Unf*ck Your Biz With Braden

Braden Drake

On the podcast, we breakdown all the legal, tax, and money related stuff you need to be getting done in your small business.

  1. NOV 6

    377 - Everything You Need to Know Before Onboarding a Contractor (and if They Should Even Be a Contractor At All)

    On today's episode of the podcast I'm  Download the Contractor Onboarding Toolkit at notavglaw.com/toolkit. Inside you'll find the State by State Contractor Classification Cheat Sheet, the California Contractor Compliance Framework. and the Essential Contract Considerations for Your Contractor Agreement. When going through contractor onboarding, we need to go through a few steps:  1. Determine if someone is a contractor or employee This is the first layer of protection on my Legal Layers of Protection. Layer 1 is protection, and it's basically just "don't break the law." This is why you need to make sure your new hires are classified correctly, because misclassification is illegal and there are interests and penalties when you get audited. These laws are dictated by state. This is where the State by State Contractor Classification Guide in our Toolkit comes in handy. Each state has different classification laws, with about 30 states using the ABC test. California is known for enforcing it the most after they passed the AB5 Law. You can implement this test with our , and you can learn more about that in the California Contractor Compliance Framework Part A - Control - You can't have too much control over your contractors and their work.  Part B - A business owner may not provide services that are within the usual course of the hiring entity's business. For example, a lawyer hiring a lawyer to provide legal services, a photographer hiring a second photographer, these would need to be employees. It's not just this simple, it's anything that's integral to your business that you're doing all the time. This is the part of the test that a lot of people fail.   Part C - Someone can only be a contractor if you're hiring them to provide a service that they already have a business doing. For example, if you're hiring a photographer who has a photography business to come do your brand photos.  2. What type of contractor are they?  If you've determined them to legally be a contractor, ask yourself if they are working in your business or are they a project-based contractor? If you are a project-based contractor, you may consider yourself a service provider offering B2B services. If you are the service provider, you are likely the one to provide the contract versus the person hiring you giving you a contractor agreement. Also consider who's leading the conversation? Be careful to avoid the use of the term "controlling" the situation, as that brings you back to test A on control.  3. Contractor onboarding  If the contractor is the one leading the conversation/process to provide you the service, they should be providing you the contact, sending you the invoices, etc. When hiring a contractor, make sure you get a contractor agreement, ideally a copy of their business license (in some states they need to have their own business in order to be a contractor), and have them provide you a W9 (get this up front so you don't have to chase them down for a 1099 later on).  What should go in the contract?  You want their address, you want to specify the exact services they'll be providing, you want to outline the payment terms and you want provisions in there that this is a work-for-hire agreement. You can find all of these in the Contractor Agreement in the Contract Club (notavglaw.com/club). I also recommend a sophisticated onboarding tool (I use Gusto) to connect the W9, their ID and all the necessary tax information and then Gusto will automate the 1099 come tax time.    It's important to note that before hiring a contractor or employee, you want to have an LLC and just generally have your shit together. If your business is already messy, it can look even messier once you start to bring outside people in. I dive into this more in my book, Unf*ck Your Biz (available at notavglaw.com/book).   Download the Contractor Onboarding Toolkit at notavglaw.com/toolkit. Inside you'll find the State by State Contractor Classification Cheat Sheet, the California Contractor Compliance Framework. and the Essential Contract Considerations for Your Contractor Agreement.

    15 min
  2. OCT 30

    376 - The 3 Traps Business Owners Find Themselves Caught In (and How to Get Out)

    On today's episode of the podcast I'm covering the three main traps I see business owners get stuck in and how to get yourself out if you're trapped.  1. The Carousel of Chaos (of Contradictory Advice) This trap occurs when business owners seek answers to legal and tax questions, but receive conflicting advice and are left confused. There are three stages of awareness on the carousel: Stage 1: Not knowing what you don't know (blissful ignorance). Stage 2: Knowing what you don't know (issue-aware, realizing a problem exists). Stage 3: Basic understanding (acquiring sufficient information to grasp the issue). The solution? Business owners need to develop enough foundational knowledge to understand the nuances of professional advice, weigh conflicting information, and ultimately make informed decisions for their specific situation. This involves being "issue-aware" so you know when to ask the right questions and how to process the answers. 2. The Oh Shit Cycle of Back Taxes This trap is the recurring pattern of business owners not saving to pay quarterly taxes, leading to accumulating tax debt that becomes increasingly difficult to manage. Many self-employed  people don't realize that, unlike W2 employees, taxes are not automatically withheld from their income, leading to unexpected tax bills. The solution? To break the cycle, prioritize saving for current year's taxes. Allocate the exact amount needed for current taxes first, then use any remaining discretionary income to pay off back taxes. This might prolong the repayment of old debt, but it prevents future debt from accumulating. 3. The WTF Happened to My Money Hamster Wheel I often see that the more business owners earn, the more they spend, leaving them feeling financially stuck despite bringing in more money.  The solution? A more disciplined routine. Instead of immediately spending new earnings, set clear savings goals and financial milestones. This helps detach spending habits from earning capacity, ensuring that increased revenue translates into real financial growth and stability.

