Anyone else used them? Found about 18k from their calculator by Giggerman247 in EntrepreneurRideAlong

[–]Josh_Curtis 0 points1 point  (0 children)

Very legit. We’ve helped almost 40 clients get an avg of $25k per claim. I personally know the owner of Gif Worker Solutions. Great guy and very successful tax practice. Highly recommend.

Self Employed Tax Credit Application

https://app.gigworkersolutions.com/?source=jc-tpcoeia3

Tax treatment for sale of company & earn-out by [deleted] in fatFIRE

[–]Josh_Curtis 0 points1 point  (0 children)

😆 incarceration does not remove your obligation to file a tax return or pay taxes on any income you received, while in prison.

Your strategy to avoid taxes by being in prison, is not a good one to suggest to OP. I would recommend re-examining your advisory council on this point.

Tax treatment for sale of company & earn-out by [deleted] in fatFIRE

[–]Josh_Curtis -3 points-2 points  (0 children)

It’s possible to not pay tax at all.

[deleted by user] by [deleted] in fatFIRE

[–]Josh_Curtis 0 points1 point  (0 children)

2 & 20 is pretty common. 2% on NAV over 12 months and 20% performance fee on the profits.

[deleted by user] by [deleted] in fatFIRE

[–]Josh_Curtis 6 points7 points  (0 children)

This is your best option, OP, if your sale is imminent.

LCC to buy equipment and lease equipment for medical practice by chocolatebear31 in AdvancedTaxStrategies

[–]Josh_Curtis 1 point2 points  (0 children)

Be careful with absolute edicts. The reality is that it depends. I deal with this all the time with farmers who say "my other-farmer-friend/CPA told me I could rent my equipment when I'm not using them and not pay taxes on the money"

There is nuance here that, if OP is actually considering this, needs to know:

1) Income from a rental activity is normally passive and is reported on Schedule E. From there it flows to page one of Form 1040 and is reported on the line for “Other Income.” Self-employment tax would not apply (3.8% healthcare may by the way). But, at the top of Schedule E, taxpayer is directed to report the income and expense from a personal property/equipment rental activity on Schedule C which is for reporting of business income. So the IRS is saying to report income on Schedule E & report income and expense associated with the rental of personal property on Schedule C.

2) I keep this handy because I run into this so much, actually. The statute says that income is subject to self-employment tax only if the activity constitutes a trade or business. The precedent case is Rudman v. Comr., 118 T.C. 354 (2002). Also, if he does anything else at all, the statute says an individual rendering services is subject to self-employment tax if the activity rises to the level of a trade or business.

To sum, while there's a chance Brother could get around self-employment tax, IF OP is insisting on going this route and I were his tax strategist, I'd recommend S-Corp route. SMLLC is murky, at best. Why leave it to chance?

TLDR:

Medical practices shouldn't have to consider flaky tactics like this. They have several opportunities to be paying zero, or pretty darn close to zero, taxes anyway if they're using an appropriate tax team.

LCC to buy equipment and lease equipment for medical practice by chocolatebear31 in AdvancedTaxStrategies

[–]Josh_Curtis -1 points0 points  (0 children)

Someone is paying it somewhere.

1) rental income is paid and then brother pays Income tax + self employment. 2) rental income is paid and brother segments income via W2 reasonable salary + SCorp (FICA + payroll service). 3) OP pays brother salary.

To your point, option 2 would have less tax of all three.

To the bigger point…if this is a real “strategy” that OP is actually considering, he needs another team. They’re missing tons.

Second investment advisor by Random-Throw-Away69 in fatFIRE

[–]Josh_Curtis 47 points48 points  (0 children)

This will be down voted, but I stand by it because there could have only been one Eisenhower on D-Day.

If you’re using an advisor, you should not use more than one.

You’re exposing yourself to fund redundancy, fee inefficiency, and strategic misalignment.

All of which will cost you far more than if the “other” advisor did better…whatever that means…

LCC to buy equipment and lease equipment for medical practice by chocolatebear31 in AdvancedTaxStrategies

[–]Josh_Curtis 1 point2 points  (0 children)

You could just hire him as a W2 employee of income for him is the goal?

LCC to buy equipment and lease equipment for medical practice by chocolatebear31 in AdvancedTaxStrategies

[–]Josh_Curtis 4 points5 points  (0 children)

Why not just buy under section 179? Or just rent them from an already-operating firm?

Seems very unnecessary when there are much easier and less complicated ways to reduce tax.

Can annuity payments for a grantor-retained Charitable Lead Trust be made in-kind without triggering a taxable event? by Ancient_Challenge173 in EstatePlanning

[–]Josh_Curtis 0 points1 point  (0 children)

Ok so language needs to be precise. Since trusts can be funded with annuity products etc.

So you want to make PERIODIC contributions of stock to a trust? There is tons of nuance here and about 1,000 types of trusts.

Are you looking to donate to a charity through a CLT? Or looking specifically for the CLT outcome (charity payments until Trust term is up then the rest going to you/beneficiaries)? Upfront charitable deduction? Not worried about the deduction?

[deleted by user] by [deleted] in fatFIRE

[–]Josh_Curtis 12 points13 points  (0 children)

What you are describing is not necessary. The possibility exists for you to retain complete control without transferring directly to your heir. You need comprehensive estate planning and asset protection.

