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The Dear(ly) Diary

bookkeeping tips, demystified (plus, a good dose of friendly advice on profitable entrepreneurship!).

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recent posts

Finances, Planning

How to Prepare for Tax Season as a Small Business Owner: A Stress-Free Guide

Tax season is a word that can send shivers down the spine of many small business owners—but it doesn’t have to! With some thoughtful preparation and a solid plan, you can tackle tax season with confidence and even uncover opportunities to save. Let’s break down some actionable steps to help you prepare for tax season […]

Finances

When to Hire a CPA: A Guide for Growing Businesses

As your business grows, so do your financial responsibilities. What might have started as a simple operation with a few expenses and basic bookkeeping can quickly become more complex. At this stage, many business owners wonder if it’s time to bring in professional help, like a CPA (Certified Public Accountant). If you’ve ever asked yourself, […]

Finances

How to Set Up Your Business Finances for Success

Hi, friend! Today, we’re diving into exactly how to set up your business finances for success. I always say that cleaning up messy bookkeeping is like untangling necklaces. If you throw them all into a jewelry dish, you’re going to waste 30 minutes before your next date night yanking out that one that you want […]

Finances

3 Methods to Help You Track Expenses and Profit for Better Business Decisions

You know the feeling…you’ve got a big expense to pay and you fear you’ll have to dip into your business savings account for it. Or things may be tight on the homefront, and you need to take out a larger owner’s draw than usual.  Or maybe you want to rip your hair out because you […]

Finances

How to Fix the 5 Most Common Cash Flow Problems in Your Online Business

*This blog contains affiliate links. While we do earn a small commission if you use our link, the price doesn’t change for you. Also, we only recommend products and services we love!* Picture this… You’re living paycheck to paycheck and constantly wondering where your next client is going to come from. You’re not making a […]

Finances

Independent Contractor vs. Employee: Which One is Right for Your Online Business?

So you’re ready to hire help, are ya? Well congratulations, my friend!! You’ve just taken a big step towards growing your business. But with new outsourced help comes new things to know about taxes. And while most people know what a contractor is and what an employee is, do YOU know what the IRS thinks […]

Finances

Xero Vs. QuickBooks: Which One is Better for Online Business?

We live in the digital age — there are just so many tools out there now to help you run a business. Graphic design basics? Canva’s got you covered. Project management? Asana and ClickUp, baby! And you betcha there’s a million more programs where that came from.  And TBH? I’m not mad about it. Because […]

Budgeting, Finances

Is it Time to Raise Your Rates?

Raising your rates…let’s talk about it.  I know that many business owners (myself included sometimes) don’t really want to talk about money. Especially when it comes to asking clients for MORE money. Yeeesh. Money in our culture is kind of a taboo topic. You’re not supposed to share what you make with your coworkers at […]

Finances

Feeling Discouraged About Business Finances? Here’s What to Do

Let’s have a little heart-to-heart for a minute. How are you feeling about the financial side of your business? Maybe things are going great — you’re exceeding your profit goals, staying on track with your expenses, and feeling excited about your bank statement numbers.  But what if that’s not where you are right now? What […]