How to Fortify Your S Corporation - podcast episode cover

How to Fortify Your S Corporation

Mar 29, 202429 min
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Navigate the labyrinth of corporate compliance with expert guidance from Daniel of Bookkeeping for Painters, Richard, the tax aficionado. In a space where every document and decision can shield your personal assets from legal storms, we reveal the bedrock strategies for S Corporations and LLCs. Discover the underpinnings of robust corporate documentation, from the articles of organization to pivotal shareholder agreements, and why your operating agreement isn't just paperwork—it's your business's armor. We’ll also show you how to confirm your S Corp status with the IRS, a move that's as strategic as it is critical for proper taxation and avoiding entanglements.

Join us as we dissect the complexities of S Corp taxes with the precision of surgeons, pinpointing the officer salary requirements imposed by the IRS and the payroll systems that keep your company sailing smoothly. Learn why a reasonable salary for S Corp officers isn't just about fairness; it's a beacon for IRS scrutiny when mishandled. We also map out the crucial deadlines for the 1120S tax return and the penalties that can escalate like a tax meter running wild. Moreover, we unearth the layers of state-specific taxes that could ensnare the unwary business owner.

On August 5th 2025, I’m hosting a free, live webinar revealing:

✅ How to pay way less in taxes—legally
✅ The simple ratio top painting businesses use to grow profits fast
✅ What the top 20% of painters are doing differently

Go to BookkeepingForPainters.com/Webinar to register now!

Transcript

Maintaining Corporate Veil for Businesses

Speaker 1

Welcome to the profitable painter podcast . The mission of this podcast is simple To help you navigate the financial and tax aspects of starting , running and scaling a professional painting business , from the brushes and ladders to the spreadsheets and balance sheets . We've got you covered . But before we dive in , a quick word of caution .

While we strive to provide accurate and up-to-date financial and tax information , nothing you hear on this podcast should be considered as financial advice specifically for you or your business . We're here to share general knowledge and experiences , not to replace the tailored advice you get from a professional financial advisor or tax consultant .

We strongly recommend you seeking individualized advice before making any significant financial decisions .

Speaker 2

This is Daniel , the founder of Bookkeeping for Painters .

Speaker 3

This is Richard , tax director , with Bookkeeping for Painters . How's it going ? It's good . We are in . I'm not sure when folks are listening to this , but when we're recording it we are in the middle of a great upper Midwest winter .

We've got like a foot and a half of snow on the ground and we're lucky to get above zero degrees , so it's nice to be inside .

Speaker 2

Yeah , I mean , I'm nowhere near that bad . I'm in Orlando , florida , right now and it's still annoying , though I'm used to the Nicaragua where it's always 75 , 80 degrees with a breeze and it's sunny . Right now in Orlando it's like 60 and overcast , so I'm kind of upset about that .

Speaker 3

But Florida is getting it right , because I heard from a colleague in the Panhandle that it was like below freezing there this week . That's kind of rare for Florida , isn't ?

Speaker 2

it . Yeah , I guess at night it has gotten into the 40s , at least here . I'm probably definitely colder in other places , but yeah , I don't have much to compare . I've only been in Florida a little bit , but yeah , it's still not great weather , at least from my perspective . But I don't really have room to complain , given what you just told us .

Speaker 3

So Well , I don't think there's anything colder than dealing with the IRS , and I think today we're going to have some really interesting information for everyone who has a company . You know we're going to focus mostly on S-Corps , but most of this also applies if we have an LLC that is being taxed as a disregarded entity .

This is all about protecting your company and protecting that corporate veil and that's that thing that's going to keep lawsuits from coming after your personal assets and it's going to keep you out of hot water with the IRS or with the state . So I'm kind of excited about this . I like top 10 lists . Today is top seven , but they're all very good points .

Speaker 2

Yeah , I think a lot of times this gets forgotten until something comes up and then like , oh shit , I got to pay attention to this Right , and so it's good to be aware of these things .

