Sending Docs Checklist for Business Entity Tax Returns

Posted Wednesday, December 4, 2024

Sending Docs Checklist for Biz Tax Returns

The quality of your business entity tax return (1065, 1120 and 1120S) and the timeliness of its preparation depend strongly on obtaining all your tax documents and information. Therefore, we have created the following checklist for our worksheets as secure digital forms (also available as non-fillable PDFs) and tax related documents. As more companies move to electronic delivery of their tax documents and statements, this checklist will help ensure you are not missing important tax documentation.

Quickie Checklist

Here is a short checklist to gather the things we need for your business entity tax return. The sections following this checklist expand on the items below and provide additional details. We need-

1. Engagement Letter
2. Prior Year Tax Returns
3. Income / Revenue Information
4. Business Deductions
a. Common Expenses (Excel Template, Fillable PDF, Online Form)
b. Accountable Plan Expenses (home office, cell, miles)
c. 401k / SEP Employer Contributions
d. Copies of 1099s that you filed for vendors, suppliers*
5. Balance Sheet (if you use formalized accounting) ☐ , or
12/31/25 Business Checking Account Balance
6. General Ledger (if you use formalized accounting)
7. Payroll Details (unless we process payroll)
a. W-2s for All Employees and Owners, plus W-3
b. Payroll Details Report for the Entire Year
8. Estimated Tax Payments for the Business (if applicable)

* If you do not provide copies of 1099s that you filed and sent to vendors and suppliers, we will assume you were not required to do so (unless WCG filed them for you). The button describes when 1099s are required and how to have file them for you.

Do You Need to File 1099s?

For 2025, if you paid any person or non-corporation business more than $600, you must file a 1099-MISC or 1099-NEC. We can help. Click on the button below for services, pricing, and how to upload your data.

Engagement Letter

The IRS, American Institute of Certified Public Accountants (AICPA), ethical guidelines and our professional liability insurance require client engagement agreements. They can be demanding that way. Please click on the button below to electronically review and sign this letter. It is easy and painless, and needs to be submitted prior to the preparation of your tax returns. Yes, we need one even if you are a Business AdvisoryInvestor Patrol, or Tax Patrol Services client.

Signed Engagement Letter

We cannot start any tax return preparation work without a signed engagement letter which outlines our scope and limitations. Please use the button below to complete.

Fancy Accordion

Please expand sections that apply to you-

  • New to WCG (welcome to the family!)
  • Business Started in 2025
  • Changes from 2024 to 2025
  • Rental properties owned by the business

We need the following documents. If some of these are missing or you don’t have, please let us know- it is not necessarily a showstopper.

  • Copy of your Articles of Organization, Formation or Incorporation (if you can, no biggie otherwise)
  • Original EIN Issuance Letter, if you can
  • Operating Agreement or Shareholder Agreement, if you have one
  • S Corp Election, if you previously submitted to the IRS
  • 2023 Tax Returns and all K-1s including State(s), if applicable
  • Accountable Plan, As Adopted

Additional information needed-

  • Bank Routing and Account Numbers (some states only accept business tax payments electronically)
  • Shareholder or Partner Basis Information, Paid in Capital Amount
  • Shareholder or Partner Full Legal Names, SSNs, Mailing Addresses, Emails, Phone Numbers, Ownership Percentages

A couple of options for supplying this information-

  • Business Setup Worksheet (secure online form)
  • Type up the information in a Word document, and upload to ShareFile

Business Setup Worksheet

Please submit this secure online form if you are new to WCG.

Housekeeping Docs Checklist

A quick list of the business housekeeping documents that are helpful for the preparation of your business entity tax returns.

Operating Agreements

Operating Agreements are essential for non-married owners or shareholders. Learn more about the pitfalls!

We have two worksheets; one for set up and another for reporting operations and financial data. The Small Business Set Up Worksheet is used for two scenarios-

  • New Client to WCG. If you are new to us then this form allows us to set up your business properly in our systems such as name, IRS activity code, ownership structure etc. Sure, we can use last year’s tax returns, but some things are not available or might not accurately represent today.
  • Business Started Operations in 2025.

The Small Business Set Up Worksheet is available below (Yes, it’s long and painful, but absolutely necessary)-

Business Setup Worksheet

Please submit this secure online form if your business started in 2025.

