She is among a growing number of digital nomads, or remote workers who travel for weeks, months, or — in Checchi's case — "for the foreseeable future."
Driving this trend is the growing flexibility of remote work, a longing to see the world, and the desire to cut costs.
As of June, over 25 countries had introduced digital-nomad visa programs aimed at luring remote workers and their wallets.
The challenges of a nomadic lifeWhen she's not traveling, Checchi has a home base in Tel Aviv, which she chose in part for its accessibility to both Europe and Asia.
While Tel Aviv can be quite an expensive place to live, Checchi pays $871 per month to rent an apartment with a couple.