    21 min
  3. OCT 23

    375 - Running a Profitable Business Through Personal Struggles and Debt Payoff - A Profit Report with Guest Ashley Rose of Systems Over Stress

    On today's episode of the podcast I'm talking with Ashley Rose of Systems Over Stress about her report, taking out loans, and how she came out on top after difficult times impacted her business. Consider this episode a sequel to Ashley's episode of The Get Paid Podca$t with Claire Pelletreau, which you can listen to here. Check out that episode to hear more about Ashley's recently difficult time and what led her to where she is now. A look at Ashley's Business Started her business in 2020 after leaving her job pre-COVID to do in-person events Decided to launch a course “Be Your Own COO” in April 2020, made $2,500 Divorced in 2023 Took out a $43,000 Stripe loan, decided to still keep business rolling Sells templates and group coaching offers Year-to-Year 2021: $137,000 2022: $166,000 2023: $268,000 → selling a lot of high ticket and had a lot of high bills 2024: $257,000 (goal was $350,000) Profit & Loss 2025 YTD through beginning of June 2025 Revenue Group Program: $202,000 Templates: $25,000 VIP Days + Consulting: $6,400 Live Workshops: $4,200 Expenses Payroll: $22,000 Distribution: $41,000 Contractors: $30,000 Affiliate payouts: $3,700 Education & Training: $11,000 (includes an $8k mastermind) Legal and Professional: $1,400 Office supplies/software: $3,700 Other/Misc.: $10,000 Total: $83,000 Get in Touch with Our Guest Ashley Rose, owner of Systems over StressLearn more about Ashley at systemsoverstress.coSubscribe to the Systems Over Stress YouTube Channel @systemsoverstress   Interested in sharing your numbers on the Unf*ck Your Biz podcast? Email marketing@notavglaw.com

    44 min
  4. OCT 9

    374 - My September Profit Report (and a Peek Ahead at 2026)

    On today's episode I'm sharing whether or not I hit my profit goals for September, what I'm projecting for October, and what my plans are looking like for 2026.  Conduct your own monthly profit reports with my free template at notavglaw.com/profitreport September Projections vs. Actual • Contract Club: $3,000 → $2,100• Unf*ck Your Biz $2,000 → $2,000• Profit Rx: $7,000 → $6,500• Compliance Club $1,500 → $700• Monthly Clients: $4,500 → $3,350• Trademarks $7,000 → $6,500• Other: $1,000 → $1,700Total: $18,200 → $28,200• 1:1 Services: $2,500 → $5,050• Other: $4,000 → $2,100   Profit  Revenue: $20,500Cost of Goods: $3,500Expenses: $4,600Owner Profit: $12,500Salary: $7,000Business Profit: $5,550 Additional Notes: Savings Goals: $25,000 Currently, almost, to $21,000. Hoping to hit $25,000 by the end of this month. I’ve taken about the whole year. Then, the goal is to pay off my car I just bought earlier this year. Current balance owed is $30,000. I think I can get half way there by the end of the year. And then wrap that up in Q1. After that, I want to build the business savings up to about $50,000 before I start on big personal goals. October Projections Contract Club: $2,000Unf*ck Your Biz: $0Profit Rx: $2,000Compliance Club: $700Monthly Clients: $4,500Trademarks: $8.000Other: $1,000Total: $18,200   The Future of the Business I’m already looking ahead to 2026. We want to finish this year strong and shoot for $400,000 in revenue, but I’m thinking more about the long-term sustainability of the business rather than planning for another big launch or two. It’s all about income consistency. How I want to achieve income consistency • Continue to grow the trademark side of the business with the trademark monitoring service, Trademark Rx• Continue to grow (the new) Profit Rx• UYB and the alumni program•  And continue to use the Contract Club to bring in leads.• Use the Compliance Club as an upsell. 2026 Goal: $15,000 MRR

