Entrepreneur, philanthropist, and bon vivant Trevor Traina is in the business of making dreams a reality. His latest venture, IfOnly—an e-commerce site with a charitable bent—offers one-of-a-kind experiences, like say, celebrity chef Tyler Florence visiting your home to whip up a multi-course meal. So it comes as no surprise that the Pac Heights resident would want to extend the same experiential singularity to his staff at IfOnly HQ.

A cowhide rug, metal obelisks, and needlepoint pillows are among the eclectic accents that commingle with midcentury modern furniture such as Arne Jacobsen’s Egg chair.

Traina hired his interior designer friend Ken Fulk to kit out his dream office, a rooftop penthouse in North Beach. “The bones of this space exemplify that old San Francisco spirit,” says Fulk. “It feels like it came right out of Hitchcock’s Rear Window.” Steering clear of the sterile, uniform look that plagues many startups, Traina and Fulk designed a space that feels residential in both style and function. “A library, a sunny deck, and cool hangout spaces help to avoid that feeling of being chained to a cubicle,” Traina says.

The stuffed bison head was a gift from Traina’s late father.

Alcoves have been stylishly transformed (one reading nook has an antique barber chair and a wet bar), and conference rooms pop with vibrant colors (curry yellow walls provide a contrast to black Panton Chairs accented in houndstooth fabric, and a Wimbledon-green room is reserved exclusively for sports talk).

Curry yellow walls and black Panton chairs, accented with houndstooth fabric, make for a sharp contrast in one of IfOnly’s conference rooms.

The pair also mined their lifetime collections of furniture, art, and accessories for touches that include a Ralph Lauren Chesterfield sofa, a Gary Carter oil painting, and a stuffed and mounted bison head.

Ann Collier’s Cheryl Tiegs provides a burst of pop culture in the office and is one of the many pieces on loan from Traina’s personal collection.

Traina, an avid patron of the arts whose photography collection was exhibited at the de Young Museum in 2012, even offered up some of his favorite works. The office walls are hung with the likes of Ansel Adams and Nan Goldin, and Tina Barney’s The Landscape—depicting a family in their living room—brings the comfortable vibe home. If only you worked here. 

This article was published in 7x7's December/January issue. Click here to subscribe.