Housekeeping Docs Checklist

A quick list of the business housekeeping documents that are helpful for the preparation of your business entity tax returns.

Operating Agreements

Operating Agreements are essential for non-married owners or shareholders. Learn more about the pitfalls!

If any of the following things have changed during 2025 as compared to 2024, we need to update so our world matches your world-

  • Business name or address has changed.
  • Ownership percentages change, or new or exiting owners.
  • Structure or entity changes (S Corp Election, going from Sole Prop to LLC, multi-entity arrangements, etc.).

If your partnership or corporation owns rental properties, please review the supplemental checklist below. As you might know, WCG has installed a Rental Expert Pod, or REP for short, who will prepare all the rental activities including rental setup, rental sale and 1031 like kind exchanges alongside your typical Tax Accountant and Client Manager. Given the nuances of short-term rentals, material participation and repairs versus improvements, having a small hyper-focused team of subject matter experts is the way to go.

vacant and idle

Rental Property Supplemental Checklist

Given the depth of the information needed for rental properties, we have a separate supplemental checklist for our rental property owners and real estate investors.

Small Business Operations and Financial Data Worksheet

Yeah, that’s a mouthful.

All small business owners operating sole proprietorships or as a separate business entity (partnership, corporation, etc.) need to complete this worksheet, or at least use it in conjunction with financial statements and the like.

We commonly get the question, “Can’t I just send you my QuickBooks data?” The answer is a “Yeah, we need that for sure, but…” Financial statements and spreadsheets might miss critical information such as:

  • Accountable Plan reimbursements,
  • Intended 401k or SEP IRA contributions for 2024 paid in 2025
  • Multi-state issues (nexus) and income apportionment
  • Estimated tax payments
  • Inventory methods, etc.

We also must ask some required IRS disclosure questions about receipts and 1099 issuance. Unfortunately, income statements and balance sheets only get us so far.

The first three buttons ask for your business activities (revenue, expenses) in different formats. Dealer’s choice! The Excel version seems to be popular (what we call the Simplified Business Ops, or SBO for short).

Excel Template (the ``SBO``)

Stay organized and stress-free with our easy-to-use Excel expense spreadsheet. Download now!

Simplified Biz Ops PDF

Access simplified business worksheet options and upload files through ShareFile here!

Robust Online Form

Explore our affordable accounting plans to simplify your finances and minimize your tax burden.

Formalized Accounting (QBO, Xero, Etc.)

If you use QuickBooks or MS-Excel for your accounting records, please make sure your bank reconciliations are completed and all transactions are categorized. Double check your entries after reviewing the rest of the categories on this form. We prefer to get financial data from these programs in MS-Excel or .csv formats since we can massage and manipulate them easily without ruining the integrity of the original data. We need:

  • Balance Sheet for Dec 31 (and preferably another data dump for Dec 31 of the previous year).
  • Profit and Loss Statement (Income Statement) for Jan 1 thru Dec 31.
  • General Ledger for All Accounts (details every transaction) for Jan 1 thru Dec 31. While we can work with PDFs when it comes to Balance Sheets and Income Statements, G/L data is much easier to work with when in MS-Excel or .csv formats.

If you use online accounting software and you feel comfortable giving us access, please use [email protected] as the email address for the accountant invitation. We do not make changes or submit journal entries into your accounting records. If these are needed to be done, we can either guide you thru it or refer you to a third-party bookkeeper.

Balance Sheet Items (in addition to the data dump above)

  • Bank Statements, showing January 2025 and December 2025 cash balances (we need to tie out your cash)
  • January 2025 and December 2025 Credit Card Statements (including overlapping months)*
  • Equipment Purchases and Dispositions, Including Automobiles
  • New Loans, Paid Loans, to and from the Company including PPP / EIDL information
  • Loan Statements, Year-End Summaries showing Interest / Principal paid, 12/31/23 Balances

* On credit card statements: We do NOT need these if you record expenses when you pay your credit card. If you record your expenses as you swipe, tap, insert or otherwise use your credit like a cash equivalent, then we will need these statements. Confused? We can explain.