And a lot of this stuff is not hard to implement or make sure you're doing right , and just taking the time to listen to this podcast and then maybe an hour per year Not much time to make sure this stuff is getting taken care of is well worth it .

Speaker 3

Yeah . So should we just go ahead and jump in Top seven list of things to be aware of if you want to properly maintain your S corporation or LLC , and number one is your corporate documents . These are the pieces of paper that actually set up your company and also maintain it throughout the year .

So if you have an LLC , then you have filed articles of organization with your state , but you also need to have an operating agreement , especially especially if you have more than one person involved with the business . So if you have partners or multiple shareholders , your operating agreement is going to dictate everything .

It's going to say who does what in the company , who owns what , how does the money come out , who gets what , and it's going to be the document that you kind of live and die by . So that is probably one of the most important things when you are setting up your company .

Other things that you might want to consider you know bylaws , annual meeting notes , and we'll talk more about that later too . Anytime like a major decision is being made , you're going to want to document it . So if you are taking a salary and maybe you've got a salary recommendation , you want to adjust that .

That's something that you're going to want to put in writing . You know it doesn't have to be super formal , but we do want to have some kind of you know , some kind of record of it .

Speaker 2

Yeah , and I'm sorry , go ahead , I go ahead , dan . So one of the things that I come across a lot when I talk to folks about you know what type of entity they have . They often think that they're an escort . Yeah , I had my accountant . He submitted some paperwork and I think we're taxing as an escort now , but it turns out that didn't happen .

For whatever reason , the accountant never did it or got lost in the mail . They never got a form back from the IRS that says , hey , this LLC will now be taxed in the escort moving forward . They don't have a copy of their 2553 form to submit to the IRS . They don't have any of that . That's a big thing that we come across a lot .

It's like are you actually even an escort to begin with ?

Speaker 3

Yeah , if you have any doubt , you can call the IRS and you can ask . I always recommend getting it in writing . When you first do the escort election , they're going to send you a letter in the mail . It says your escort election has been approved as of such and such a date .

Now they will only send that particular letter once , but if you call them and you say , hey , I just need confirmation , they will send you a different letter . It's not the same letterhead but it will say the same things that on this date .

You conversed with IRS agent so and so and they confirmed that your escort election for your company , ein blah blah blah , is January 1st 2020 . If we get new clients and they don't know if their escort election was approved , that's the first thing I'm doing . I'm getting on the phone with the IRS and I'm getting proof .

Because here's the funny thing about the IRS you may be filing escort tax returns every year and you may not have a valid escort election and they're not going to say anything to you .

Your returns will be accepted by the electronic filing system and they'll go into what I call IRS limbo , which I imagine is that one office in the basement that just has mountains of paper on there and one very old distance .

Yes , yes , it's like the yeah that one old , disgruntled IRS employee should have retired years ago , but he can't find his way out of the dungeon . But that's where they go and they don't tell you Until you find out years later . Holy cow , I haven't filed an actual accepted tax return for years .

So make sure you have your acceptance letter , or at least some kind of a letter from the IRS saying that you have a valid escort election .

Speaker 2

Yeah , yeah , so number two is keeping annual minutes and board meetings .

Speaker 3

Yeah . So annual minutes . This is . I like to have a binder . I think every entity , every LLC , should have a binder . Write your company name on the front and then this binder is where you're going to keep notes of all the major decisions . We decided to hire a new sales manager Awesome . Write it down date , salary , who made that decision .

Put it in the binder . Those are gonna be your annual minutes . Like we talked about earlier , maybe you're changing an owner's salary when you go to set up your board of directors or board of advisors . You're gonna wanna have that in your binder .

That's very important and one of the reasons it is so important to have this board of advisors is this helps legitimize your LLC . So , board of advisors if you're an LLC , board of directors if you're a corporation this legitimizes the entity . This gives you asset protection If somebody tries to sue your company and then come after you personally .