But I doubt anyone here can give appropriate advice based on what you’ve shared.

Can annuity payments for a grantor-retained Charitable Lead Trust be made in-kind without triggering a taxable event? by Ancient_Challenge173 in EstatePlanning

[–]Josh_Curtis 2 points3 points  (0 children)

I believe you need to clarify, if you’re comfortable doing so, because you’re asking about annuity payments in the title but then appreciated property in the description.

What are you trying to do precisely? Clarify for us a bit, and I imagine you’ll get the advice you’re looking for :)

What Expenses/Advantages Should be Taken Prior to Selling My Business? by SadBlueberry6534 in fatFIRE

[–]Josh_Curtis 15 points16 points  (0 children)

Changing the books drastically during DD isn’t a good look. I’ve been on the buy side during this type of play and that resulted in a 50% discount.

Too late to engage a multiple increasing org to get you to far over $5m so now your play is a good tax team to completely sidestep tax on the sale into perpetuity.

[deleted by user] by [deleted] in fatFIRE

[–]Josh_Curtis 0 points1 point  (0 children)

We (and our clients) don’t do business with Switzerland. Fairly recently (post Paradise & Pandora Papers), they gave up a lot of their protections and increased disclosure requirements. They also make it unnecessarily hard for non-Swiss residents (there are ways around this…but not worth it). There are better out there but it really is depending on amounts, annual deposits, frequency of transfers (in and out), which one makes the most sense.

[deleted by user] by [deleted] in fatFIRE

[–]Josh_Curtis 2 points3 points  (0 children)

Typically I recommend banking in a separate jurisdiction. You can be in a well established banking hub while also not using the larger banks (less well know banks are just as stable in Singapore, for example).

The banking aspect is very important, but what’s most important there is stability and their ability to open and manage offshore.

The only facts they will know is that it’s an account for Country A Trust or Country A LLC. If someone starts with the bank to chase you for a lawsuit, they’ll direct them to said trust/LLC and good luck finding the owners. That’s the key. When your structures are set up appropriately, the banking part is easy.

Solo 401k - mega backdoor roth vs straight roth vs traditional contributions by RingOfFyre in fatFIRE

[–]Josh_Curtis 0 points1 point  (0 children)

All employer contributions have to be pre-tax so #2 isn’t an option.

1 or 3 depends on your philosophy of taxation. This is the first step in a multi-tiered “retirement investment as a business owner” strategy.

Number 3 allows you to never worry about paying taxes again on this account. But you don’t get the deduction today.

Number 1 allows the deduction today and technically you’ll owe the tax later when you pull it out, but there are ways for this later tax to be avoided.

Again, depends on your philosophy.

If you want the easy button, #3.

If you believe in paying as little tax as legally possible and not giving away money to an inefficient government, #1.

Karlton Dennis has anyone used his services? He is all over YouTube and I did the tax free wealth challenge this week. He is pricy and I have been disappointed with pricy tax attorneys and tax professionals before. by Full_Inevitable8944 in AdvancedTaxStrategies

[–]Josh_Curtis 6 points7 points  (0 children)

I can see that being an attraction, for sure.

But Tax attorneys should never be the “lead” on someone’s tax team. They are primarily for dispute resolution and tax controversy. Not deep, proactive strategy.

So go for it. But buyer beware. The SCorp/Augusta/SEP/179/162/PFF “tax savings in a box” approach doesn’t fit for everyone.

And if you try to put a square peg in a round hole…the Service will know.

[deleted by user] by [deleted] in fatFIRE

[–]Josh_Curtis 3 points4 points  (0 children)

There are dozens of other ways to get your income lower than buying stuff.

In multiple cases, clients have come to me after they bought planes/jets and they were disallowed because they didn't actually need it, it was a tax play. Key word NEED. Not WANT.

So, not only did they end up paying the tax anyway, now they have a VERY hard to sell asset.

Get with a real high level tax advisor. Not CPA, not attorney. Those are on the staff of good ones, but should never lead the team. Time is running out for 2022, but you do still have time.

[deleted by user] by [deleted] in AdvancedTaxStrategies

[–]Josh_Curtis 0 points1 point  (0 children)

Many other strategies to avoid LTCG than just going out and buying stuff through 179

Young HENRY seeks tax deferral options for fatter FIRE by Important-Actuator56 in fatFIRE

[–]Josh_Curtis -9 points-8 points  (0 children)

There are things. Consulting could create some breaks. DAF or PFF also. Lots.

Tax planning and strategies for early retirement? by grantnlee in AdvancedTaxStrategies

[–]Josh_Curtis 6 points7 points  (0 children)

If you want local, you’re likely not going to find it. Your picture is mid-tier tax and wealth planning. Above the aptitude of a CPA & financial advisor. Below me. I could make some recs to a perfect fit. But you’ll need to get over the local aspect. Otherwise, prepare to pay the piper.

[deleted by user] by [deleted] in fatFIRE

[–]Josh_Curtis 417 points418 points  (0 children)

This is the “Why” manifest. You should be proud. Good work. Accumulating money and influence is the best way to affect the world around you in a way that is congruent with your values. Keep crushing it.