency vs tax residency (Portugal examples)
00:16:46 Start in reverse: income → how you get paid → structure
00:17:08 “How do you get paid?” (Stripe, bank transfer, crypto)
00:18:25 Why payment processing + banking + entity must align
00:20:57 Example: when a US LLC can be the clean solution
00:21:35 Biggest mistakes: Googling, forums, generic advice
00:24:06 The details that change everything (kids, spouse, nationality)
00:26:49 Why law isn’t black-and-white (the “gray scale”)
00:29:55 Settled expat realities: families, schools, long-term residency
00:30:08 US-specific trap: state tax residency after moving abroad
00:34:25 Why planning 6–12 months early matters
00:38:22 Apostilles, certified documents & travel-proofing family paperwork
00:39:12 Virtual mailbox + mail strategy for life abroad
00:41:44 Where to find Bobby + his companies
00:43:34 Closing
👤 Guest
Bobby Casey — Founder, BusinessAnywhere.io; helps entrepreneurs build compliant, practical company structures, banking, and payment systems that work across borders.
All Bobby’s links:
🕊 About House of Peregrine
Your network, protocol & platform for life abroad. We help internationals live intentionally with events, guides, expert podcasts & more.
#ExpatLife #InternationalLiving #InternationalBusiness #Entrepreneurship #HouseOfPeregrine
#ExpatLife #InternationalBusiness #BusinessStructure #TaxResidency #Residency #CrossBorder #RemoteWork #GlobalMobility #BankingAbroad #PaymentProcessing #Stripe #USLLC #LocationIndependence #BusinessAnywhere #HouseofPeregrine
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