Having this binder with these documented decisions and a board of advisors or board of directors is going to show a court that you are serious about operating this business as a separate entity and it's going to add a lot of weight to the argument that someone who's suing should not be able to pierce that corporate veil and come through the company and go after

you personally .

Speaker 2

And it's also can be keeping those board meetings . You can put whoever you want on your board and it could be a good tax strategy to put your key friends and family associates on your board and then be able to write that off . We did a whole podcast on that previously .

Speaker 3

Absolutely . I mean , we already have a group of people who we go to for advice . We just don't formalize it usually , and so a board of advisors does that . It just says these are the folks who I trust to give me the advice and the feedback that I need . They're the ones who are going to shoot straight with me and you write them down .

You hold your meeting . Maybe you do it at a restaurant or some other place where it is conducive for a board meeting , as long as it's ordinary and necessary , that's going to be a tax write off . So formalize that step to get that counsel that you need to strengthen your corporate veil and enjoy a meal that you don't have to pay taxes on .

That's kind of a little bonus , yeah , yeah absolutely so .

Speaker 2

Number three is your annual state secretary of state or your annual secretary of state filings . So these are the documents that you have to just update your secretary of state that says hey , I'm still an LLC , and here's the owner of the business , here's how you can get ahold of us . And usually nothing's changed .

Sometimes something has changed maybe you moved or whatever but basically the state wants you to submit a filing to them every year to let them know what the status of your entity is .

Speaker 3

Yeah , and there's one other thing they want too with that filing Some money , that's cash .

Speaker 2

Yeah , yeah . They're gonna get their cut .

Speaker 3

Exactly . Uncle Sam doesn't do anything for free now , yeah , and how much that renewal fee is is going to vary between state and state . Here in Illinois we're actually pretty fortunate it's $75 a year . If you live in California it's gonna be $800 a year minimum . So there's definitely certain states where it's less expensive to have your LLC than others .

But make sure you file that report and pay that money , because if you don't , then the state does a involuntary disillusion , which is a fancy way of saying they canceled your LLC , and that is not good . You lose all your asset protection and you may have some other problems as well if the state dissolves your LLC . So make sure you get those filings in .

And if you need help with that because I admit I get busy business owners you're not thinking about this little letter that came into the mail . So there are companies that will handle this for you Very , very reasonable . We can recommend Main Street Business Services . They are a partner of ours who will help you with your annual state filings .

They will also help with your beneficial ownership reports . That's part of the Corporate Transparency Act and it's a very reasonable price . So they can take that off your plate if you want them to , or you're free to do it yourself . Just don't forget , yeah .

Speaker 2

All right , so that was number three , right ? So we're on number four , which is regular operations and using the name yeah .

Speaker 3

So if you have an LLC , you want to be using this LLC . So that means the LLC should have a bank account , not your personal account , one that's in the name of the LLC that you use . You run your business transactions through the LLC bank account .

If you run them through your personal bank account , how are you going to argue that the business should be treated separately from you ? That's one of the easiest ways for a lawsuit to pierce that corporate veil . Another thing we want to think about is , kind of like using the name .

So if you have an LLC or an S-Corp and you are signing a document on behalf of the company , you're not going to necessarily sign your own name . You are going to sign ABC LLC , richard Dunton , managing Member . So you are signing on behalf of the company because the company is a separate legal entity .

And that is going I mean , especially for important documents , state documents , contracts , things like that . Another thing we might think about and this is especially important with S-Corps and that has to do with what's called the assignment of income . So are your customers writing checks to you individually or are they writing checks to your corporation ?

If they're writing checks to you individually , the IRS could say that income has been assigned to you individually and now you need to pay taxes on it , separate from your S-Corp . And now you're looking at self-employment tax and you're looking at problems .

So , if at all possible , have your clients , customers , write their checks out to the name of the company , not you individually .

Speaker 2

Yeah .

