Working On Living Freely Blog
Get practical tips and insights to manage your business finances, save time, and stay tax-ready. From conquering financial overwhelm to mastering bookkeeping, I’ve got you covered! Stay organized, get paid faster, and understand your numbers—all without the stress.
What Would Make Running Your Business Easier Next Year?
Have you ever said to yourself, “I love my business, but does it have to take over my entire life?” Picture a Saturday in November. You’re meeting a friend for lunch. You’ve even made a reservation, which suggests you were quite serious about going. But before you...
Is Your Bookkeeping Keeping You Up At Night?
Has your bookkeeping ever reached the point where it just feels like too much? Maybe your books are a few months behind, or even a few years behind. Maybe you have taxes or HST returns that haven’t been filed in a while. Receipts might be sitting in bags, drawers,...
CRA Calling About Your Business Taxes? Don’t Panic, Here’s What To Do.
Few things make a small business owner’s stomach drop faster than a letter or phone call from the Canada Revenue Agency (CRA). Maybe they are asking you to file a return, about an amount you owe, HST, payroll, corporate taxes, or your sole proprietorship taxes. It...
To Incorporate or Not to Incorporate? That Is the Small Business Question
If you own a small business, there may come a point where someone says: “You should incorporate.” And suddenly, your brain may do one of three things: Pretend to understand. Panic quietly. Decide this sounds like something “future you” can deal with. Fair enough....
Are You Actually Profitable… Or Just Busy?
If you’re like most business owners, you’re not afraid of hard work. What wears you down is doing all that work and still feeling unsure where the money is going. March is a great time to check in with two questions: “Did I make sales?” and “Did I actually keep any...
Tax Season Personality Types, Which One Are You?
If tax season had a sound, it would be your laptop fan working overtime while you whisper, “I’ll deal with this later,” as if it were a protective spell. And if you’re a business owner who hates bookkeeping, let me just say it plainly: you have a lot of company!...
Just Me Inc. – Is Growth Hurting Your Business?
At some point, “just me” isn’t enough anymore. Let’s be real. Most small businesses don’t start with a 10-year growth plan, a finance department, and a spare bookkeeper hiding under the desk. They start with you, your idea, your hustle, and probably a few too many...
Confessions of a Bookkeeping Avoider: Why We Dodge the Numbers and What Happens When We Finally Face Them
Let me tell you a secret most small business owners would never admit at a networking event, over coffee, or even to their accountant. Ready? Almost everyone dodges their bookkeeping. Not once in a while. Not just when life gets busy. I mean regularly. Receipts end up...
What Wolves Know About Bookkeeping (That Most Entrepreneurs Don’t)
Wolves don’t do bookkeeping, but if they did, they’d be darn good at it! In the wild, wolves run in packs. They’re organized, efficient, and aware of every moving part around them. They don’t wait until they’re starving to figure out where the next meal is coming...
The Real Reason You’re Avoiding Your Bookkeeping (And What to Do Instead)
You’ve probably said it before: “I’ll do the books next week.” Or maybe it sounded more like: “Next week, I swear I’m getting organized.” “I just need one quiet day to knock it all out.” “It's not that bad, I just have to sit down and do it…” Maybe you meant it. Maybe...
About Alice Wynter
I help Canadian business owners with fine-tuned bookkeeping systems to breeze through daily financial tasks and monthly obligations to get them compliant and ready to go come tax season stress-free!