Your family office structure is built. This is how it runs day to day, what we handle, what stays with you, and how to keep it protected.
What is in this guide
25Glossary
Confidential · Anomaly MiFO clients only
This guide, the structure it describes, and the procedures and documents that go with it are the proprietary work product of Anomaly CPA, prepared for you as a MiFO client. It is provided for your use and the use of your own advisors, and is not to be forwarded, posted, or shared outside that circle.
Please do not share it in investor groups, mastermind or community forums, or with anyone building a similar structure without us. A summary passed along without the analysis behind it tends to get implemented badly, which is a problem for the person who received it and, eventually, for the standing of the approach itself.
© 2026 Anomaly CPA. All rights reserved. Nothing here is a guarantee of a tax outcome, and it is not legal advice.
01
Your structure
You have a small family office. Three moving parts:
How the three parts sit together
Owns
The trust
Keeps assets out of probate and carries the long-term plan.
↓
Holds
The holding company
Sits under the trust and holds your investments through separate subsidiary LLCs.
Real estate LLC Investment LLC
Works
The management company
Owns none of your wealth assets. Performs the work and bills for it.
→The holding company pays a management fee.
←The management company delivers real services back.
The deduction stack
Fee lands in the management company
Taxable income at that entity.
→
Deductions run against it there
Wages, home office, accountable plan, retirement, benefits, real operating costs.
→
What remains flows to you
Taxed once, after the deductions have been taken.
Core idea
Ownership and control are separated on purpose. The trust owns. You, as manager, control. You transfer ownership of future growth to the trust and stay in the driver's seat.
02
Meet your team, and how to reach us
You are not emailing a general inbox. These are the Tax Project Managers on our team. One of them is assigned to you and will introduce themselves directly. Open any card for a short introduction.
Who to email about what
Email is the main channel, because it puts your question on the record and gets it to the right person. Reply on the existing thread when there is one.
What to expect on response time
Same day
Anything time-sensitive: a notice, a closing, a deadline. Flag it in the subject line and we treat it that way.
1 business day
Everything else gets a reply, even when the reply is "on it, you will have the answer by Thursday."
Anytime
Want a faster read on something complicated? Ask for a call. We would rather spend fifteen minutes on the phone than trade six emails.
Nudge us any time. If something feels like it is taking longer than you expected, say so on the thread or email your Tax Project Manager directly. You will never be a bother, and we would always rather hear it from you early.
Who to email, in one line
Anything tax
Your Tax Project Manager
Returns, estimates, strategy, entity questions, notices, deadlines, the Tax Strategy Tracker.
Anything accounting
Your Accounting Project Manager
Bookkeeping, the monthly or quarterly close, transactions, reports, bill pay questions.
A return, an estimate, or a deadline
Tax PM
Includes anything about what to pay and when.
A strategy, an election, or the fee
Tax PM
Loop us in before you act, not after.
An IRS or state notice
Tax PM
Forward it the day it arrives. Do not reply to it yourself.
Books, close, or a report
Accounting PM
Where bookkeeping is in your engagement.
A transaction you cannot categorise
Accounting PM
Send the detail and we will book it correctly.
You genuinely are not sure
Either one
Send it to whoever you spoke to last. We route it internally.
Tax goes to your Tax PM, accounting goes to your Accounting PM, and guessing wrong costs you nothing. We move it to the right person the same day.
03
What you receive from us
Your engagement produces a specific set of documents. Know what each one is, so you always know which to open.
Your Tax Strategy Plan. The strategies we selected for you and the projected savings behind each one. This is the why.
Your Tax Strategy Tracker. The live link, and your working document. Every strategy in your Tax Plan appears as its own item with an owner, a status, and what we need from you. Your strategy documents live inside it: accountable plan policy, management services agreement, Augusta rental agreement and minutes template, reasonable-comp memo, advisory agreements. If you only open one thing, open this.
Your entity chart. How your business is structured today, and how it will be structured once the plan is in place.
Your tax escrow schedule. One number and one date per quarter. We tell you the exact amount to pay, which authority it goes to, and how to pay it, and we send the federal and state vouchers with it. You never have to work out what to pay. If a quarter ever looks unclear, reply to that email and we will confirm it in plain terms.
