In today’s edition:

Want to feature your brand in front of 200,000 digital nomads, remote workers, and travel enthusiasts?

👉 Fill out this form or book a call

Around 80 million working Americans have a side hustle, but for digital nomads and location-independent founders, the stakes are higher than just extra income. The right side hustle has to fit the lifestyle, which means it needs to work from anywhere, flex around time zones, and not require you to be glued to a screen. The creator economy is on track to reach $600 billion by 2030, and travel content is one of the lowest-barrier entry points. You are seeing places most people only dream about, and monetizing that through video and photography requires almost no upfront investment.

Coaching and consulting are two of the more adaptable options for experienced professionals. Sessions flex around your schedule, and done well they become a recurring revenue stream built on relationships rather than constant hustle. Digital products are the other high-leverage play: online courses, e-books, guides, and templates let you create once and sell repeatedly. Your travel content markets your products for you, and as your audience grows, revenue scales without a proportional increase in your time.

The underlying principle across all five options is leverage. Multiple income streams are not just a financial strategy for nomads. They are the difference between a lifestyle that sustains itself and one that requires constant hustle to stay afloat.

Customer Support Specialist – Intercom You'll be the first point of contact for Intercom's global customer base, handling complex product issues via chat and email and helping users get real value out of the platform. This is a fully worldwide role with no location restrictions, making it a solid pick if you want a recognizable company name on your resume while working from anywhere.

Enrollment Specialist – VP Education Group This is a phone and chat-based role where you have guided conversations with prospective students to help them enroll in the company's programs, following a clear script with no cold outreach involved. It's open to applicants anywhere in the world, which makes it one of the more nomad-accessible entry points in this week's digest.

Ecommerce Lifecycle Manager – North Spore LLC North Spore is a mushroom growing supplies brand, and this role owns their email and retention marketing, building automations and campaigns designed to turn one-time buyers into loyal repeat customers. The position is open worldwide and suits nomads with email marketing or lifecycle experience who want ownership over a fun, mission-driven brand.

Planning a Caribbean trip in 2026 requires more homework than it used to. Several islands that held Level 1 safety ratings in previous years have recently dropped to Level 2, and a few popular destinations are sitting at Level 3. The gold standard right now is the Level 1 designation, which signals robust law enforcement and stable infrastructure, and seven islands are currently holding it heading into summer.

Anguilla tops the list for solo travelers and families. The island keeps crowds low by design, with no deep-water piers for cruise ships, and crime against tourists is rare. The Cayman Islands follow closely, bolstered by a well-funded police force that comes with being a global banking hub. Montserrat, Bermuda, and Turks and Caicos round out the upper tier. Each comes with its own logistical quirks worth knowing before you book, from Bermuda's mandatory digital arrival card to Anguilla's lack of direct ferry connections, and the piece walks through the specific details for each.

The broader takeaway is that safety now encompasses more than crime statistics. Medical readiness matters, particularly on smaller islands where emergency evacuation costs can reach $25,000 without supplemental travel insurance. Checking current advisory levels before you book is no longer optional for smart travelers.

Spring is genuinely one of the best times to move through Europe, and not just because the weather improves. Crowds are thinner, prices are lower, and many of the continent's most spectacular destinations are at their most photogenic before peak season turns them into queuing exercises. March through May covers a wide range of conditions, so the right destination depends on when you are actually going.

In March, the Algarve is already warm enough for yoga retreats, surfing, and Atlantic coastal hikes, with the added benefit of good availability and lower accommodation costs. Mallorca's almond blossom season peaks in early March, blanketing the island in pink and white before the package tourists arrive. For April, Lake Maggiore in northern Italy hits its sweet spot right after its famous gardens open for the year, and the Azores offer spring whale watching across 24 species with almost no tourist competition. Croatia's Lošinj island earns a spot as a wellness destination, with over 250km of hiking and cycling trails and pine-scented air that the Adriatic coast makes genuinely therapeutic.

May opens up Ireland's Connemara for scenic road trips along the Sky Road and Lough Inagh Valley, and the Loire Valley for castle tours, riverside cycling, and markets full of strawberries and asparagus before summer crowds arrive. If you are flexible on dates, Bosnia and Herzegovina in May is one of the most underrated calls on the list, with Ottoman architecture, waterfalls, and some of the best river rafting in Europe for well under the cost of a week in Western Europe.

💳️ Our Favorite Cards for 2026
Here’s a quick look at some of our favorite cards for 2026, organized by what they do best, so you can immediately see which one fits your goals.

_{This email may contain links through which we are compensated when you click on or are approved for offers. 950 Tower Lane, 6th Floor, Foster City, CA 94404. Unsubscribe here}