Lookout Bookkeeping

Lookout Bookkeeping Your Success is Our Business

Lookout Bookkeeping is here to put order to your financial chaos!

HOT TAKE: It should be illegal to have a tax due date fall on a Monday! 🙃If you clocked that quarterly taxes don't alway...
06/01/2026

HOT TAKE: It should be illegal to have a tax due date fall on a Monday! 🙃

If you clocked that quarterly taxes don't always follow a "quarterly" schedule, here's why ↓

Way back in the day, Tax Day used to be March 15th, so Congress counted three months out and set June 15th as the next estimated tax deadline. 📆

But when Tax Day got pushed back to April 15th (not complaining, btw), the June 15th deadline stayed the same.

Soooo, unfortunately, that's why your Q2 estimated taxes are due just two short months after you paid your April ones.

I don't make the rules; I just make sure you don't miss the deadlines! 🤷

You said you were starting a business. You actually built yourself a job. 😮‍💨If you're underpriced, overworked, and can'...
05/27/2026

You said you were starting a business. You actually built yourself a job. 😮‍💨

If you're underpriced, overworked, and can't figure out why you can't get ahead—the answer is usually the price.

Not your work ethic. Not your talent. The price.

Swipe through and then go take the quiz at the link in bio. Your numbers are trying to tell you something.

I say these things with love + the very best intentions for my clients. 🫶I want the best for every small business owner ...
05/27/2026

I say these things with love + the very best intentions for my clients. 🫶

I want the best for every small business owner I work with, which is why I won't hesitate to call out issues you'd rather just keep ignoring.

April 15th came and went, you filed your taxes, and now you don't have to worry about your bookkeeping until next year.....
05/11/2026

April 15th came and went, you filed your taxes, and now you don't have to worry about your bookkeeping until next year...

Yeah, just know I've been kidnapped if you ever hear me say that seriously! 🤨

The *biggest* benefit of good bookkeeping is having up-to-date data to make decisions with all year long.

You still need to know how much money you made as a small business owner in May.

You still need to know where your business is spending the most money.

Treating your bookkeeping like it's optional until next year is exactlyyyy how you end up paying a premium for a last-minute clean-up, iykyk. 🥴

05/06/2026

The businesses that scale aren't the ones with the best ideas.

They're the ones with the best support. 💪

Accountant. Banker. Lawyer. Insurance broker. Four people every small business owner needs—and one foundation that ties them all together.

We wrote the full breakdown. Link in bio.

We are thrilled to present our Start Smart workshop at The Chattery again this month!Lya Kimbrough will be taking the le...
05/05/2026

We are thrilled to present our Start Smart workshop at The Chattery again this month!

Lya Kimbrough will be taking the lead this evening, and we couldn't be more excited!

If you ever considered starting a business, this is the class where we will tell you everything you never knew you needed to know! Bring your questions...this is an interactive event.

To register, go to the Link In Bio and click "Start Smart Registration." See you there!

Chattanooga, this one's for you.Real talk bookkeeping is happening THIS Thursday at Chattanooga Entrepreneur Week, and I...
05/04/2026

Chattanooga, this one's for you.

Real talk bookkeeping is happening THIS Thursday at Chattanooga Entrepreneur Week, and I want to see you there.

Come ask me anything about your books, your numbers, or why your bank account and your P&L don't match. Hot seat style. No judgment. No jargon.

Thursday, May 7 | 1-3pm | 332 E. Martin Luther King Blvd.

Free & open to all.

Drop a question in the comments or just show up. Let's talk numbers.

05/02/2026

Airport chat...kinda like car chat, but different ...

Getting in the rooms, having the convos, and being honest with yourself & others...it will move the needle for your business and your life more than you know.

It's so important to do these things...admit when you're struggling, tell someone when your gut is nagging you & you're hesitating, and share those hard decisions you're trying to make. Not making a decision is STILL a decision...just usually the decision that leads to more pain and less growth.

Yes, I'm the odd one being a "foreigner" in a business membership with women in Pittsburgh - but it's been one of my favorite decisions in business. Find your tribe & connect with them often. So many of us are alone in business...find a table that welcomes you, encourages you, and cheers your next move. Be selective with the table you choose, too...there are many out there! I'm thankful for this one.

Also, got a compliment on my sweatshirt as I walked into the airport. ❤️ Go be the boss you already are.

05/01/2026

Sweatpants. Pizza. Profit First.

Hosting a workshop tonight with the Beyond Boss members in Pittsburgh — and these ladies are about to find out exactly where their money is going (and how to stop letting it disappear).

We're doing the math on real numbers, setting up a real system, and walking out actually paying ourselves first. No fluff. No leftovers.

I'd love to bring this to your group too — comment "Cash Money" and I'll reach out! 👇

Address

Chattanooga, TN
37419

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