This guide. How the whole thing runs.
The Tax Strategy Tracker is always current. We update it as we work, so it is the one place to look rather than a document you downloaded months ago. We will resend the link, or any other document here, any time and with no explanation needed.
04
Who's who
Trust
The owner
Holds the membership interest in the holding company.
Holding company
The vault
Owns the subsidiaries; assets are protected at this level.
Subsidiary LLCs
The compartments
Real estate LLC, investment LLC, and so on. Each isolates its own risk.
Management company
The worker
Owns none of your wealth assets. Performs services and bills for them.
Operating business, if you have one
A business with employees and customers stays entirely outside this structure.
05
Flow of funds
Money moves in one loop. Keep it on these rails.
Money in
Rental income + investment income
↓
Real Estate LLC
subsidiary
Investment LLC
subsidiary
net cash flows up ↓
HOLDING
COMPANY
COMPANY
MANAGEMENT
CO.
CO.
management fee →
only against a real invoice
↓
distributions
Trust / Owners
your money coming home
↓
pays expenses; profit to you
You
how you're paid depends on the entity type, see below
Fees flow down
Holding company (or a subsidiary) → management company. Only against a written invoice, paid in real cash.
Distributions flow up
Holding company → trust or owners. That is your money coming home.
How the management company pays you depends on its type
Single-member LLC (most common). No payroll and no separate return. The profit simply flows onto your personal return. There are no W-2 wages here.
S-corp (some cases). You take a reasonable W-2 salary for the work you do, and the remaining profit comes to you as a distribution reported on a K-1.
C-corp (occasional). The company files its own return and pays you a salary; other payouts are dividends.
We'll tell you which one applies to you. If it's an S- or C-corp, wages run through payroll on a set schedule.
06
Which bank accounts
Every entity has its own bank account. No exceptions.
Pay management fees from the holding company or subsidiary account into the management company account, matched to an invoice.
Pay distributions from the holding company account to the trust or owner account.
Pay your wages and the management company's real expenses from the management company account.
Never run a personal expense through an entity account, and never pay an entity expense with a personal card.
07
Inside vs outside
The golden rule
Do not store wealth in the same structure that creates risk.
Inside the holding co.
Rental real estate (in sub-LLCs), market investments, passive and high-equity assets.
Outside entirely
Any operating business with employees and customers, and its active liability.
Asset by asset, here is where things sit. Ask us before moving anything not on this list.
Example. Your rental portfolio belongs inside, in its own sub-LLC. Your active operating company, with staff and customers, belongs outside, on its own, with a written services or cost-sharing arrangement if it shares any of your office or staff.
08
What type of entity your management company is
You may have heard that a family office management company should always be an S-corp. That is not right, and following it by default costs money in the wrong situations.
Our default
A single-member LLC, unless the numbers say otherwise.
It is the simplest, cheapest, and most flexible starting point: no payroll to run, no separate return to file, and the profit flows straight onto your personal return. We move you off it only when the arithmetic clearly favors something else, and we show you that arithmetic.
Single-member LLC (our default). No payroll, no separate return. Profit flows onto your personal return. Right for most clients, and right at the start for nearly everyone.
Partnership. When there is more than one owner, or when the economics run through allocations rather than a flat fee.
S-corp. Worth modeling once the management company's profit is stable and meaningful, the fee is predictable, you genuinely work in it, and you are willing to run payroll. It adds a return and payroll admin, so it has to earn its keep.
C-corp. A narrow case, usually when specific fringe benefits (like a medical reimbursement plan) matter more than the rate.
No management company at all. Sometimes the honest answer. If there is not enough real activity to support a services business, we say so rather than build one for the sake of it.
The choice is yours, and the analysis is ours. We will model the comparison for you, including the fringe-benefit differences and the added filing cost, not just the tax rate. If a prior adviser already made an election, tell us. It is worth a second look rather than treating it as settled.
09
Getting set up
The first stretch is about standing the structure up correctly. Work through these once, in order.
In many engagements Anomaly forms the entities for you (the holding company, the subsidiaries, and the management company) and prepares the operating and management-services agreements. Where we are doing that, we will tell you which pieces we handle and which need your attorney to review or execute. You do not have to build this alone.
