Why Not All Accountants Are The Same
February 3rd, 2025
A description of the different types of accountants, and how they can serve your business.
There is a better way...
Like many great entrepreneurial endeavors, Pennywise Tax Strategies was born out of someone saying, “There has to be a better way.”
After years of growing a successful business, including ranking on the Inc 5000 list, and creating a lifestyle they once could only dream of, Jackie and Adam Williams grew tired of the annual meeting with the tax preparer where a surprisingly large tax bill was met with a “Congratulations” from the accountant.
Jackie (a licensed CPA) and Adam (a licensed attorney), had finally had enough. They began sharpening their skills, digging into the tax code, obtaining further certifications, and use their own business as an “alpha test” for a tax strategy business. In that first year, they reduced their own tax bill by over $250,000, when their (prior) tax preparer wouldn’t do much more than calculate the estimated taxes they needed to pay. (which, by the way, he got wrong).
Pennywise Tax Strategies exists to build a community of entrepreneurs who:
- Master their numbers,
- Minimize their tax burden, and
- Maximize their personal and business potential.
Jackie Williams, CPA
Founder & Co-Owner
Attorney Adam Williams, Esq.
Co-Owner
Can we help you save on your taxes?
Who we help
If you check most of these boxes, chances are, we will love working together:
- You are an entrepreneur. We tend to work primarily with entrepreneurs - the tax code provides more benefits for those who are self-employed. However, we also work with several high W-2 income families with entrepreneurial leanings, who may want to have a side-hustle or real estate investments.
- Your bookkeeping is solid, your tax returns are filed on time, but you’re frustrated by the amount you’re paying.
- You are decisive. When an expert gives you advice, you can weigh the pros and cons, make a decision, and move onto the next thing.
- You’re sick of your accountant not bringing any good ideas to save you on your taxes, and/or they tend to shoot down any ideas you bring to them.
- You like being told the truth, regardless of how difficult it is, so you can make better decisions.
- When you are presented with a variety of options, you don’t get FOMO. You make the best decision based on the information you have.
- You may be aware of some strategies that are out there (thanks, TikTok), but don’t know how to implement them, or whether they will even work for your business.
- You believe that your business should work for you, instead of the other way around.
- You are a dog person, not a cat person (optional)
- Maybe you think that taxation is theft, or that we should defund the IRS.
Who we don't help
If you're still not sure if you'd be a fit, check out this list. If you meet these criteria, you should probably go elsewhere:
- You’re making less than $100,000 per year, consistently, with no real growth plans. We're still proud of you for having a business, but you don't need us.
- You’re several years behind on filing your taxes.
- Your bookkeeping is bad enough that you can’t get within 20% of knowing your business revenue.
- You bury your head in the sand and avoid problems instead of facing them head on.
- You think that because you have heard of a strategy, you can probably figure it out on your own instead of working with an expert who can move faster, and know what landmines may await you.
- You are a help-rejecting complainer.
- You want to commit tax fraud, tax evasion, or just in general be sleezy about things.
This Is How We Do It
Pennywise is your year-round, proactive tax planning partner that helps make taxes predictable and fair.
Tax Strategy in Action
We don’t want to overwhelm you with complex case studies. Rather, we'd like to share a few examples of how working with a tax strategist can put more money in your pocket.
How Choosing the Right Entity Can Save Your Business Money
What Our Clients Have to Say
Schedule a Free Discovery Call!
In just thirty minutes, you can be on your way to slashing your tax bill by tens of thousands of dollars per year.
In our Discovery Call, we'll get a feel for your business, your current tax situation, and prepare a free quote for a tailored tax plan to maximize your earnings potential.
Select a date and time using our convenient scheduling calendar and let's get started.
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