2020 Year End Tax Planning Tips

As we approach the end of the weirdest year ever, nearly everyone wants 2020 to be O-V-E-R (unless you love birthdays, and your birthday is between now and December 31st).

The year-end countdown has begun, and soon it will be too late to make certain positive changes to your 2020 tax situation.  Several of these items, if addressed now, could make a big or small difference to your 2020 tax filing, AND add to your savings.

Several of these items, if addressed now, could make a big or small difference to your 2020 tax filing, AND add to your savings. Photo by Thirdman on Pexels.com

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The Biggest Winners

It is only fair that if there was an edition two weeks ago titled “Biggest Losers” there be an accompanying edition, “Biggest Winners.” Because there are A LOT of winners out there. But the financial and news media do not sell advertising talking about winners.

Here are the most obvious Winners, especially financially speaking:

Several of my clients and I painfully combed through their spending as part of the financial planning process. In most cases, these people came out with a greater awareness of who and what is most important to them.

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Politics, Grief & Money

Is it just me or has the election season and political climate made it feel like someone died? In fact, in the case that someone actually has died in the past 8-12 months we have not even been able to grieve in a healthy way.

What a topic for a Friday! And why am I bringing it up? This topic could take far more than 2 minutes to cover (don’t worry, I’ll keep it short).

Unfortunately, people do pass away. I have experienced both tragic and sudden death in my family. Death is a terrible and sad topic, but certain aspects of death need to be addressed within the concept of money – as harsh as that sounds. Grief is part of the topic too.

Find someone to trust to walk alongside you in times of grief so that your money and financial life are the crutch you can lean on to get you through to the other side of grief and hard times.

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Biggest Losers

Upon recently personally experiencing the multiple shocks of:

  • Minimal amounts of people at rush hour in one of the typically busiest cities and train stations in the world,
  • Open parking spaces and empty parking lots at one of the busiest train lines in the world,
  • No lines at Starbucks in the typically busiest city in the world…

… I started thinking bigger-picture about who will be most deeply affected in the intermediate-term by the virus pandemic and the resulting slow-downs, shut-downs, cuts, and service eliminations. Near the top of the list of business types and job types negatively affected are (obviously),

  • Restaurants and their owners
  • Airlines
  • Commercial real estate property owners
  • Business conference managers
  • …the list goes on.
New York Penn Station at the morning “rush hour”, October 2, 2020.ation at “rush hour”

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Tax Traps, Part 1

Talking taxes on a Friday is a lot easier than talking taxes on a Monday! Believe it or not, at this time of year it is smart to be talking taxes no matter what. Preparation and planning are the name of the game.*

The issue of higher FUTURE taxes is critical to clients of all income levels – especially those in higher tax brackets – and all ages. You will hear me repeatedly hammering home this “tax trap” issue – with the research and collaboration from my sources to back it up.

Here is some “good” news when it comes to taxes and tax strategies: the Roth IRARoth IRA conversion and Roth 401k are alive and well for now. The “good” part is that for nearly ALL reading this, you ARE eligible for both the Roth IRA conversion and the Roth 401k (if your company offers a Roth 401k) even if you are in the higher/highest income brackets or own a business! And these strategies can be employed NOW for 2020 and 2021.

The issue of higher FUTURE taxes is critical to clients of all income levels, especially those in higher tax brackets
Photo by Karolina Grabowska on Pexels.com

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The SoftBank “Secret”

By now, most investors know that in late February of this year through mid-March the stock markets kind of crashed. It was a matter of 31 days from February 20th to March 23rd….not that I had to look that up or anything.

It was swift and ugly. And then, the stock markets both suddenly and slowly recovered, hitting it big in April and then gradually reaching new all-time records by September. Hmmmm… how does that work? Is it “free markets”? More buyers than sellers? Individuals throwing money at stocks?

SoftBank reported $4 billion of options trades representing $50 billion of underlying value in the same handful of technology stocks in the US.

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Jobs In Demand

From an edition of TGIF 2 Minutes in early March 2020….

As we continue to watch both from the sidelines and the interior of the Coronavirus tragedy, there exist lessons learned and lessons yet to be learned. Mistakes made past and present. In looking at history and researching the aftermath of past global tragedies there is evidence of subsequent innovations along with lucky breaks that surpass the imagination.

Photo by ELEVATE on Pexels.comLogistics may be an under-rated career – perhaps never as valuable as today. And certainly, fairly recession-proof.
Photo by ELEVATE on Pexels.com

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All Cash?

“Do I go to all cash?”

“Do I go to all cash at least until after the election?”

More than a few people have asked me this question over the past several months. Even more people have probably asked themselves this question. The answer, if historical data of the S&P 500 index is a guide, is a firm NO.

This chart illustrates the impact of missing just the 25 best days in the market, the 15 best, 5 best and 1 best day.

The chart above illustrates the impact of missing just the 25 best days in the market, the 15 best, 5 best and 1 best day. The days are NOT CONSECUTIVE, they are random best days. If missed, the majority of stock market gains are missed.

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The Only Game in Town

Stocks are now officially virtually “the only game in town.” As of Thursday’s announcement by the US Federal Reserve, their benchmark interest rate will remain at near-zero for the foreseeable future. The “foreseeable future” has been indicated as at least 2022 and perhaps beyond. The “benchmark interest rate” set by the Fed dictates interest rates on most money markets, bonds, and CDs – and most mortgages. This discussion is focused on bonds, CDs, and money markets versus stocks.

In this environment where “stocks are virtually the only game in town” for investors looking for return, rebalancing is a MUST.

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The Elephant in the Room

“Elephant in the room,” “ticking time bomb”…whatever you wish to call it, there is an issue currently present but not talked about nearly enough. The issue hits a nerve with nearly everyone – investor/saver or not. The issue is taxes – more specifically future taxes on retirement savings. Unfortunately, the issue has become so politicized that its true impact has almost been forgotten.

 Tax rates and total taxes paid may be higher or the same as today for lots of savers in retirement.

Back in 2016, I discussed part of this topic in TGIF 2 Minutes. (Click Death & Taxes to read.) At that time, the focus was soaring healthcare costs.

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