1Confirm the entities are formed and the ownership is recorded: the trust as member, you as manager. We coordinate this with you and your attorney.
2Sign the operating agreements for each entity. Keep signed copies where you can find them.
3Sign the management services agreement before any fee is paid. This is the document that makes the management fee real, so it comes first, not at year end. It names the services the management company provides, the fee and how it is calculated, the term, and who signs for each entity. We prepare it; you and your attorney review and execute it. No signed agreement means no fee moves.
4Open a separate bank account for every entity, in that entity's exact legal name.
5Fund the management company so it can pay its own wages and expenses. It should never rely on a personal card.
6Set the management fee and the invoice cadence with us, so the first fee is paid against a real invoice.
7If your management company is an S- or C-corp, set up payroll before you take any wages.
8Start one folder for the structure's records, signed agreements, minutes, invoices, transfer documents, and add to it as you go.
10
How we work together
Our proven process
01
Roadmap
A separate, project-based engagement. Where the structure is designed before anything is built.
→
02
Tax Plan
The strategies selected for you, with the savings behind each one.
→
03
Implementation Meeting
We walk the plan, build your Tax Strategy Tracker, and set the first items.
→
04
Implementation Check-In
We confirm each item actually got stood up and documented.
→
05
Ongoing contact
The ongoing rhythm: your bi-annual strategy meetings and quarterly cadence.
You are at step 03 or 04. The Roadmap is scoped and billed on its own as a project; everything from the Tax Plan onward runs inside your ongoing engagement.
Structures stall when everyone assumes someone else has the ball. This is who owes what.
Anomaly commits to
Responding to your emails within one business day.
Emailing you a check-in through your first 120 days so setup does not drift.
Prompting you ahead of every deadline, so you always know what is next and when it is due.
Telling you plainly what we handle and what your attorney handles.
Keeping your books on the cadence in your engagement, where we do the bookkeeping.
We need from you
Documents and numbers we request within five business days.
A decision when we ask for one, or a date by which you will have it.
A heads-up before you buy, sell, finance, or change ownership.
A reply even when the answer is "not yet". Silence is what stalls things.
Your tax-planning backup sent in as it happens, not at year end.
The first 120 days
Setup is where engagements get stuck, so we check in by email across your first 120 days, no meeting to schedule, no call to prepare for. Each one names the open items and who owns them. Reply to the email and you have done your part.
Stuck? Here is the unblock
Waiting on your attorney
Tell us. We will contact them directly and copy you.
Bank won't open the account
Send us what they are asking for; we will supply the EIN letter and formation documents.
Undecided on trust terms
Say so. We will get you and estate counsel on one call rather than trading emails for a month.
Documents still unsigned
Nothing downstream can start. Flag any language you are unsure about and we will walk it with you.
You can't find the paperwork
Ask. We keep copies of everything we prepared for you.
Where Anomaly keeps your books
What we handle on the accounting side
When we handle the bookkeeping for your management company (and its accounts), you do not run this on your own. We run our full-service accounting flow on a monthly or quarterly cadence, depending on the scope you chose: categorizing activity, reconciling the entity accounts, recording the management fee against its invoice, and delivering clean reports. You still own the decisions and the meeting minutes; we own the books behind them.
11
What is not included
Being clear about the edges is part of doing this well. None of the below is a gap in your structure. They are other people’s work, and we tell you when you need them.
We do not run your payroll. Your payroll provider does. We set the salary, the timing, and the treatment, and we watch that it runs.
We do not manage investments or sell insurance. We model the tax consequence of what your advisors recommend. For retirement plans and investing we work with Apex Investment Group, our partner firm. See section 21.
We do not make the decision. We give you the numbers, the tradeoff, and a recommendation. The call is yours.
Notice support has limits worth knowing. We handle income tax notices for the years Anomaly prepared the return. Notices on a year prepared by someone else, and payroll, sales tax, and property tax notices of any kind, are outside it. Send those to us anyway and we will tell you what we can do and what it would involve. If a matter escalates to a full examination, we scope that with you before any work starts.
