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tax act taxes tips tax season | by the skinny confidential

Here we are guys- our final installment of THE SKINNY CONFIDENTIAL TAX SERIES.

I sincerely hope these have brought you value especially before the tax filing deadline ( EEK APRIL 17TH ). I feel like we have to go back in time to wrap the final post, so let’s do that shall we?

I was broke, I was tired, I was uninspired, I WAS BORED MOSTLY…AND I was working THREE jobs. In the morning I would wake up to teach Pilates, sometimes Pure Barre, go to school, run errands, shoot content, write content, get dressed, & go straight to work to bartend. Every night, usually 5 to 6 nights a week, I would bartend until about midnight or 1 AM. I would get home late, return e-mails, respond to comments, work on upcoming content, etc. & fall asleep around 3 AM…rinse & repeat!

I started The Skinny Confidential as a side hustle, fully knowing one day it would turn into my vision: A BRAND. Of course the whole time I always knew that I wanted it to be my main business but at the time I didn’t have the income or security to up & leave my job. I needed my income streams. As for school, I had already committed to receiving my degree. No one was making me go to school but I figured I might as well finish what I had started ( looking back, I feel like school was sort of a waste of time…for me ).

Anyway, the point is: here I was a W-2 employee & 1099-MISC contract earner…with a serious side hustle.

A side hustle that was unique because at the time a blog was sort of weird. AKA The Skinny Confidential.

tax act taxes tips tax season | by the skinny confidential

Many of you have heard this story. I was working multiple jobs & completely uninspired. Really horribly uninspired with school & working for someone else. I knew that I wanted something more.

Literally I could see it. The whole vision.

I kept this big pink binder ( should I show you on IG Stories? I still have it ) that I bought at Rite-Aid. In it was so much inspiration, magazine clippings, printouts, website information, research ANDDDDD RECEIPTS!

That’s right- a place where I would save all my receipts for all the little expenses for The Skinny Confidential. I mean little things man- they do add up!

Things like: poster boards, computers, cameras, photographers, developers, etc. so that at the end of the year I could organize my expenses.

tax act taxes tips tax season | by the skinny confidentialtax act taxes tips tax season | by the skinny confidential

To be honest I wish at the time I’d known about TaxAct because I could have organized my expenses all pretty & had them help me ( in the most efficient way possible ) when I filed my taxes at the end of the year.

Many of you are currently working with a side hustle. You have a vision, just like me. You are working a regular job while pursuing your dream on the side. PROPS- this is great. Keep going- don’t stop. Be patient. Be strategic. Be thought out. OH & be smart!

It’s exactly how I started The Skinny Confidential. And remember: it’s also so important to start setting your side hustle up as a real business.

Michael is a big fan of this. From the beginning he has told me to: lay the groundwork for a big business before you have a big business so that you don’t have to play catch up when it finally hits. He has always told me to get my finances & accounting set up as if TSC were already a big business.

I’m very much into this whole fake it until you make it kind of mentality ( but you know that if you’ve read TSC Book ). This was a huge help because when it finally turned into my main business I didn’t have to go back & organize everything from scratch. LIKE WHAT A PAIN TO ORGANIZE FROM THE BEGINNING.

The only thing I wish I did was taken that organization & apply it during tax season. With TaxAct you have a tool that can help you get the most out of your credits & deductions. I could have taken all of my expenses with my W-2 + 1099 forms & organized them to help me save more money. YES PLZ. TaxAct even has a new section for freelancers who have regular jobs to help organize, identify and maximize their deduction credits.

WIN/WIN, ya know?

tax act taxes tips tax season | by the skinny confidentialtax act taxes tips tax season | by the skinny confidential

You don’t have to be an accounting or tax expert to use this platform. The tool is set up so that they can help you organize all of the information you present them. They’re the ones who can help you with your deductions & expenses.

All you have to do is provide them with the information. What’s cool is they have a $100k  Accuracy Guarantee that’s setup to protect you when filing taxes.


When I was a broke bartender struggling to make ends meet this would have been JUST A HUGE help because I would have saved A SHITLOAD of money. Money that I could have put back into The Skinny Confidential to ultimately grow the business. It wasn’t until later that I realized the mistake I was making by not maximizing my credits & deductions. BOO. Well at least now I know I guess?

tax act taxes tips tax season | by the skinny confidential

Let’s end this now. Tell me your tax secrets, thoughts, fears, desires, tips, dreams, whatever, when it comes to taxes.

Hope you had the best weekend! Talk tomorrow, lauryn x

+ more business posts found here.

++ this post is in collaboration with TaxAct. As always all opinions are my own.

SHOP: top ( similar ) | marble laptop case | glasses

{ pics }

tax act taxes tips tax season | by the skinny confidential


  1. I love TaxAct, but still struggle to do my taxes. 1099s are so confusing!

  2. Ugh been there with three jobs…Now I only have two aha well, maybe three…although, I don’t make anything off my blog! Definitely would like to see that pink binder…I just started as a real estate salesperson and my accountant gave me super confusing templates to start documenting everything. Would really like to see how you stayed organized when first starting out!

  3. when i was young, I thought the only writer are good in writing but no it is not the whole truth. people like you are also good in writing.
    Keep writing and lots of love from:weeds plants

  4. Business use of your car for your rental properties is deductible. If you have to drive to a property to show it, tackle repairs, or otherwise visit the property for a legitimate operational purpose, the mileage is deductible.

  5. This is why attending tax seminars is indeed a great help, most especially if you are a newbie in this topic. Nonetheless, I really admire you for being so hardworking. 🙂 Thank you for sharing, wish you all the best!

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