COMPARISON

Pilot vs Bookkeeper 360: Which solves more issues?

Choosing the right strategic financial and operations provider is crucial if you plan to grow. Pilot offers end-to-end help—books, tax, and advisory—that gives you the clarity to build with confidence. Whereas Bookkeeper360 is, as the name implies, really just bookkeeping.

Pilot gives me the 3 Ts—trust, tax prep, and time back. It’s that simple.
— Chris Gillespie
CEO and Co-Founder, Fenwick
Watch Chris' video

See the differences

Pilot offers tech + human bookkeeping, plus tax and CFO

Pilot offers one integrated offering where you get AI-powered bookkeeping certified by a human, but also other services. Because we know your financials, we can prepare your taxes, offer CFO-level advisory, and manage payroll and invoicing. That’s pretty unique in this world.

Time-saving books

Pilot’s bookkeeping gets a 4.7 out of 5 stars on G2. It’s the #1-rated bookkeeping service there, serving 3,500 companies.

Quick financial insights

With Pilot, you get live dashboards showing your cash position, profit and loss statement, and vendors by spend. Because the books are human-certified, they’re correct.

Tax prep, CFO, and more

With books as a foundation, Pilot can fill in missing areas of your business: Someone to make budgets, someone to forecast revenue, someone to manage invoicing, and so on.

Accuracy you can trust

We keep your books accurate with AI-powered income and expense recognition plus an expert human bookkeeper

Pilot is great if you need …

To unite your finances, not split them across vendors.

Cash dashboards to save you time.

Integrated tax preparation.

CFO advisors for planning and strategy.

Expert advisors to reassure your investors.

Bookkeeper360 is a decent, pure bookkeeping offering

Bookkeeper360 may be a fit if you already have a well-staffed finance team and just need no-frills bookkeeping. They focus more on people and entering data than technology that saves you time, which has upsides and downsides. It does take longer. Bookkeeper360 also isn’t innovating or launching new features. Like the name implies, they deliver your books.

Serviceable bookkeeping

Bookkeeper360 doesn’t get anyone excited but it works and has a decent reputation, if you can get over the $1,000 onboarding fee.

Not a complete finance partner

Bookkeeper360 is just books. They offer some “additional services” but not a complete financial department that steps in to handle things to help you grow, like Pilot.

May not scale with you

As a traditional accounting firm, Bookkeeper360 can’t grow faster than it can hire. Some owners say they ran into trouble during rapid expansions.

Bookkeeper360 is a fit if …

You do not plan on growing—just maintaining.

You don’t need a consistent person who knows your business.

You have a finance team and just need bookkeeping.

CUSTOMER STORY

Founders say Pilot’s speed gives them an edge

Tyler runs a recruiting startup whose traditional accounting firm kept making mistakes over and over. He thought, “I have got to find someone who actually can learn us, and know our business.” A friend recommended Pilot. Over the next few years he grew from $30k in sales to $3 million.

I can rest a whole lot easier in the evening understanding that everything on our finance and compliance side is just handled.
Tyler Kastelberg
CEO and Founder, Bullpen

Founders like that Pilot unites their finances

Pilot gives me confidence in our numbers.

Move at startup speeds

Pilot’s CFOs are former VC and private equity people who’ve built companies and know the deadlines you’re under.

When we needed to hire in other states, Pilot helped us file.

Audit-read books and decks

With Pilot, you get a whole team of experts so whatever arises with payroll, invoices, payments, fundraising, or company strategy, we can help.

We’re doing 20% more revenue with the same headcount.

Integrated bookkeeping means more insight

With Pilot, you get a dedicated team doing your books and models, and that combination produces better insights. 

 I trust the data. Pilot knows what I need. I don't have to check it line by line. It's pretty unbelievable.
Joe Randesi
Co-Founder & CEO, Element5
SEE THE DIFFERENCES

Founders say for the same cost, they get more with Pilot

Founded
2017
2012
Focus
Strategic finance, bookkeeping, and operations for growing businesses
Just the bookkeeping, some additional services
Pricing
Tiered subscription plus add-on offerings like R&D tax credits
Monthly subscription plus hourly for services
Point of Contact
Account manager, CFO, bookkeeper and controller
Rotating customer service representative
Software platform
✅ Yes: live insights into cash flow, expenses, vendors, cloud spend, and more
✅ Yes: Basic reporting, view your books, limited mobile app
Automated bookkeeping
✅ Yes, but always human-reviewed for accuracy
🚫 Bookkeeping by hand, in-house staff or contractors
Fundraising & 
VC-Ready Financials
✅ Investor-grade reporting, due diligence support
🚫 Some limited help but not investory-grade
Industry-Specific Expertise
✅ SaaS, eCommerce, AI, healthtech, and more
🚫 Focus on small businesses and freelancers
BOOK TIME TO TALK

Book a call with Pilot.
See why it’s the solution for serious founders