Want something outside the plan? Ask. If it is a quick answer it is a quick answer. If it is a new piece of work we tell you what it involves before we start, never after.
12
What the management company does
In a normal month or quarter, real work:
Reviews investment and real estate performance and prepares a short report.
Coordinates with advisors, lenders, property managers, and vendors.
Handles administration: bill pay, recordkeeping, insurance review, budgeting, reserve planning.
Plans cash flow and liquidity; coordinates capital calls and distributions.
Organizes meetings and keeps minutes of the decisions made.
If in a given quarter the management company did none of this, that is a problem to fix. Do not book the fee anyway.
Questions clients ask us about the books
Can I pay a personal bill out of the management company?
No. Pay yourself first (distribution or wages), then pay the personal bill from your personal account. If it happens by accident, tell us and we will record it correctly as a distribution rather than an expense.
No. Pay yourself first (distribution or wages), then pay the personal bill from your personal account. If it happens by accident, tell us and we will record it correctly as a distribution rather than an expense.
Does the management fee have to move every month?
It has to move on the cadence in your agreement, and real cash has to move. Monthly or quarterly is fine. A single year-end transfer is not, and a journal entry with no payment is not.
It has to move on the cadence in your agreement, and real cash has to move. Monthly or quarterly is fine. A single year-end transfer is not, and a journal entry with no payment is not.
Who creates the invoice?
We do, on your cadence, if bookkeeping is in your scope. If it is not, we give you the template and you send it from the management company to the holding company before the payment moves.
We do, on your cadence, if bookkeeping is in your scope. If it is not, we give you the template and you send it from the management company to the holding company before the payment moves.
A property expense got paid from the wrong account. How bad is it?
Fixable, if you tell us while we can still trace it. Reimburse the account that paid, from the account that should have. Do not just leave it and do not net it against something else.
Fixable, if you tell us while we can still trace it. Reimburse the account that paid, from the account that should have. Do not just leave it and do not net it against something else.
Can the management company buy a property or hold investments?
No. It performs services and gets paid for them. Wealth assets belong in the holding company's subsidiaries. Ask us before the management company buys anything substantial.
No. It performs services and gets paid for them. Wealth assets belong in the holding company's subsidiaries. Ask us before the management company buys anything substantial.
What do you actually need from me each period?
Bank and credit card access (read-only is fine), any invoices or receipts we ask for, your meeting minutes, and a heads-up on anything unusual. That is it.
Bank and credit card access (read-only is fine), any invoices or receipts we ask for, your meeting minutes, and a heads-up on anything unusual. That is it.
14
The management fee
The fee is what makes the structure work, and it is the piece most likely to be looked at. The decision on the number is yours. Our job is to make sure whatever you choose holds up, and to tell you honestly when one is heading somewhere we would not want to defend.
The test
If an unrelated third party would not enter into this arrangement on these terms, it is not real. That is the standard we hold every fee to, and it is the question to ask yourself before you set one.
What keeps the number defensible
This one is your call. Our job is to make sure whatever you choose is defensible, and to tell you honestly when a number is heading somewhere we would not want to defend. We see a lot of these, and the guidance below comes from what actually holds up rather than from theory.
What keeps a fee defensible
It reflects real services. The management company performs work, and we document what that work is.
The amount is in a market range for those services. A round percentage of revenue, or a figure that happens to zero out another entity, is where questions start.
There is a written agreement between the entities before the money moves, and the money actually moves, on a schedule, from the right account.
We revisit it each year, because the right number moves as the services and the entities change.
If you have seen a more aggressive structure somewhere, bring it to us. Sometimes there is something in it. More often the version being described leaves out the documentation that made it work, and the deduction is only worth having if it survives.
In short
Bring us what you hear. Ideas from other owners are often worth having, and occasionally they are the reason we look at something new. Just talk to us before you act on one, so we can check it against the structure you already have.
15
Common tax strategies: what we need
Read this before the list
This is a reference for the strategies we most often implement, written so you know what each one asks of you. It is not your list. Your list lives in two places, and those two always win:
Your Tax Strategy Plan names every strategy we selected for you and what each is worth.
Your Tax Strategy Tracker shows each of those as a live item with an owner and a status.