Important Considerations for S Corp Taxes

So number five is quarterly payroll . So this is you writing checks to yourself through payroll . So this is a definitely a hot topic for S corp's because the IRS has this reasonable officer salary requirement . So when you start your , you have your LLC , you elect it to be taxed as an S corp . You may not have been renting salary before you know for yourself .

You've maybe just take took draws out of the company . Whenever you need money from the company to to you know , to live your life , you just take money out . Right , just write a check from the business to yourself and you go .

Now as an S corp , you actually have to run this through payroll and pay payroll taxes on that , and Iris has this reasonable officer salary requirement of paying yourself . So what are some things that we should look out for in this regard ?

Speaker 3

Yeah , so if you have an LLC and you're not doing an S corp election , you can kind of sit this one out . But yeah , if you're , if you're an S corp , you got to get yourself on salary and it needs to be , I would say , a minimum of once per quarter .

The reason I know some , some accountants will be like well , let's just run it all at the end of the year . I don't really love that idea for a couple of reasons . Payroll tax reports are filed every quarter . If you pay yourself once a year , you're sending in a zero , zero , zero and then boom , salary it doesn't . It doesn't look great .

Sometimes the States will freak out and they'll send you nasty letters . Sometimes , if you don't run payroll , if you have a zero payroll for like two or three quarters consecutively , consecutively , sometimes the state will actually cancel your tax idea . You don't want that either .

And then , two , you have to pay payroll taxes on these salaries and it's kind of hard to come up with payroll taxes all at once . Much easier if you spread them out over four quarters . So pay yourself once per quarter and try to dial your salary in as tight as possible .

You have to be paid reasonable compensation , but I don't want you to pay yourself any more than you have to , because obviously paying yourself through payroll means payroll taxes .

So come up to that line but go no further , so that you're not overpaying in payroll taxes , and that's one of the reasons why I always do an annual reasonable compensation report with my tax planning clients . Things change every year .

Let's make sure that their salaries are really dialed in as tight as possible so that they're getting the protection they need but not overpaying .

Speaker 2

Absolutely . And I would say , if you haven't been paying yourself quarterly and it's the very end of the year go ahead and run that at least one payroll before the end of the year , just so you can get that reasonable salary in right before the clocks strikes 12 on December 31st . So you don't get in trouble for not running an officer salary .

Speaker 3

Yeah , and just as kind of a warning . This is extreme . So not paying yourself salary . If you look at the S Corp tax return , line number seven is officer salary , officer compensation . You're reporting to the IRS how much you paid yourself in salary . There's another line on there that shows it's lying 16F on schedule K that shows distributions .

So it is extremely easy for the IRS to know one , did you pay yourself reasonable salary ? And two , did you take distributions ? And they are cracking down on this because it is such low hanging fruit for them . So make sure that you have something on line seven , especially if you're taking distributions .

Speaker 2

Yeah , and usually the S Corp is audited less . Usually IRS is going after sole proprietors more often for audits . But when it comes to an S , if you have an S corporation you're not paying yourself a salary . That's really , that's a big red flag . So take advantage of the S Corp .

Just make sure that you're buying them at that reasonable salary piece to stay out of having to deal with the IRS .

Speaker 3

Absolutely Number six . We always started talking about it already . But that is the tax return filing Right . So we all know we have to file a tax return and if we have an S corp we have to file an additional tax return . That is the 1120 S .

And when you have an S corp the IRS is a little bit stricter than they are with sole proprietors , ships and 1040 . Now it is true , you know Daniel mentioned that S corps are audited about 15 times less frequently than the sole props , but on the other side the IRS holds them to a higher standard . So your S corp tax return is due on March 15th .

If you file an extension , you have until September 15th . Now that is a whole month sooner than your 1040 and your sole proprietor tax returns . If you are late with your S corp filing , the penalties are much higher . They are $210 per month per shareholder . So if you're the only shareholder , bigger $210 a month .

