What long-term traveling workers should plan for.
A stable internet connection matters more than almost any other factor when choosing where to stay, so research local connectivity before committing to accommodation. Time zone overlap with your team or clients is worth mapping out before you go, not after you arrive.
If you're planning to rent a car for extended stretches, ask about long-term rental discounts, which are often available but not advertised upfront. An international driving permit is worth having in your document folder from day one rather than scrambling for one mid-trip.