Some strategies here will not apply to you. Some things in your plan are specific to your structure and are not described here at all. If a strategy is in your plan, it is in your tracker. If you ever cannot find one, that is a question worth asking, not a reason to worry: email us and we will show you where it sits.
We walk through which strategies apply to you at your Implementation Meeting, then send the documents you need afterward. Nothing below is something you set up on your own.
Home office
We calculate the deduction and the depreciation. Send us these to get started:
Square footage of the space you use exclusively for work, and the total square footage of the home.
Your home purchase price and purchase date, plus any major improvements if you have them handy.
Accountable plan
We send you the written policy after the Implementation Meeting. From then on, email us the business expenses you paid personally and we handle the reimbursement. See the next section for exactly what to send.
Augusta rule
We send the rental agreement and the meeting minutes template. Hold the meeting, then email us the details. We handle the fair rental value and the recording. See the next section.
Payroll, if your management company is an S or C corp
We use Gusto. Set up your account through our link and add us as your accountant in one step:
Set up Gusto and connect Anomaly →
Gusto handles all of your state registrations inside the platform, so you do not have to file with each state yourself. We do not run your payroll. We advise on the amounts, your reasonable salary and the timing, and Gusto processes it.
16
Sending in your accountable plan and Augusta items
You do not calculate anything. Email us the raw details as they happen and we handle the math, the recording, and the bookkeeping entries.
Accountable plan expenses
Business expenses you paid personally that the company should reimburse: home office, cell phone, internet, mileage, travel, and meals with a business purpose.
Send an email like this
Subject:
Accountable plan, Q3 expenses
Body:
Cell phone, $95/mo, about 70% business
Internet, $110/mo, home office
Mileage, 340 business miles
Travel, Denver property visit, Aug 12–14, $1,240
Internet, $110/mo, home office
Mileage, 340 business miles
Travel, Denver property visit, Aug 12–14, $1,240
Keep it plain. No receipts needed. We calculate the allowable amounts, run the reimbursement through the company, and book it.
Augusta rule meetings
When the company holds a meeting at your home. Email the details after each one. We make sure it is properly recorded and book the payment if needed.
Send an email like this
Subject:
Augusta, quarterly planning meeting, Sept 9
Body:
Date: September 9
Location: my home
Who attended: me, my spouse, our property manager
What we covered: Q4 budget, refinance on the Denver property
Length: about 3 hours
Agenda/notes attached.
Location: my home
Who attended: me, my spouse, our property manager
What we covered: Q4 budget, refinance on the Denver property
Length: about 3 hours
Agenda/notes attached.
Date, location, who was there, what was discussed, how long. That is all we need. We handle the fair rental value and the entries.
Send these as they happen. Reconstructing a year of expenses and meetings each spring is how deductions get lost.
17
Quarterly checklist
Every quarter.
Prepare a simple report on the investments and properties.
Send and record the management fee invoice, and confirm the fee was actually paid in cash.
Keep short meeting minutes of the significant decisions.
Log any major decision (a purchase, a sale, new financing) and the reason for it.
Save the advisor and vendor coordination notes.
Execute the ongoing tax-planning items, accountable plan, Augusta rule, and any other strategies outlined in your plan, and keep the backup for each.
18
Annual checklist
Once a year.
Review and set the management company budget.
Review the services provided and confirm the fee still matches the work.
Refresh the entity and ownership map (who owns and controls what).
Review trust ownership and confirm the trust paperwork still lines up with the companies.
Refresh the open-issues list.
If the management company is an S-corp, review reasonable compensation so your salary matches the actual work.
19
Your tax return preparation process
Filing season is the part clients brace for. With a family office structure there are more returns in play, so it should be the least eventful thing we do together. The work that matters already happened during the year.
JANUARY
Your tax organizer goes out. Nobody enjoys it. We do not enjoy sending it. But the government requires us to ask certain questions in writing, including a few that will feel oddly specific about foreign accounts and digital assets, so we ask them. Most of it is a short confirmation that nothing changed.
FEB / MAR
We tell you the deadline to get us your documents. Entity returns come first, because they produce the K-1s your personal return depends on. If everything is in by then we file on the original due date. If life is busy, we extend, and that is a completely normal outcome rather than a failure.