    24 min
  5. OCT 2

    373 - What the Big Beautiful Bill Actually Means for Small Business Owners

    On today's episode of the podcast I'm breaking down the good, the bad and the ugly of the Big Beautiful Bill and how it impacts small business owners. The “Big Beautiful Bill” passed in July. Trump and the right are calling it a game-changer for small businesses and working families. On the surface, there are a few provisions worth celebrating. But as always, the devil is in the details. Much of the bill’s benefit flows upward, not into the hands of true small business owners, freelancers, or everyday entrepreneurs. Let’s break it down. The “Good” (At First Glance) There are some shiny pieces in the bill that sound great: Bigger Deduction for Pass-ThroughsOwners of LLCs, sole proprietorships, and S-corps now qualify for a 23% deduction on pass-through income (up from 20%). If you’re already making decent money, this can cut your tax bill. If you’re curious how this deduction works, I discuss that towards the end of Chapter 4 in the Unf*ck Your Biz book. No Tax on Tips & Overtime (for a while)Tipped income up to $25,000 and overtime pay up to $12,500 can be excluded from taxes between 2025–2028, as long as you fall under certain income thresholds. That’s a temporary boost for some service workers. This is a tricky provision that will save some folks some minor taxes. Child Tax Credit BumpFamilies get a small, temporary increase in the Child Tax Credit, nudging it upward by $200. However, the bill also introduced stricter eligibility requirements. To claim the credit, both the taxpayer and the qualifying child must have valid Social Security numbers. This change could exclude millions of children from receiving the credit, particularly affecting low-income families Permanent Expensing for Equipment Businesses can now permanently write off the full cost of qualifying equipment in the year they buy it (100% Section 179 expensing). That’s useful if you’re investing in new tools, tech, or machinery. Estate & Gift Tax BreaksFamily-owned businesses and farms get higher exemptions from estate and gift taxes, making it easier to transfer assets to the next generation without a huge IRS bill. This expands, once again, tax breaks for the ultra wealthy as the first $13.61 million was already excluded.  The “Not So Beautiful” Reality While the headlines sound fabulous, here’s what’s lurking beneath: Temporary Gimmicks  The no-tax-on-tips and overtime breaks expire after 2028. Same with the boosted child credit. They’ll feel good for a few years, but unless Congress acts again, they vanish. Skewed Toward the WealthyAccording to the Tax Policy Center, 60% of the tax cuts in the bill would go to the top 20% of households, with more than one-third benefiting those making $460,000 or more. In contrast, the lowest-income 20% would see a tax cut of less than 1%, or about $160 on average, and including the loss of some Affordable Care Act health insurance premium subsidies, their net tax cut would fall to only about $60. Additionally, the Congressional Budget Office (CBO) estimates that the top 10% of earners would see incomes rise by 2.7% by 2034 mainly due to tax cuts, while the lowest 10% would see incomes fall by 3.1% due to cuts to programs such as Medicaid and food aid. These analyses highlight the disproportionate distribution of tax benefits, with higher earners receiving significantly more substantial cuts compared to lower-income households. Cuts Elsewhere to Pay for ItTo offset revenue loss, the bill guts key credits for clean energy and electric vehicles—areas where many small businesses and families were saving money. At the same time, it sets the stage for future cuts to social programs like Medicaid and SNAP that working families actually rely on. Deficit ExplosionThe Congressional Budget Office projects this will blow up the federal deficit. And history tells us that when deficits balloon, lawmakers often come for small business programs or the social safety net next. Complexity Creeps InPoliticians called this “simplification,” but the IRS and tax pros now face a mountain of changes to implement. For many small business owners, that means more time with your accountant and more money out of your pocket just to stay compliant. Health Insurance & Medicaid: The Coverage Cliff If you or your team rely on the ACA marketplace, brace yourself: the enhanced premium tax credits that made health insurance more affordable are set to expire at the end of 2025. That means monthly premiums could skyrocket. A 60-year-old couple earning $85,000 could see their annual premium jump from around $7,000 to over $22,000 (Kaiser Family Foundation). On the Medicaid side, the bill makes deep cuts—hundreds of billions of dollars over the next decade. It also reintroduces work-reporting requirements and forces enrollees to reverify eligibility every six months starting in 2027. Millions of people will fall through the cracks, not because they don’t qualify, but because the paperwork is too complex or because they lose hours at work. For small businesses, this means: Higher costs if you cover employees. Less stable coverage for staff and contractors. Communities with more uninsured neighbors, which ultimately hurts local economies. The Bigger Picture The bill is marketed as “beautiful” because it offers short-term tax cuts and shiny perks. But it comes with a long-term price tag: exploding deficits, weakened safety nets, and higher health costs for millions. History shows us what comes next: calls for even deeper cuts to programs small business owners actually rely on, like SBA loans, workforce training, and infrastructure. So yes, you might get a slightly bigger deduction today. But tomorrow? You’re looking at higher health premiums, fewer community supports, and a more fragile economy to build your business in. That’s not so beautiful. My jaded take. Republicans have a tendency to cut programs that make real differences in people’s lives, they phase out health care assistance, cut medicaid, and act in favor of large corporations. But then they will throw us all an extra $200 tax credit, send it with a check with Trump’s signature. Maybe if we’re lucky, we will get a Trump commemorative coin, a hat, or a box of steaks. Wooo. They rely on us remembering the simple things and forgetting about or not understanding the more complex laws they passed that furthers the wealth divide and makes life harder for almost everyone. As always, stay informed, keep your tax pro close, and don’t buy the spin just because it comes with a flashy name.