Income and Expenses (in addition to the data dump above)

  • 1099 MISCs (that you received from your clients or customers)
  • 1099-Ks (issued by merchant card providers, such as PayPal and Google)
  • Heath Insurance Premiums, Health Savings Account (HSAs), Long-Term Care (LTC)
  • Health Reimbursement Arrangements (HRAs)
  • Copies of 1099s that you filed for vendors and suppliers*

* If you do not provide copies of 1099s that you filed and sent to vendors and suppliers, we will assume you were not required to do so (unless WCG filed them for you). The button describes when 1099s are required and how to have file them for you.

Accountable Plan Reimbursements (Shared Expenses)

The following expenses are not normally recorded in formalized accounting platforms, but rather are handled at tax return preparation. The following are common expenses that are mixed use between personal and business. You should be paying for these expenses personally (yes, read that again), and then have the business reimburse you. For S Corp shareholders, we usually reclassify distributions as reimbursements for the business use portion of these expenses.

  • Automobile Mileage
  • Home Office
  • Cell Phone, Internet

You can submit using our Simplified Accountable Plan (the “SAP”) template use the button below. We also have a secure online form version too.

Simplified Accountable Plan Form

Use our Simplified Accountable Plan (the “SAP”) to record these reimbursements.

Secure Online APlan Form

Not a fan of Excel? We have a secure online form for Accountable Plan reimbursements.

Accountable Plans Explained

Learn about accountable plans and how businesses reimburse employee shareholders for work expenses.

Payroll (you can skip if we process your payroll)

For payroll data, we need the following-

  • 1099s, W-2s you issued including W-3s (W-3 is necessary if you have employees beyond yourself)
  • End of Year Payroll Summaries showing wages paid, taxes deducted and taxes paid

You can also provide accountant login credentials to your payroll processor like ADP, Gusto, Paychex and Intuit, and we’ll get it (use [email protected]).

401k Plans, SEP IRA, Retirement Stuff

  • Plan Documents for new 401k plans (an introduction to your financial advisor is also nice)
  • Amounts deferred by Employees (this should show on the W-2s)
  • Employer contributions made in 2025
  • Expected employer contributions made in 2026 for the 2025 tax year (we can compute the max)

Financial Documents are Not in Good Order (oh no!)

At times, the financial documents that are supplied to us cannot be translated into an accurate business tax return. What the heck does this mean? Good question… if we believe the information is not in good order we will need to have a discussion. We are very sensitive to every business owner’s ability to perform accounting functions so we try to be gentle and put ourselves in your shoes.

We also understand from nearly two decades of working with business owners that they want to do the right thing; however for lack of a better way, business owners will do it their way. As such we can offer some guidance. There several paths we can take after our conversation-

  • You add clarity to the information by chatting with us, and we carry on with a nice tax return for your review.
  • You synthesize your financial information and documentation into an Excel spreadsheet template (the “SBO”) or a simplified fillable PDF that we’ve created.
  • You synthesize your financial information and documentation into an online secure digital form.
  • We forward your financial information to our Accounting Services team who will re-work the data into usable financial statements. This option is one that we do not take lightly since it costs additional money above tax preparation. If this option is entertained, the usual retainer is about $1,200 and the accounting services is billed at $150 per hour. This is the high-water mark for most situations.

This option requires extending the tax returns until August or September.

  • The last option is extending the tax returns until August or September where we can re-assess what is needed without the pressures of deadlines and other tax season madness. Please remember that an extension is an extension to file tax returns, not an extension to pay. We can advise further is this option seems appealing to everyone.

We don’t expect financial documents to be perfect. We work with a huge variety of formats, from bar napkins to audited financial statements. However, as mentioned before, there are times where the financial documents that are supplied to us cannot be translated into an accurate business tax return. We also fear that you might not be taking advantage of all the allowed deductions (we want to minimize your tax exposure). And… if financial documents are not in good order, it would not properly support the tax return in the event of an IRS audit or challenge.

Sorry to be all gloom and doom, but our goal is to truly be your advocate.

Business Tax Return Preparation Fees

No one likes to be nickeled and dimed, however, your tax footprint might ebb and flow from one year to the next. The largest culprits are-

  • Rental Properties (one LTR is included, with each additional rental being $150 or $225) [see more]
  • State apportionment (where we determine your filing obligation in each state you operate in) [see more]
  • State Tax Returns (one is included, with each additional state being $300 to $500 including apportionment) [see more]
  • K-1s (one or two simple K-1s might be included no charge, with each additional K-1 being $25 to $150) [see more]

Please see our Business Entity Tax Return Prep page for more fascinating details including our simplified fee page.