AS WE GO
We reach out with open items and questions. Expect a short list, not a scavenger hunt, and expect it to be specific. If we ask something twice it is because the answer changes the return.
THROUGHOUT
Your Tax Project Manager keeps you updated. You will know where every return stands without asking. Nothing to chase, nothing to worry about.
About extensions, because they get a bad reputation
Most of our clients extend, and most high net worth taxpayers do. It is the norm at this level, not a warning sign. An extension is a planned choice that buys time to file a complete, accurate return, and a return filed accurately later in the year draws fewer questions than one amended twice in April.
With multiple entities this matters more, not less. K-1s from your own subsidiaries, from outside partnerships, and corrected 1099s all arrive on their own schedule, and rarely on ours. Extending gives those documents time to land so the returns agree with each other.
The one thing to know: an extension extends the time to file, not the time to pay. We calculate what to send with the extension so you stay penalty-free, and you will have that number from us in advance.
In short
You answer the questionnaire, send what we ask for, and reply when we have a question. We handle the rest and we tell you where things stand. There is no version of this where you are left guessing in April.
20
Your year at a glance
One click, then stop thinking about it
Put your payment dates in your calendar
Adds your next six quarterly payment dates, each with a reminder. Apple Calendar and Outlook users, use the button. Google Calendar users, use the date links below. Every date lands five days before the IRS deadline, so there is time to move money and ask us anything before it is due. Works with Apple Calendar, Google Calendar, and Outlook.
Using Google Calendar? Tap each date instead
The button above downloads a calendar file, which Apple Calendar and Outlook open directly. Google Calendar does not open those files from a browser, so these links add each date straight to your Google calendar instead. Either way, we send you the exact amount and the voucher in advance, so when the reminder appears you already know what to pay.
The recurring dates that keep the structure current. We remind you ahead of each, but put them on your calendar too.
Each quarter
Estimated tax payments, the management fee invoice and payment, the quarterly report, and short minutes. (Federal estimates fall around Apr 15, Jun 15, Sep 15, and Jan 15.)
Annually
The annual transfer of future value to the trust, the management-company budget and fee review, and the entity/ownership refresh. These usually land early in the year while we plan.
Spring
Tax returns are prepared and filed (or extended). Your entity K-1s feed your personal return.
1–2× / year
Your strategy meeting with the Anomaly team, review performance, plan the next moves, confirm the fee still matches the work.
Exact dates shift with weekends, holidays, and your filing situation. Treat these as the rhythm, not the deadline of record. We confirm each one with you.
21
Tell us when this happens
These moments change the structure or the plan. Loop us in before you act. A quick call now prevents an expensive fix later.
You're buying or selling real estate or a business.
A new investor or partner, especially one outside the family, wants in.
You're taking on financing or refinancing inside the structure.
A large liquidity event, windfall, or big change in income.
You move states, or spend enough time in another state to trigger filing there.
A family change: marriage, divorce, a birth, or a death.
You want to change who manages or who owns any part of the structure.
You start a new business or activity and aren't sure if it belongs inside or outside.
Get an IRS or state notice? Don't respond on your own, forward it to us. Notice support is included in your engagement.
22
What protects it, what breaks it
Protects it
✓ Separate bank accounts for every entity.
✓ Pay fees against invoices, in cash, on a regular cadence.
✓ Keep simple minutes and a decision log.
✓ Keep the management company a service company only.
Breaks it
✕ Commingling personal and entity money.
✕ Sweeping all holding company income to the management company (a 100% fee).
✕ Papering documents after the fact to look done earlier.
✕ Letting the management company own appreciating assets or real estate.
✕ Skipping the trust steps (amendments and consents) when ownership changes.
Traps that quietly undo the structure
Missing the annual transfers. Moving future value to the trust is usually done on a yearly rhythm. Skip a year and the plan stalls, put the transfer on the calendar and let us document each one.
Not following your operating agreement. The OA says who decides what, how the manager acts, and how money moves. If you operate differently from what it says, the paperwork stops matching reality. That is exactly what gets challenged.
Fees with no work behind them. A management fee paid in a quarter where the company did nothing is a red flag. Fee follows real service, every time.
