Hiring a Bookkeeper: When Is It Time to Pull the Trigger?

If you’re a small business owner who’s been juggling bookkeeping along with everything else, you’re not alone—and you’re likely overdue to delegate. The hesitation often stems from thinking, “It’s just a few hours a week,” or “My books are too messy to hand off.”

The truth is, pulling the trigger earlier can be one of the most strategic moves you make. A good bookkeeper doesn’t just “do the books”—they create clarity, spot trends, and help you make decisions based on real numbers.

Every hour spent on bookkeeping is time taken away from strategy, growth, and client service. Hiring a bookkeeper isn’t just about tracking numbers—it’s about creating space for better decisions and peace of mind. Don’t wait for perfect conditions; the right time to hire is when your time is better spent elsewhere.

At Cross + Co we provide value-added outcomes that will transform your finances.

Our pricing model is a fixed monthly subscription, which includes tax filing.

Email me to discuss!