Document Due Dates and Filing Deadlines

Please expand the section below depending on your situation.

Here are some important dates and considerations for us to help manage expectations:

Tax Docs – Monday, February 9, 2026

All tax documentation must be received for us to guarantee an on-time filing (we routinely receive business documentation well into April and still complete the tax returns on time- we just can’t promise it).

Efile Auth – Monday, March 9, 2026

All eFile or Extension authorizations must be received.

Filing Day – Monday, March 16, 2026

The filing deadline for Partnerships (Form 1065) and S Corporations (Form 1120S). Note that C Corporations (Form 1120) are due Wednesday, April 15, 2026. Tax payments might also be due in some situations.

Our turnaround times vary throughout the year. We will update you with email and text alerts along the way. For real-time information on our turnaround times please visit our Service Level Agreement. We have a soft-close at 4:05PM on Fridays to enjoy a beer, chips and salsa, and to unwind a bit. Apparently having fun before 4:00 is frowned upon in our establishment. Back at it on Saturday!

You might need a tax return “rushed” for various reasons. If we do not have substantially all the required information to prepare a tax return by our document cutoff date of Monday, February 9, we might impose an expedite fee. These fees might be waived or increased depending on your situation. Please note- we are not saying you must pay this rush fee if you miss a cutoff; we only charge it if you want a guaranteed timely filing once we are past the Monday, February 9 document cutoff. Having said all this, nothing good happens when people are rushed at the last minute. We will accept the rush arrangement on a case-by-case basis.

Here are some important dates and considerations for us to help manage expectations:

Tax Docs – Monday, March 9, 2026

All tax documentation must be received for us to guarantee an on-time filing (we routinely receive business documentation well into April and still complete the tax returns on time- we just can’t promise it).

Efile Auth – Monday, April 6, 2026

All eFile or Extension authorizations must be received.

Filing Day – Wednesday, April 15, 2026

The filing deadline for C Corporations (Form 1120). Note that Partnerships (Form 1065) and S Corporations (Form 1120S) are Monday, March 16, 2026. Tax payments might also be due in some situations.

Our turnaround times vary throughout the year. We will update you with email and text alerts along the way. For real-time information on our turnaround times please visit our Service Level Agreement. We have a soft-close at 4:05PM on Fridays to enjoy a beer, chips and salsa, and to unwind a bit. Apparently having fun before 4:00 is frowned upon in our establishment. Back at it on Saturday!

You might need a tax return “rushed” for various reasons. If we do not have substantially all the required information to prepare a tax return by our document cutoff date of Monday, March 9, we might impose an expedite fee. These fees might be waived or increased depending on your situation. Please note- we are not saying you must pay this rush fee if you miss a cutoff; we only charge it if you want a guaranteed timely filing once we are past the Monday, March 9 document cutoff. Having said all this, nothing good happens when people are rushed at the last minute. We will accept the rush arrangement on a case-by-case basis.

Business Entity Tax Preparation Considerations

Extensions

If you want to extend your tax returns, a few things to keep in mind. First, we must get written approval from you to extend your tax returns. We cannot legally file an extension without permission. So, if we don’t hear from you, an extension will not be filed. Failure to file is a huge penalty (5% per month based on tax due).

Second, an extension to file is NOT an extension to pay. A pass-through entity (PTE) such as partnership or S corporation generally does not have a federal tax obligation. However, some states charge a franchise tax or a “pleasure to do business in our state” tax. If this applies, taxes might be due March 16, 2026. Yuck!

Here is quick list of states that have some sort of business entity tax-

California (shocker) Louisiana Oregon
Georgia Massachusetts Rhode Island
Idaho Mississippi South Carolina
Illinois New Jersey Tennessee (not kidding)
Deleted: New Mexico Texas (limits)
Deleted: New York Vermont
Kentucky North Carolina Washington (B&O Tax)

Click here to extend your tax returns.

We must receive your tax return extension authorization by Monday, March 9, 2026 for Partnerships and S Corps, and Monday, April 6, 2026 for C Corporations. Also, please don’t believe your produce clerk or the guy you met on the train; while they mean well, tax return extensions do not increase your audit rate risk. That is just gibberish.

