The first time Gili Raanan ever gave Assaf Rappaport a big check, it was in a gas station. “It was a convenience store in a gas station that didn’t really have tables, and there were two seats we could occupy,” said Raanan, a venture capital investor who was then at Sequoia Capital. The unusual meeting point was a compromise of sorts, halfway between Tel Aviv, where Rappaport lived, and Raanan’s homebase in Mikhmoret, a coastal town 26 miles to the north. “Assaf said ‘I don’t own a car. I live i...