    23 min
  6. SEP 25

    372 - Trademarks: Should you file? What to expect when filing? Plus all the data we have on filing success rates

    On today's episode of the podcast we're analyzing our Not AVG Law trademark data, the trademark process, and what it's like to file a trademark when you work with us. Not AVG Law started filing trademarks in early Spring 2023. I have a law school degree and a Master's in Tax Law, but when I started my business I was teaching myself additional areas of law that I hadn't taken courses on in law school because I started out focused on health law. Trademarks was not a specialty when I started my business so around 2019 I started referring clients to a trademark attorney I knew, only to find out she'd started ghosting clients and later had issues with her state's bar association for signing contracts, taking money and not completing the work. I started referring clients to another attorney was wonderful, but I decided I could and should do this on my own. I was leaving revenue on the table and a lot of our clients needed this.  In 2023 I took a $3,000 program on trademarks, got coaching from an experienced trademark attorney, and I started taking on clients. A few months into that I came up with the idea of Trademark Quickies, a search report we run that gives us the info to say "This mark looks worth pursuing," or "This mark looks like it'd be very tough to file."  Book your Trademark Quickie at notavglaw.com/trademarks The Quickie idea stemmed from the fact that I pay for a single day license of a sophisticated attorney software to run trademark search reports for clients and I wanted to offset the cost while also helping people be able to start their trademark search before they pay us for the entire filing service and then have us search. So I'd open the search once a month and fill it from the waitlist I had up on our site that people could add their name to at any time. Today, you can book them at any time without a waitlist.  Since starting in 2023, I've booked 191 Trademark Quickie searches and run 280 (the discrepancy being a BOGO search promo and the searches that are included for our 1-on-1 monthly clients. The Trademark Quickie Search service has proven to be beneficial not just for clients, but at $100 it's a comfortable price point to get started on your trademark without being something that just sounds fun, they're buying from a place of interest in possibly filing a trademark.  Trademark Quickies by the Numbers:Searches Booked: 191Quickie Search Revenue: $15,100 Trademark Filing Revenue generated: $103,760 The Trademark Filing Process: 1. Book a Trademark Quickie Search. You'll receive two reports - one with all the details from the software that pulls any trademarks that could be confusingly similar along with our report summary and determination with a green, yellow, orange or red flag on the likelihood of filing success. Of our 280 searches, 171 have gotten green flags, 87 have gotten yellow, 17 have gotten orange flags and 5 have gotten red flags meaning 92% of these trademarks have been worth pursuing.  2. Apply for a trademark. If your search resulted in anything other than red, you have the option to work with us to file your trademark, and we do offer a discount to our Quickie Searchers who book their filing within a week of their Quickie results. Of the 280 Quickie searches, we've booked 97 trademarks (a 35% conversion rate) 3. Wait. Once your trademark is filed it can an examiner from the USPTO 8-12 months to review your application. If they see any issues, they'll give an office action.  We're still waiting on results for many of those 97 filings, but of the ones we've filed and heard on, we've only had 5 or 6 "denied" meaning the USPTO said there is a confusingly similar trademark and you can pursue an argument if you choose to. Of these 5, only one was a green flag (I was newer to offering this service), 3 yellow flags, and one orange flag. This gives us a 98% filing success rate on green flags and 91% on yellow flags which is where I want it to be so the flag system is working appropriately.  Tracking this data has helped me give better filing odds to our clients.

