Pilot Open Door Sessions

Ready to tackle your business challenges with backup?
Join Pilot CEO Jessica McKellar and other booster customers for open door sessions every first Friday at 10am PST / 1pm EST. No agenda, no presentations, just real talk about real business problems and the strategic insights to solve them.

What to Expect

Jessica McKellar | CEO and Founder

Jessica is the CEO of Pilot, where she's built one of the fastest-growing financial services companies for SMBs and startups. With deep expertise in scaling technology companies and business operations, Jessica has guided thousands of entrepreneurs through critical growth phases. Her approach goes beyond traditional bookkeeping—she's committed to being a true strategic partner who helps founders navigate the complexities of building sustainable, profitable businesses.

What to Expect

Why businesses choose Pilot

Pilot expert support
Personal, expert support

Get fast, responsive service. Your dedicated finance expert knows your business and books from the ground up.

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Industry-specific reporting

Your monthly statements include custom statements for your industry, like burn reports for startups or inventory management for ecommerce.

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Support for growing businesses

With accrual basis bookkeeping and advanced financial CFO support when you need it, we’re built to scale with you.

Your toolkit

Your Guide to Positive Cash Flow →

Get our free tax compliance calendar →

More resources →

See what Pilot can do for you

Get the peace of mind that comes from partnering with our experienced finance team.