“Should I just keep doing my own books, or is it time to hire someone?” 

This is a common question that people struggle to answer, and honestly? The answer depends on your business itself and what you need. 

Not every business needs a full-time bookkeeper, and DIY bookkeeping can work really well for the right person. Here’s how to think it through.

When doing it yourself makes sense

DIY bookkeeping is a great fit when:

• Your business is simple with one or two bank accounts, minimal transactions, and no employees
• You don’t mind the work
• You can regularly dedicate time to the books

The catch is that most people who DIY were never taught how. They’re figuring it out as they go, which is how small mistakes quietly turn into big cleanups. DIY works best with a simple system and someone to ask when you’re stuck. Which is why Doing-It-Together is the best way to do your books yourself, just not by yourself.

When should you get help? 

It’s probably time to bring in a professional when: 

• Consistently falling behind and pushing the books to “later” or “next month” 
• Business is growing to the point where you now have multiple accounts, employees; and you’re having to face more financial decisions
• You’re faced with struggling to find time between your books and your clients
• You just don’t want to! 

The part most people miss: it’s not all or nothing

A lot of business owners think their only choices are “do it all myself” or “hand it all off.” There’s a lot of room in between. Here are some options that we offer:

Do-It-Together Bookkeeping Club 

Members receive support, education, and coworking sessions in an engaged, judgement-free community. 

Foundation Membership — $24/month

• Bookkeeping Resource Hub
• Bookkeeping Templates
• Interactive Community Access
• Monthly Newsletter

Coworking Studio — $66/month

• Virtual Coworking Office Hours
• Bookkeeping Resource Hub
• Bookkeeping Templates
• Interactive Community Access
• Monthly Newsletter

SOS Desk — $124/month

• On-Demand Bookkeeping SOS
• Virtual Coworking Office Hours
• Bookkeeping Resource Hub
• Bookkeeping Templates
• Interactive Community Access
• Monthly Newsletter

 Quarterly Diagnostic— $125/quarter (or available as a single review) 

You handle the day-to-day bookkeeping, and we provide expert oversight to ensure small mistakes don't turn into expensive problems. We review your books each quarter, flag necessary fixes, and send you a personalized Loom video walking through our findings, your financial trends, and recommended next steps. 

Monthly Bookkeeping — starting at $500/month

We do the work. Your accounts are reconciled every month, and you get clear financial statements you can actually use. Higher tiers add quarterly or monthly meetings and deeper reporting. Best if you want it off your plate completely.

A Straightforward Evaluation

Ask yourself: If I kept doing exactly what I’m doing now for another year, would my books be in better shape or worse?

If the answer is “better,” DIT may be perfect for you, and our membership can make it easier. If the answer is “worse,” that’s not a failure. It’s just a sign you’ve outgrown doing it yourself.

And if your books are already behind, start with a catch-up. Whether you DIT with us or hand it off, it’s much easier to stay caught up when you start from clean books.

Not sure which option fits? Let’s connect and we’ll help you figure it out, or explore our DIT membership and bookkeeping service.