Signing where you should have a consent or minute. Big moves such as buying, selling, financing, or changing ownership need the matching resolution or trustee consent. Get it before you act, not after.
Treating an entity account like a personal wallet. One personal charge on a company card, or one company bill on a personal card, weakens the separation that protects everything.
When you are unsure whether something belongs inside or outside, or whether a payment should run through the management company, ask your Anomaly team before you move the money.
23
Working with your other advisors
You have an attorney, likely a wealth manager, a banker, and an insurance advisor. A family office structure only works when those people and we are looking at the same picture.
Introduce us, and tell us we can speak with them directly. Every round trip through you costs a week. One email giving us permission removes that permanently.
Loop us in before you act on tax advice from someone else. Not to overrule them. To make sure it fits the structure we already built and does not undo a strategy you are paying for.
Send us the documents they produce. Operating agreements, trust documents, buy-sell terms, loan documents. They change the tax answer more often than you would expect.
Our investment and retirement partner
Apex Investment Group
Retirement plans are where tax planning and investing meet, and the two decisions cannot be made separately without leaving money on the table. We work directly with Apex Investment Group so the plan design, the contribution math, and the tax result are set together rather than after the fact.
Ask us for an introduction on any of these
Solo 401(k) and company 401(k) plans
Defined benefit and cash balance plans
Business and personal retirement strategy
Personal investing and financial strategy
Email us before you open a plan or move an account. We will make the introduction and stay in the conversation, so what gets implemented matches what your tax plan assumed. If you already have an advisor you are happy with, keep them and introduce us instead. The point is that the two sides talk.
24
Getting help
Our knowledge base has plain answers to the questions that come up most, deadlines, documents, how a strategy works, what to send us.
Can't find it there? Email your Anomaly team. No question is too small. Asking first is always cheaper than fixing after.
25
Glossary
Holding company (HoldCo)
The entity that owns your investment assets, usually through subsidiary LLCs. The vault.
Management company (ManagementCo)
The service entity that does the work and bills a fee. Owns none of your wealth assets.
Subsidiary LLC (sub-LLC)
A company under the holding company that holds one type of asset, e.g. a single property, to isolate its risk.
Member vs manager
The member owns an LLC; the manager runs it. Your structure separates the two on purpose: the trust is member, you are manager.
Operating agreement (OA)
The rulebook for an LLC: who decides what, how the manager acts, and how money moves. Operate the way it says.
Distribution
Money paid out from a company to its owners. Your money coming home.
K-1
The tax form that reports your share of a partnership's or S-corp's income; it feeds your personal return.
Accountable plan
A written policy that lets the company reimburse you for legitimate business expenses tax-free, with proper backup.
Augusta rule
A rule that lets you rent your home to your business for up to 14 days a year without reporting the rental income, when properly documented.
Reasonable compensation
The salary an S- or C-corp must pay you that fairly matches the work you actually do.
Reference
What the management company can typically deduct
A business can deduct expenses that are ordinary and necessary to running it. For a management company, that means costs of actually delivering the services it bills for. This is a starting list, not a complete one, and every item still needs a business purpose and a record.
Payroll and contractors
Wages for people doing real work, plus payroll taxes and benefits.
Professional fees
Accounting, tax, legal, and consulting tied to the business.
Office and rent
A dedicated office, or a home office reimbursed through the accountable plan.
Technology
Software subscriptions, hardware, hosting, phone, and internet.
Insurance
General liability, professional liability, and other business coverage.
Travel
Trips with a business purpose, documented at the time.
Meals
Business meals, generally 50% deductible, with who and why recorded.
Education
Training and continuing education that maintains or improves the skills used in the business.
Dues and subscriptions
Trade associations, professional memberships, industry publications.
Marketing
Website, branding, and advertising for the services provided.
Bank and merchant fees
Account fees, processing fees, and interest on genuine business debt.
Depreciation
Equipment and furniture used in the business, written off over time.
Not deductible here: Personal or family living costs, clothing you would wear anyway, commuting, country club and most entertainment, political contributions, and anything you cannot tie to the services the company actually provides. When in doubt, ask us before you run it through.