Publications

Tax Planning for Stock Options

Tax Planning for Stock Options

Stock options, that is the contractual right to buy the stock of an employer by an employee at a discount price, remains a popular way for companies to compensate employees without incurring an immediate financial cost, and for employees to receive some participation in the equity of the company without incurring immediate income taxes. If you have stock options, whether Qualified or Non-Quantified, is important to consider not only when you might exercise the options during your lifetime, but also how you might hold the options after your death.

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Advising Investors And Collectors Of Gold
Gold, Tax Planning, Investments Matthew Erskine Gold, Tax Planning, Investments Matthew Erskine

Advising Investors And Collectors Of Gold

Investing in gold: Investors buy gold as a hedge against the rise of inflation, the fall of the stock market, or the change in the strength of the dollar. The two common ways of investing in gold is to hold gold indirectly, either through a fund that holds gold directly, for example, the Gold ETF (ticker symbol GLD); or hold stock in companies that mine and refine gold, such as Barrick Gold (ticker symbol ABX), or directly by buying bullion, either in the form of coins or bars

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Why Having A Chief Of Staff For A Family Business Helps Avoid Disasters

Why Having A Chief Of Staff For A Family Business Helps Avoid Disasters

The whole blame nor the whole praise for the failure or success of family businesses lies with the leadership or the collective family business organization. Leadership must understand that there are flaws within the family business organization; and, a leader is willing to undertake the institutional risks to fix those flaws.

Many times it requires more than just an Alpha leader but also a Beta leader, or a chief of staff from outside the organization, such as lawyer , accountant or other professional who is able to execute on the changes as they are needed

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Yvon Chouinard And The Patagonia Purpose Trust— What Is It And Will It Work?

Yvon Chouinard And The Patagonia Purpose Trust— What Is It And Will It Work?

The Patagonia Perpetual Trust and the non-profit Holdfast Collective is, in my opinion, and elegant strategy to achieve Yvon Chouinard’s, and his family’s, objectives. Though the Purpose trust they will be able to ensure the succession of the management of the company and, hopefully, its profitable existence for decades to come as well as a high level of satisfaction for all of the stakeholders in the company. Through the Collective, those public policy and charitable purposes of Chouinard will benefit from the profits of the company. The only one who loses will be the government, since if the entire $3 billion value of the company was taxable Chouinard’s estate would owe $1.6 billion, or more if after 2025, in federal estate taxes.

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Exiting The US: Procedure And Taxes
Taxes, Expatriation, Tax Planning Matthew Erskine Taxes, Expatriation, Tax Planning Matthew Erskine

Exiting The US: Procedure And Taxes

A number of US citizens talk of leaving the country, few understand how complicated and lengthy the process can be. Covered expatriates

The law covers people who leave and are either: 1) US citizens or, 2) long-term permanent residents who have held green cards for eight of the last fifteen years who give up their green card. Both are subject to an immediate "Exit Tax" on unrealized gains on their assets, both in the US and worldwide, including grantor trusts and future gifts to US citizens and residents.

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What Is A Trust?

What Is A Trust?

What is a Trust? A Trust is created when you transfer the financial benefit of property to a third party while keeping the legal ownership and control by appointing themselves, a financial institution or another individual as the Trustee. In short, a Trust is set up by a Grantor, managed by a Trustee, and benefits the beneficiaries. Separate people can hold each of these roles, or the same person can hold all three.

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What Is A Will?
Wills, Wills and Trusts, Beneficiary Matthew Erskine Wills, Wills and Trusts, Beneficiary Matthew Erskine

What Is A Will?

Why should you have a Will?

A Will makes the transfer of your personal and real property according to your wishes into an orderly and seamless process at your death. The Will can be as simple or as complex as your desires require; but in all cases, it should clearly define what your assets are, to whom you wish those assets to go and who you nominate to administer your estate. This is the short answer to the question as to what a Will is. If you have other specific questions, you should consult your estate planning professional.

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Why Its Important To Write A Good Thank You Letter
Charitable Donations, Deed of Gift, Tax Planning Matthew Erskine Charitable Donations, Deed of Gift, Tax Planning Matthew Erskine

Why Its Important To Write A Good Thank You Letter

What we were all told as children—it is important write a prompt thank you letter for any gifts received, even that eye-searing sweater you hide in the closet. This goes doubly so for charities who receive a donation. Donors should check whether the documents from the charity acknowledging their donation includes the amount of cash donated, a description of non-cash donations, whether there are any goods and services provided in return for the donation and what the estimated value of those goods and services might be.

