Chat with Jacob Crowder for a few minutes and you’ll see right away that he is sharp and likable with an energy that is infectious. Born in Orange County, he grew up in Central Oregon before moving up to the Portland area. (“I still miss the high desert, though,” he says.)

Prior to his years in real estate, Jacob spent his whole work life in the hospitality industry, which taught him hard work and the passion for helping people. After making the ...