Critical Note: Extended tax returns will be completed as soon as possible starting in May (after the April 15 filing deadline) provided we have everything we need from you. May, June and July are reserved for 2026 tax planning, mental breaks and vacations, so at times tax return preparation is a bit slower.

Therefore, if your S Corp or Partnership tax return is extended, your individual tax returns will also need to be extended.

Here is the timeline for tax returns:

Individuals / C Corps
1040 / 1120
Partnerships / S Corps
1065 / 1120S
Tax Documents Due Mon, March 9 Mon, February 9
eFile and Fee Payments Due Mon, April 6 Mon, March 9
Filing Deadline Wed, April 15 Mon, March 16

Please note the Monday, February 10 and Monday, March 10 deadlines for tax documents and financial data. This date can creep up on everyone quickly given typical life distractions.

College Interns

WCG gives back to our accounting community by routinely hiring college students to provide seasonal tax support to our Tax Accountants and Tax Managers. We encourage them to communicate directly with you, the wonderful client, to gather necessary information and keep things moving along. Everyone was new at some point in their careers, so please try to extend extra grace and patience as our Tax Support Team interacts with you. If at any time communication is breaking down, please reach out to your Client Manager directly.

Security and Privacy Procedures

Your security and privacy are very important to everyone at WCG. Please review the various policies and procedures which are implemented to protect your confidential information.

Tax Deductions and Fringe Benefits

As a small business owner, we want to help you leverage the most out of your business through proper business tax deductions and fringe benefits. Please review-

  • The online version of Chapter 11 of our book.
  • Our various blog posts
  • If you are a Business Advisory Services client, you are familiar with our Periodic Business Reviews (PBRs). Either way, please review our PBR agenda since it might trigger additional comments or concerns:

Chap 11 - Biz Deductions

Chapter 11 from our LLC and S Corp book highlights many business tax deductions.

WCG Tax Blog

We have lots of additional material on the ins and outs of taxes.  Check it out!

Periodic Business Review

Explore our Periodic Business Review (PBR) agenda to improve your business strategy.

Sending Us Your Documents (the fun part!)

We provide worldwide tax preparation service and your ability to communicate with us is critical to everyone’s success. And your comfort level in sending sensitive and personal information is our top priority so we have implemented three ways to safely and securely send your tax documents to us:

ShareFile

Since 2007 we have used ShareFile to provides secure, online document exchange. ShareFile will allow you to securely upload your tax documents to our office. As more companies electronically provide year-end tax statements and forms, and as scanners become more user friendly, uploading these files will save you time and resources. In addition, ShareFile will be used to deliver your tax returns for review prior to eFiling.

Note on Scanning: Do what you can, but know that creating and submitting a PDF for each tax document is our selfish preference should you be wondering. We drag each tax document into various folders in your electronic tax binder.

We understand not everyone will be comfortable using ShareFile and therefore we will accommodate all reasonable requests accompanied with cash or booze for alternative ways of sending your tax documents to us. Otherwise, you can access ShareFile using this link.

Secure Fax

While super duper rare, if you decide to fax your tax documents our toll-free fax number is 855-345-9700. We will email you and send a text message alerting you that your fax was received. We will also upload your faxed documents to Sharefile should you need this information again in the future. Please provide a cover letter with all faxes. If you want to be a superstar and have our tax support team think you are the best client ever, you should initial and number each page. But that is not required.

Mail

If you do not have access to a fax machine or scanner, you may also mail your information to us. We encourage the use of FedEx or UPS. Send us copies, please! Our mailing address is:

WCG CPAs & Advisors
2393 Flying Horse Club Drive
Colorado Springs, CO 80921

Road Trip

Our Colorado Springs offices are open Tuesday-Thursday during tax season. If making a road trip to our office, tax preparation seems to improve dramatically with donuts or doughnuts, up to you. You can also hang out and have some coffee in our social lounge. Fun!

Note: The ability to maintain our competitive fees relies on receiving soft copies (faxes, scans, emails) or hard copies of your originals. If you send us original documents and do not want them returned to you we will maintain them in our office for three years. If you want originals sent back to you, please understand that we do not have extra resources during tax season for this activity- we can only return originals in May or November.

All tax documents and work papers that you provide as hard copies will be scanned and uploaded to your ShareFile as your legacy locker.

