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How I Do My Taxes As A Self Employed Tattoo Artist

Check Out Our Client Results

Nic Luna: Tattoo Artist - IG: @niclunatattoo

Zac Richert: Tattoo Artist - IG: @zacrichert

Michael Kelly: Tattoo Artist - IG: @michaeljtattoos

Heather & Robert Fields: Shop Owners - IG: @skinfinitytattoocompany

Ashley Foreman: Tattoo Artist - IG:

Philomena DeLuccy: Tattoo Artist - IG: @meanphiltattoo

Ray Petty: Tattoo Artist - IG:

Sara W: Hair Stylist IG: @insalonsara

Mary Le: Tattoo Artist - IG: @uhhhhtaco

Luka Weinberger: Tattooer/Muralist IG-@LOWBARART

Amber-Dawn MacDonald: Tattoo Artist IG-@MADINKCUSTOMDESIGN

Jessica Fox: Tattoo Artist IG-@JESSFOXTATTOOS

Paloma Yglesias: Tattoo Artist IG-@ENTERTHERABBITHOLE

Harleen Araniva: Dancer/Content Creator IG-@ARANIVA

💬 I'm fairly new to the tattoo world and the responsibilities involved with working for myself and running a business. When I decided to take the Pirates to Professional course with Ryan it came at a perfect time. I was really starting to feel the excitement of making more money than I ever have but also feeling the stress of not knowing what I'm doing and having very little financial organization. Never having learned anything about business, I really want to do this the right way and set myself up for the future and have the opportunity to eventually buy a house. Being a responsible adult is hard and I was hoping Ryan could offer me some guidance.


My biggest concern about working with Ryan was that I would get too overwhelmed and wouldn't be able to keep up with each step of the process, or that the financial management structure would be too difficult for me to put into practice.


Since working with Ryan I have taken the inner workings of  my business to a level of professionalism that I don't think I could have achieved on my own. I have a clear system for saving money, not only for myself, but for taxes rather than a mystery chunk of money coming out of my personal savings account each year. Using tools I wasn't utilizing before, I can now spare myself the full meltdown I experience every tax season painstakingly going through every transaction I made that year. Being more in control of my finances has also inspired me to raise my hourly rate, now that I have a clear picture of how much money I'm actually making versus how much is going towards business expenses.


Ryan's guidance has helped me to feel more empowered in my ability to be successful and responsible with my money. It has also eased my anxiety around how to save money for my future and for investments I'd like to make. This structure and mindset is something I'll use for the rest of my life.


What I like most about working with Ryan is his ability to present information in a way that is easily understandable and actionable. None of this comes naturally to me but Ryan was able to take the intimidation out of the process by laying everything out step by step without it being too daunting or overwhelming. I also really appreciate working with someone who has a lot of experience as a tattooer because he is able to tailor every aspect to financial issues we face as tattooers, but would also apply to anyone working in a creative service based field.


The biggest thing I took away from working with Ryan was how to organize myself. My usual way of dealing with these things has been to throw everything together and then sort it out later which has caused me a ton of anxiety surrounding money and running my own business. Without changing anything other than my approach with Ryan's system I'm able to save myself money, time, and a lot of stress. Ultimately I feel much more at peace with my ability to support my life and dreams.


You should work with Ryan if you're in a creative field and you love what you do but the business side doesn't come as naturally. He'll help get you on track to keep making money through your passion and keep your focus there and not on the parts that stress you out.

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Bianca Acosta
Tattoo Artist

💬 As a tattooer I’ve been pretty messy with my money situation and always living in fear about it. Was always spending and never saving. Because I just didn’t really know how. I really just needed some sort of structure and guidance.

We were able to really get me set up with a system that was easy for me to comprehend. And on top of that I learned way more than I thought I ever would about money. Getting money, keeping it, and growing it. I feel like I can finally wrap my head around it all and like a huge weight has been lifted.

I really liked that Ryan was able to simplify everything in a way that I could understand. I have always been averse to numbers in any form and just avoided the subject all together.

The thing that helped me most was Ryan’s attention to detail when walking me through each step of the process. I love the bucket system and the flower pot metaphor. It always come to mind when I start to doubt what I’m doing.

If we hadn’t worked together I’d probably be more anxious about it and in the same place I was before.

If you are a creative type or a business person and you are thinking about working with Ryan, I strongly suggest you give it a go. Your future is worth investing in and you’ll be better for it.

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Baylen Levore
Tattoo Artist

💬 I was not saving regularly, all my money went into the same account and while I never went under each month I was not really saving or knowing how much money is there.

I knew Ryan from tattooing at Yarrow Studio which was next to Ryan’s studio and having a tattoo artist who understands the life I lead is really helpful. I felt overwhelmed before and during the session at times and week by week I feel like things started to make sense. Now it doesn’t feel as scary to check my accounts and work on them, cuz I know I have saving systems set up and I am not running out of money at any given time.

I now have several saving accounts that automatically take money and put them away weekly for various reasons and it feels really safe to have that set up for my life. I started to be able to continue on setting up the bucket system without Ryan’s hand holding and me and my partner's financial confidence feel a lot healthier, which is a big deal for us. 

Setting up systems and taking a close look at my essential and non-essential spending help me have a true understanding of how much I make and how much I get to spend and it feels like they are going into the right aspects of my life.


Since the sessions, I see that I feel like I am more in control of my whole financial situation so I feel less stressed. I can look at my accounts in the apps without feeling overwhelmed on a daily basis. I still feel stressed when big bills come up, and I see myself stressing over not wanting my accounts to dip under the minimum, but that in itself is already a new layer it financial wellness I never used to have because the minimum is like a saving by itself. I also feel like we have conservatively over-estimated my spending so I am not so much in the red ever.

I think if you are in a similar place where everything banking-related feels overwhelming, then Ryan is your guy, he is calm and will hold your hand and walk you step by step through the whole process.

Celeste Lai
Animator, Tattoo Artist



💬 Before meeting with Ryan and taking his course, my personal and business spending was intertwined, and I wasn't saving properly for taxes or retirement.


My only concern about working with Ryan was MY ability to follow through with the course meetings and coursework.


Now that I have a system in order to properly save for taxes, emergency savings, etc; my business and personal spending are separate and make me feel like more of a professional! Realizing how much I need to save, I finally stopped undercharging for my services. I feel confident about my long term goals.


Ryan was AMAZING with making sure we followed through with coursework, and made sure no one got left behind. With implementation sessions and check-up emails, it guaranteed that we would be set up for success and financial freedom. He is personable, engaging, and truly cares about his clients. It wouldn't have been the same if anyone else lead the course.


One of the biggest takeaways that has stuck in my head is that the more income we claim, the more borrowing power we have to buy a house or get a business loan. I view money is a much more mature and responsible manner than before.


Without Ryan's help, I doubt I'd have been able to practically plan for my future. I'd have been scrambling at tax time, and would have never been able to commit to saving the way I do now.


Anyone who wants to legitimize their finances and professional life would benefit greatly from working with Ryan. He will see you through the end and gives you the tools you need for the rest of your life.


Rie Dadley
Tattoo Artist


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