I often get asked, “When should I hire an accountant?”
The honest answer, and spoiler alert, is earlier than you think. Accounting mistakes are expensive to rectify, and catching up on months or years of disorganization can be a costly and time-consuming nightmare.
So, my advice is simple: hire early.
However, if you’re still unsure or have been delaying the decision, let’s take a closer look.
Imagine running your business day-to-day. You’re handling operations, sales, and customer service. Somewhere on that long to-do list sits accounting, often pushed to “later.” Unfortunately, “later” comes with consequences. Financial disorganization doesn’t just create short-term stress; it undermines your long-term stability, profitability, and decision-making.
If any of the following signs sound familiar, it’s not just time to hire an accountant; it’s overdue.
1. You Haven’t Reconciled Your Accounts in Months
Reconciliation is the backbone of reliable financial reporting. If you haven’t matched your bank and credit card statements to your accounting records recently, you’re operating on assumptions, not facts.
Without reconciliation, errors go unnoticed, transactions get missed, and your financial picture becomes unreliable. You can’t assess your actual cash position or profitability when your books are months behind.
An accountant ensures your accounts are reconciled regularly and accurately. More importantly, they utilize this process to identify cash leaks, uncover potential fraud, and prevent compliance issues, which often go unnoticed when accounting is treated as an afterthought.
2. You Think You Know Your Profit, But You’re Not Sure
Guessing your profit is like thinking the score of a game you’re playing. It leaves you completely in the dark. Many business owners feel like they’re doing fine, but when asked for specifics, they can’t explain their margins, cash flow, or key expense drivers.
That uncertainty is dangerous. You might think you’re profitable when, in reality, rising costs are eroding your margins. Or you may make decisions, such as hiring or expanding, based on inaccurate numbers.
A good accountant doesn’t just produce reports; they interpret them. They help you understand what drives your profits and where you can improve, giving you the clarity and confidence to make smarter, data-driven decisions.

3. You’d Struggle to Provide Financials if Someone Asked
If a lender, investor, or potential partner were to ask for your financial statements today, could you deliver them confidently and promptly? If the answer is no, or you’d need days to pull them together, that’s a problem.
Accurate, up-to-date financials aren’t just for tax time. They’re vital for managing cash flow, securing financing, and demonstrating credibility.
An accountant ensures your financial data is current, accurate, and readily available so when opportunity knocks, you can answer without hesitation.
4. You’ve Been Putting Off “Doing the Numbers”
A growing pile of receipts, unentered invoices, and unread bank emails are classic signs of avoidance. Many entrepreneurs often push accounting to the bottom of their list because it’s tedious, confusing, or simply stressful.
But avoidance compounds the issue. The longer you wait, the messier your records become. Before long, tax season or a cash flow crunch forces you into reactive mode.
Outsourcing your accounting eliminates that cycle. An accountant keeps your records organized, ensures compliance deadlines are met, and frees your time to focus on what actually grows your business.
5. Every Time You Sit Down to Do Bookkeeping, You Feel Your Soul Leave Your Body
If bookkeeping drains your energy and motivation, that’s a clear sign you shouldn’t be doing it. Accounting requires consistency, precision, technical expertise, and patience.
That energy drain is a hidden cost. Time spent struggling through bookkeeping could instead be invested in strategy, growth, or your team.
By engaging an accountant, you remove that burden. They bring structure, efficiency, and accuracy, turning accounting from a dreaded chore into a strategic advantage.
Neglecting your financials doesn’t just risk mistakes; it limits your growth. Accurate numbers are the foundation of every sound business decision.
If any of these signs sound familiar, it’s not too late to course-correct. Hiring an accountant isn’t a cost; it’s an investment in your business’s future stability and success.
At Protea Financial, we specialize in accounting for wineries. With over 11 years of experience serving the wine industry, our commitment is to provide clarity, accuracy, and peace of mind. If you’re ready to remove the stress of maintaining your books and focus on running your winery, reach out today. We’re here to help.