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Border Runs (Penang)

Looking at coming to Penang from California with my wife for six months to a year. Should show up last couple of days in August.

I own a technology company and can work from anywhere. Was looking at Chiang Mai in Thailand but the monthly border runs looked crazy.

I see a 90 day visa is available. Any other digital nomads out there? How do you handle the 90 day visa issue while renting a condo for six or twelve months?

Thanks in advance for any help!