Spearman Family Books in Order

The Spearman Family series tracks a group of wealthy siblings and the people who orbit their orbit, sliding between New York City and the cozy fictional town of Kentbury. On the surface they are polished, successful, and firmly in control. Underneath, every one of them is a little bit lonely.

In Maybe Later, grumpy tech billionaire Jackson Spearman hires a virtual assistant to keep his life on track and ends up falling for the relentlessly optimistic woman on the other end of his emails. The story unfolds through messages, phone calls, and finally face-to-face sparks that neither of them planned on.

Then He Happened and Once Upon a Holiday continue to widen the circle, bringing in siblings and friends who are tired of being overlooked or underestimated. Shotgun weddings, chaotic family events, and workplace obligations keep forcing characters to confront what they actually want instead of what looks good on paper.

By the time Almost Perfect arrives, the Spearman world has started to overlap with the Sinners of Seattle, tying corporate boardrooms to backstage drama and proving that even the most controlled people can be completely undone by love.

Across the series you will find slow-burn attraction, text and email flirtation, and a lot of found family, from cranky cats to coworkers who become confidants. The tone is contemporary and often funny, but Burgoa still makes space for heavier topics like grief, burnout, and anxiety.

Spearman books are a smart stop if you like billionaire romances that feel grounded and human rather than purely aspirational.