    32 min
  7. SEP 18

    371 - It costs HOW MUCH?! to be on Drag Race? - A Profit Report with guest star Bombae

    On today's episode of the podcast I'm chatting with Bombae about her income, revenue and profit as a drag queen and former contestant on Canada's Drag Race.  Bombae was on Season 3 of Canada's Drag Race. The audition process for Canada's Drag Race takes about three months, and it requires money. You submit a 20 minute video which includes multiple looks, a runway with several outfits, and a Q&A. The cost of this is also dependent on where you are, your current looks, and your skillsets. For example, do you need to rent a studio space to film, do you need to get your wigs redone, do you need to hire a video editor, etc. Bombae negotiated a free studio space, edited the video herself, and ended up spending about $500 to $800 on the video.  Once you're selected, producers reach out and you get an NDA and other legal documents to sign. You don't get a list just yet of the runways for the season, they want to make sure everyone starts prepping for the show at the same time for fairness.  When Bombae signed on for Season 3, Canada's Drag Race gave contestants $4,000 for the year. You weren't paid per episode, just the $4,000 to cover a certain date through when the NDA ends which covers the show, any press events, media appearances for the show, etc.  For Bombae, this money went as soon as it came. She even called her bank to ask when it was coming, only to be told it had already been spent, it's not a lot of money for doing the show. Especially when you need looks for runways and mini challenges each episode. And these are all looks that need to be signed off on by the show's production team ahead of time to avoid copyright issues (unless you want to paid for licensing rights), meaning rushed production time for the looks once the mock-ups have been approved.  Bombae had one look that cost about $8 or 9,000CAD but she didn't pay for it because the designers that made it offered to do it for free since it would be on Drag Race. Bombae's most expensive look she paid for was about $1200 to $1500CAD. A lot of it comes down to designer connections, where you buy from, what needs to be rushed, etc. Fashion Expenses: In total, Bombae estimates she spent $22 - 24000 CAD on looks for her season of Drag Race (compared to some queens who spent $45 to 55,000, and some who haven't even paid it all back yet). To break it down, it looks like: Heels: $2,000Wigs: $2,500Nails: $1,000Jewelry: $1,000Outfits: ~$16-18,000 Contestants were allowed to bring five bags with them to the show, they Bombae did try to get in a sixth, back-up bag that was denied.  When it comes to Drag Race, we also need to consider opportunity cost. Bombae had a full time job at Shopify that she had to resign from because the show requires seven weeks of filming. Even now, Bombae shares that in-person drag has never paid her bills. But, she says that the money you spend on Drag Race you often make back within the year from sponsorships, shows, etc. but that isn't the case for everyone.    Additional expenses: $2-3000 for going back to the studio to shoot the runway looks since you need a photographer and videographerRent - Bombae noted that she needed to pre-set money aside to cover the two months of rent for her apartment while she was gone since she no longer had her full-time job income. Once at the show, food and housing is covered.  ROIWith brand sponsorships alone post-season, Bombae made $25,000 from viewing party appearances, merch, increases to booking fees and brand partnerships for social media with companies like Neutrogena, Absolut, and Trojan. Her booking fee for in-person events was $200 pre-Drag Race for a show with 2 to 3 numbers. After Drag Race, for corporate producers it would be $2,000 to $3,000. Now, 2-3 years after the season, Bombae is making that money with social media posts at a minimum, which out-pays any gig.  Bombae was making a margin of $1-2 per merch item in her Shopify store, totaling about $4-5,000 over the last 3 years.  Viewing parties came with lower ticket prices than usual because she wanted attendees to have more money for tips. And for appearances, ~$100 of the $700 would go to her management.  Bombae also had a booth at Drag Con and shared that there are very few queens who break even. It costs about $8-9,000 to fly there from Canada, pay $500 - $700 for the booth, plus assistants to fly with you, hotels for multiple nights, merch to come in, booth to be decorated, plus food and everything that goes on during the event. She even said some queens had minimum spends on meet and greets/merch.  To hear more from Bombae, including the lightning round of questions we mentioned in the episode, check out the episode I did with her on the Business of Drag podcast.  Get in Touch with Our Guest Bombae  Follow Bombae on Instagram: @bom.baeFollow Bombae on TikTok: @bom.bae

    1h 4m
4.9
out of 5
34 Ratings

About

On the podcast, we breakdown all the legal, tax, and money related stuff you need to be getting done in your small business.

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