Let Us Know

Lastly, you can use any combination of these methods- if you want to upload some documents and fax others, we are flexible. However, it is difficult to know when clients are done sending their tax documents. So, please send an email to [email protected] with a “G2G” or give us a shout at 719-387-9800 to let us know you are done. We love phone calls from our clients- voices, stories, weather updates, the latest disaster your kid created, random tax questions- all good stuff!

Also, if you are waiting on one last tax document such as a rogue K-1 or 1099, please send what you have. We will prepare a preliminary tax return and simply drop in the late document at the last minute.

Appointment

Over 80% of our tax clients live outside of Colorado, therefore we are proficient in preparing your tax return without a face-to-face appointment. However, if Colorado Springs is convenient for you or if you would like to videoconference via Teams, please call or email us to schedule. If an appointment is inconvenient, remember you can always mail, fax or scan your tax documents to us.

Growing Pains

We are a growing company and every year we retool our procedures in the name of improving the client experience. The unfortunate thing about our business is that we don’t know our process is broken or needs improvement until about March 26, and the devil we created is the devil we live with until April 15. Each year we attempt to improve our process for you- the feedback you provide is tremendous, and we appreciate all the comments and suggestions.

Rest assured that anytime you feel your needs are not being met, please contact Jason Watson directly. We will stop, listen and work with you one on one to resolve. If we stink at something, we want to know. We’ll make it right, right away.

ShareFile Folder

Click here to securely submit your documents via ShareFile!

Tax Return Extension

Extend your business and individual tax returns together easily with one form.

Tax Patrol Services

Tax Patrol Services include tax return preparation, tax projections and periodic consultation throughout the year.

The Business Tax Return Process

Here is a timeline of what to expect. Life is all about managing expectations and we attempt to do that here:

Assembly

  • You send us your tax stuff and we alert you through an email and a text message that it is received.
  • Tax Support reviews it for obvious missing information or items, and contacts you if necessary.
  • Your electronic file is assigned to a two-person team based on legacy for returning clients, or type and complexity for new clients. We also alert you with an email and a text message.

Tax Return Preparation

  • Your Tax Accountant alongside your Client Manager prepares your tax returns. Fun!
  • If there are questions or clarifications needed, your Tax Accountant contacts you via email or telephone call. You are also alerted with a text message. We try to only have one point of contact (or one throat to choke) so communications are efficient for you.

Tax Return Review

  • If your tax returns are ready for review, we send a summary email highlighting concerns or questions, upload a PDF copy to ShareFile and alert you with a text message. In the homestretch now!
  • If you have questions or comments, you can reply to the tax return summary email or we can schedule an appointment. We always want you to understand your tax returns and feel comfortable about the information being filed. For a scheduled tax return review, we typically allocate 40 minutes and will send a custom scheduling link. These are usually conducted with Teams for screen sharing and other productivity tools.

Warning: We strongly encourage you to schedule your tax return review within 10 business days of receiving the draft copies. If you have had draft copies of your tax returns for more than 10 business days, we might not have availability to review your tax returns prior to the filing deadline. Also, we cannot review your individual tax return during April or October. Do not feel rushed! We can simply extend the filing of the tax returns until May or June, and schedule a review for that time.

Please move ‘review tax returns’ ahead of ‘call mom’ just this one time. Pretty please.

Filing Your Tax Returns and Action Items

Once you review and approve your tax returns, you need to do two things:

  1. Give us permission to eFile your tax returns on your behalf, AND
  2. Pay your tax preparation fee. No tax returns are filed until payment is made.

When we deliver tax returns, an invoice is sent. A few hours later, an eFile authorization is also sent. Both are sent to your email from our workflow software called Canopy. You can also directly access this information and learn more here.

About 2-3 days after eFiling you will receive emails from our tax software (UltraTax) letting you know that your tax returns have been received. It is common for states to accept your tax returns before the IRS. We get the same notifications CCd to us and alert you with a text message as well. We monitor the acceptance of your tax returns, and follow up with the taxing agencies after 72 hours if an acceptance notification is not received.

About 4-6 weeks after receiving acceptance notifications, refunds (if applicable) are directly deposited into your account. States are routinely flagging random tax returns for manual processing which adds about 8-12 weeks to the refund and at times they will also mail a paper refund check (to curb tax return fraud).

