DIY Bookkeeping Isn’t Bad — Especially When You Do It with Guidance and Training
- Michelle A Wilson, EA, MSA

- Oct 28
- 3 min read
Updated: 6 days ago

If you’ve been handling your own bookkeeping, you’re not alone. Many business owners — and even seasoned tax professionals — start out managing their books themselves. It’s a natural step when you’re growing, saving money, or just trying to understand where your numbers really stand.
Doing it yourself isn’t the issue. The real challenge is doing it alone.
Without structure or guidance, bookkeeping can quickly shift from a good habit to a stressful guessing game. You might feel unsure about which categories to use, skip reconciliations for a few months, or put off reviewing your reports because they never seem to match. Before long, small errors grow into cleanup projects that steal time and energy you could be using to build your business.
Understanding the Basics Before You Begin
Every entrepreneur and tax pro should understand how money moves in and out of a business. That means knowing the difference between income and owner draws, keeping personal and business funds separate, and reconciling your accounts each month.
When you understand the basics, you build confidence. You know your numbers, you see patterns, and you start making smarter decisions about pricing, expenses, and cash flow. Bookkeeping stops being a chore and becomes part of how you lead your business.
Common DIY Mistakes That Can Cost You Later
DIY becomes risky when you rely on bank balances or intuition instead of accurate data. Some of the most common mistakes include:
Forgetting to reconcile accounts each month
Mixing personal and business transactions
Misclassifying expenses
Ignoring unpaid invoices or outdated vendor bills
These may seem small, but they distort your financial picture — and at tax time, those distortions can mean higher tax bills, missed deductions, and unnecessary stress.
The Power of Having Guidance
Learning bookkeeping under professional guidance is what separates confident business owners from overwhelmed ones. With structured support, you skip the trial and error. You learn proven systems for recording transactions, setting up QuickBooks Online correctly, and using automation tools like Keeper or Auto Entry to simplify your workflow.
Having a coach means you’re never stuck wondering, “Am I doing this right?” You get real-time feedback, templates, and accountability that keep your books consistent month after month.
Turning Bookkeeping Knowledge into Business Strength
Good bookkeeping isn’t just about compliance — it’s a roadmap for growth. When your books are accurate, you can see trends, forecast profits, and make proactive decisions about hiring, investments, or taxes.
For tax professionals, that same understanding elevates your service. Clean books mean cleaner returns, better client retention, and new revenue opportunities through advisory and CFO services.
Learn with Support Inside the DIWM (Do It With Michelle) Entrepreneur Growth Academy
If you’re ready to move past the frustration of “figuring it out” alone, the DIWM Entrepreneur Growth Academy was built for you.
For just $56 per month, members receive live bookkeeping trainings, Q&A sessions, and ongoing guidance designed to help you manage your books confidently and correctly — all with expert support, not guesswork.
It’s time to stop doing bookkeeping the hard way. Let’s do it the right way — together.
To learn more or ask questions about joining, book a free Chat & Relax consultation or text DIWM to 470-470-6088 today.
Michelle A. Wilson, EA, MSA
The Accountant, Tax & Business Coach
Cornerstone Coworking | 279 W. Crogan St., Lawrenceville, GA 30046
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