The newsletter for freedom-seekers

This week: We’re zooming out from “find a remote job” and into “build the thing that funds your freedom.” Below: a sunny thought experiment in the Caribbean, a business idea most nomads overlook, why road-tripping is secretly an entrepreneur’s R&D lab, and a quick tap-through to the definitive list of where to base up in 2025.

📍 We have the list: the top 10 countries for digital nomads around the world. Check the full rankings and pick your next base—read the guide now →

Tech & Tools

☀️ SHOULD YOU START AN ONLINE BUSINESS IN THE CARIBBEAN?

Sun, sand, and remote-work visas—does it pencil out?

Short answer: yes, with a plan. The Caribbean isn’t just resorts—several islands offer remote-work visas or entrepreneur-friendly residency, decent internet in main towns, and nonstop flights to the U.S.

How to make it work (simple model):

  • Pick your “HQ town,” not just the island (fiber + coworking + medical). Ex: capital areas and established expat districts tend to have the best uptime.

  • Choose a lightweight business: digital products, newsletters, coaching offers, template shops, research/lead lists, micro-SaaS, or agency retainers. Keep fulfillment location-independent.

  • Price in logistics: imported gear and groceries cost more. Offset with USD pricing and digital delivery.

  • Time zone edge: most islands are close to EST—client calls stay easy.

  • Run the math:

    • Monthly baseline (housing + SIM + coworking + groceries)

    • Flights & visa fees

    • – Revenue from 1–2 flagship offers (see below)

    • Aim for 2–3x baseline margin so “rainy season” or slow weeks don’t sting.

🔍 THE REMOTE WORK/BUSINESS IDEA YOU HAVEN’T THOUGHT OF YET:

“Research-as-a-Service” for scrappy companies.

Most founders don’t need a 40-page consulting deck; they need curated answers—fast. You become their async analyst.

What you sell:

  • Weekly Intel Brief (2–3 pages): competitor launches, pricing changes, ad angles, top Reddit questions, and 5 quick opportunities.

  • Data pulls: 100-row lead lists with verified contacts + buying signals.

  • Content battlecards: the 10 posts your client should publish this month—titles, outlines, SEO targets.


How to package:

  • Tier 1 ($299/mo): 2 briefs/month + 1 list

  • Tier 2 ($699/mo): weekly briefs + 2 lists + a monthly strategy call

  • Tier 3 ($1,500/mo): everything above + execution (publish 4 posts or 6 emails)

Work Flow: Airtable/Google Sheets + a scraping assistant + ChatGPT prompts + a verification tool. Keep turnaround <72 hours. High value, low overhead, fully remote.

👉🏻 See why this idea is such a game changer for online businesses

Digital Nomad Lifestyle

🚐 REMOTE WORK + VAN TRAVEL/ROAD TRIP EXPLORING

Make the highway your product studio.

  • Work blocks: 7–11 a.m. at a reliable café/library → drive mid-day → golden-hour play.

  • Signal first: use campground/RV park filters for Wi-Fi; keep a dual-SIM phone for hotspot redundancy.

  • Batch content: film B-roll in bursts (drive-by signs, café interiors, trails). Edit once/week.

  • Monetize the miles:

    • Local service pages for towns you pass (rank & rent or sell the page to a local biz).

    • Road-tested templates (packing lists, camp kitchen menus, route planners) → Etsy/Gumroad.

    • Sponsorable series: “$20 workdays in ___” (café + cowork + lunch + activity under $20).

Pro tip: Treat each stop as a 7-day sprint: ship one paid asset, one lead magnet, and one distribution thread. The road becomes your deadline.

👉 Get Inspired By These 7 US Roadtrips You Have to Take Atleast Once

Where to Build Your Dreams

🌍 TOP 10 COUNTRIES FOR REMOTE WORKERS IN 2025

We just published our updated, source-driven ranking (visas, internet, safety, cost signals, and who each country fits best). If you’re picking your next base, start here:

👉 Top 10 Countries For Remote Workers in 2025

Use it to shortlist EU time-zone bases (Spain, Portugal, Italy) versus cost-optimized bases (Malaysia, Thailand, Colombia, Costa Rica), or hyper-connected (UAE) depending on your work stack and clients - that way you can find your perfect nomad destination!

NOMAD FINDS:

🔧 Tools & Resources

  • Nomad Tool: Airalo eSIM — instant mobile data in 200+ countries (no SIM swaps).

  • Deal/Freebie: Canva Pro free trial — batch your brand kit, thumbnails, and lead magnets fast.

  • Money Move: Revolut — multi-currency accounts + virtual cards for smoother international spending.

📰 News & Trends

📚 Content & Ideas

🎯 THE TAKEAWAY

Pick a simple, shippable offer, then choose a place that makes shipping easier (internet, time zone, flights). Whether it’s a Caribbean base, a van loop, or a multi-country sprint, your business grows fastest when your ops are boring and your adventures are not. Build once, deliver everywhere.

That’s it for this week. Build something that travels with you. 🌍

P.S. Forward this to a fellow nomad (or wannabe nomad) who dreams of running their own thing.

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