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Estate Planning During A Bear Market
Financial Planning, Estate Planning Matthew Erskine Financial Planning, Estate Planning Matthew Erskine

Estate Planning During A Bear Market

In April of 2022, the stock market officially entered Bear Market territory. Bear Markets occur when the market declines more than 20% below a recent market high, in this case the 52-week market high. Why the market has declined has been attributed to many different factors, such as inflation, the energy shortages, the War in Ukraine, and so on – each contributing to investor’s fears and a desire by investors to cut their losses. In the short term, the volatility of the markets will remain. Estate planning is a long-term strategy, so what about the long term?

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10 Ways to Prepare to Help Your Parents Manage Their Finances
power of attorney, healthcare proxy Matthew Erskine power of attorney, healthcare proxy Matthew Erskine

10 Ways to Prepare to Help Your Parents Manage Their Finances

10 actions you can take that help open the lines of communication and determine where you can play a role in managing your elderly parents’ finances. Asking questions about their long-term financial plans and what they've done to prepare for them will give you a better sense of how you can assist them with real estate, investments, and collections.

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Common Client Tax Planning Problems Cheat Sheet

Common Client Tax Planning Problems Cheat Sheet

Although there are many new and interesting tax planning techniques, sometimes it is the tried-and-true standards that are overlooked, that may best provide the solutions to estate and income tax problems. Here is a useful list of estate planning scenarios and possible solutions.

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Executive Order Makes Policy On Crypto Less Cryptic
Cryptocurrency, NFT, Digital Assets Matthew Erskine Cryptocurrency, NFT, Digital Assets Matthew Erskine

Executive Order Makes Policy On Crypto Less Cryptic

An executive order outlining six key priorities focused on American competitiveness, central bank digital currencies (CBDCs), and proactive legislation. The more proactive approach to the growth and regulation of the digital asset sector in the U.S. is an acknowledgment of the hundreds of thousands of investors looking to embrace crypto and web 3.0 in U.S. markets.

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Estate Planning For Foxes And Hedgehogs
ADHD, Estate Planning Matthew Erskine ADHD, Estate Planning Matthew Erskine

Estate Planning For Foxes And Hedgehogs

Most estate planners think like hedgehogs. They know everything about estate planning. That works well for most clients, but others need the more difficult help of a fox, especially entrepreneurs (and people with attention-deficit/hyperactivity disorder).

In other words, clients who make impulsive, sub-optimal decisions, whose choices are guided by smaller, immediate rewards instead of larger, long-term ones, and who make such errors in their planning, organization, self-regulation, and prioritizing when choosing courses of action.

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Reporting Requirements For Cryptocurrencies And NFTs Begin In 2023
Income Taxes, NFT, Tax Planning Matthew Erskine Income Taxes, NFT, Tax Planning Matthew Erskine

Reporting Requirements For Cryptocurrencies And NFTs Begin In 2023

Planning on acquiring, digital assets, here is what to expect before the end of 2022?

Crypto Exchange, will collect a Form W-9 from you (seeking your taxpayer identification number) transactions subject to the reporting will include not only selling cryptocurrencies for fiat currencies (like U.S. dollars), but also exchanging cryptocurrencies for other cryptocurrencies, Form 8300 reporting of cash transactions will presumably follow the same effective dates.

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Estate Planning For Foxes, Entrepreneurs And People With ADHD
ADHD, Entrepreneur, Small Business, Neurodiverse Matthew Erskine ADHD, Entrepreneur, Small Business, Neurodiverse Matthew Erskine

Estate Planning For Foxes, Entrepreneurs And People With ADHD

So, here are some helpful tips for you, if you are an entrepreneur or a person with ADHD and need to do some estate planning (or any type of decision making for that matter):

• Write it down: Writing your goal and your scenario down requires you to think through the process. Remember, if it is not in writing, it does not exist (at least as far as the probate court is concerned).

• Make snap decisions: In times of crisis, it is better to do something, even if it not the optimal thing, than to do nothing.

• Have a dictator: Find someone to whom you declare your goals and objectives. Give them the right to impose firm standards from the outside.

• Record what you have learned: When you do get something done, record it and learn from it, good or bad.

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People Will Pay For Comics NFTs: Why Does It Matter?
NFT, Bit Coin, Art Collections, Art Matthew Erskine NFT, Bit Coin, Art Collections, Art Matthew Erskine

People Will Pay For Comics NFTs: Why Does It Matter?

NFT collectors value the ownership and control of these digital assets, often above their market value so estate planners must utilize and take advantage of unique estate planning techniques, such as a scenario planning process, illustrating for the clients, the process used to preserve the ownership of these assets, as if we were telling a story, in which the desired ending satisfies the client’s needs.

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