If you've got multiple shareholders , that can be thousands of dollars for every month you're late . So the moral of the story don't be late with your S corp tax return . Plus , you have to have that one filed before you can file your 1040 anyway . So if you're late with your S corp . It's just going to kind of compound .

Speaker 2

All right , the number seven . The last one is the state tax filing requirements . So you know , number six was the filing your tax return on time . But you know we always think of the federal side of things . Your 1120 S , your federal tax return , but most likely you're going to have to file a state tax return with that and S corporation state tax return .

Speaker 3

Yes , and some states have taxes , franchise taxes , sometimes they're called excise tax . I think of them as a privilege of doing business tax that the state hits you with . Here in Illinois it's called the replacement tax and it is one and a half percent of your profit . So you're not , you're usually not paying any taxes on your federal 1120 S .

That's getting passed through to your 1040 to return , but your state 1120 S or whatever your state's equivalent is . Sometimes they don't use the same numbering system that may have taxes . Do , like I said , illinois it's 1.5 percent . California definitely has one .

I know even even so , like Texas , generally a tax free state , but under certain circumstances if you're doing commercial work , you might check to the Texas Comptroller so know what your state's tax requirements and filing requirements are .

Another another time you might need to pay is if you're doing pass through entity tax , which is an awesome tax saving strategy , but it does require a payment or at least a reconciliation when you file your state 1120 S .

Speaker 2

Yeah , and we did a whole podcast on the P T E T pass their entity tax tax strategy . So search through the archives on that one . That's a good strategy to save thousands of dollars per year . So in most states at this point have that , so that's a good one .

Speaker 3

Yeah , one other thing to mention about that this this goes back to when you're first doing your S Corp election . We talked about the form 2553 that gets sent to the IRS . We make sure we get that approved . Most states say , well , if the IRS approves it , we approve it . Not all , though . New Jersey is a big one .

New Jersey requires its own separate S Corp election , and there are some other states that do as well . So I have heard horror stories Not not any of our clients , but I have heard from other accountants . Yeah , we did the federal election , everything was great .

We filed it for three years and then all of a sudden , the state of New Jersey says , hey , you've never had a valid election with us and now you've got a huge mess you have to untangle on the state side . So , just , every state is different . Try to make sure that you are abiding by your state's particular quirks and rules and things like that .

Speaker 2

All right . So bottom line , s Corp is a great tax status that you can use to save big on taxes . Just need to make sure you're following the rules . There's a little bit more rules you got to follow , but it's . It can be well worth it and you can save thousands , if not tens of thousands , per year using this S Corp tax status .

Speaker 3

Absolutely . But it's just like owning a vehicle it's great when we get it , but if we fail to maintain it , a blessing turns into a curse . A few simple rules to keep your S-Corp in good working order . Think of it kind of like a little tune up for your S-Corp If something bad was to happen , like a lawsuit .

Knowing that your LLC slash S-Corp is rock solid , it's going to help you sleep at night and it's going to give you that protection that you're looking for .

Speaker 2

Yeah , yeah . So if you're listening right now and you're not an S-Corp , not taxed as an S-Corp , and you're doing more than 50,000 , $60,000 in profit , definitely look into this tax status to see how you can take advantage . I just talked to somebody a couple of days ago .

They're doing like $100,000 in net profit and they're still a sole proprietor in a state that it would make complete sense to switch to being taxed as an S-Corp , but they're still in the sole proprietor , so they're overpaying . I think it was about 20,000 in taxes , if I'm remembering correctly . It was a good chunk of change , so don't let that be .

You make sure you take advantage of it . Just make sure you follow the rules with the S-Corp . But with that , we'll go ahead and wrap things up . Love to hear your thoughts on how to maintain your S-Corp . If you have any thoughts on doing that , or if you have questions about starting one or maintaining an S-Corp , let us know .

Go to Facebook , type in Grow your Painting Business and join the group there , and we'd love to hear your thoughts . With that , we'll see you next week .

Speaker 3

Yeah , thanks for listening everybody .

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