Boom! That’s it (at least until next year). Enjoy your spring and summer! Well, that is not entirely true. May, June and July is our tax planning season. Tax planning is automagically included with our Business AdvisoryInvestor Patrol and Tax Patrol Services. We will send correspondence to remind you as well.

Business Tax Return Review

Review your business entity tax return using our step-by-step guide and helpful information.

Efile Authorization

Authorize electronic filing of tax returns with our step-by-step guide and Canopy portal instructions.

Canopy Client Portal

Access your Client Portal to pay your tax prep invoice and authorize efiling.

In Closing

If you have any questions, please feel free to call us at 719-387-9800 or email [email protected]. Thanks again for your time- We look forward to working with you!!

Tax Planning Season

Tax planning season is here! Let's schedule a time to review tax reduction strategies and generate a mock tax return.

Bookkeeping Services

Tired of maintaining your own books? Seems like a chore to offload?

Tax Strategies

tax strategu

Key Takeaways

  • Build wealth, not just deductions. Tax reduction is a subset of wealth building- not the goal itself. Manufactured tax deductions that trap cash (overfunded 401k plans, depreciating assets, captive investment pools) might save taxes but reduce flexibility. The sweet spot is when a move both builds long-term equity and improves tax efficiency. In short: wealth first, taxes second and keep an eye on your liquidity.
  • Cash is king. Illiquidity for the sake of a few tax bucks paints you into a corner. You must always have an exit strategy that aligns with your risk and time horizons.
  • Every tax move trades something. Every strategy requires one or more of three ingredients — cash, effort, or risk. Cash leaves your pocket (retirement plans, DAFs), effort means you participate (REPS, STR loophole), and risk means audit or economic exposure (oil & gas, structured equipment leases, captives). Real savings come from balancing those costs against lasting benefits.
  • Economic Substance is litmus test #1. Whether it’s leasing equipment, forming a captive, or claiming bonus depreciation, the IRS always asks two questions: Was there profit potential beyond tax savings, and did you actually bear risk? If either answer is “no,” you’re in trouble. Documentation, ownership, and genuine business purpose separate good planning from a reportable transaction. No risk it, no biscuit.
  • Material participation is commonly litmus test #2. For most tax strategies, especially the advanced ones, to convert losses from passive to active, you must show real involvement—hours, managerial decisions, and skin in the game.
  • If it takes a pitch deck to explain, it’s probably marketing. Solid tax planning usually fits on one page. When you’re staring at 40 slides, arrows, and entities with Latin names, that’s not sophistication, it’s lipstick on a refurb’d reject. Think of a time share seminar. Avoid the illusion of precision or sophistication with fancy marketing. Good ideas don’t take a lot of words to explain.
  • Investments are like tattoos. The best tax outcome is the one that still looks good five years later when the tax benefits are gone and the investment remains. A bad investment for a tax deduction remains a bad investment.
  • Align tax deductions with unusually high income. Year-end planning isn’t about cramming deductions into December—it’s about matching expenses with the years they matter most. That means bigger deductions belong in higher income years, and lighter years are for delayed tax deduction satisfaction in favor of Roth conversions, harvesting gains, or cleaning up carryforwards. Think marginal rate arbitrage, not tax FOMO or reactive spending.

The following list of tax strategies and considerations is used in our communication and eventual recap email to WCG’s wonderful clients (and prospective clients). If you are not a WCGer, it is totally cool that you stumbled on this webpage full of fun tax content. Use it as you like.

Economic Substance

Economic Substance Doctrine summarized-

  • Every transaction must have a substantial non-tax purpose and meaningful economic effect.
  • The economic substance doctrine was codified in IRC §7701(o) in 2010. The rule includes an objective test (meaningful change in economic position) and a subjective test (substantial non-tax purpose).
  • Applies across all aggressive strategies — from leasing schemes to syndicated easements.
  • A transaction must alter your economic position in a meaningful way. If a transaction involves no real risk, business purpose, or capital commitment outside of tax benefits, it will likely fail the economic substance test
  • Documentation should demonstrate decision rationale, not just tax outcome.
  • The IRS focuses on your intent and whether the transaction had a substantial non-tax purpose. A lack of a credible, non-tax reason for the transaction is often fatal to your position.

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