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A Rainy Day Job Worth Doing

June 9, 2026 by Jason P. Tank, CFA, CFP, EA

Estate planning is not very enjoyable for most people. I’d guess that the majority of us would rather clean out the garage or tackle our messiest closet. Fight that urge!

Instead of leaving a mess behind, I’d encourage you to pick a stretch of rainy days, spread out your paperwork, and organize your thoughts. It actually looks like we’re about to have a pretty long stretch of rain. Try to put it to good use.

Let’s start with your last will. It names your personal representative who will handle your affairs after you’re gone. Often people just leave everything to their spouse or to their children. But, you can also allow you to identify specific items you may want to leave to certain people. If you set things up properly, your last will really won’t have any control over any of your assets that already have named beneficiaries. If things are done right, your personal representative might actually have very little to do.

One major goal with estate planning is to avoid probate court and make things easier for your heirs. While probate is not the worst outcome, it just creates hoops for your family to jump through. If you are organized, you can avoid probate by assigning a “home” for each of your assets after you die.

There are basically two estate plan approaches to choose from to help avoid probate; a beneficiary-based setup or a trust-based plan.

There are some very classic reasons for going with a trust-based plan. For example, trusts are a good fit for people who have young children, loved ones with special needs, situations that involve multiple marriages or just wanting more control over how and when your assets are distributed after your death. Your estate planning attorney will steer you in the right direction.

Regardless of the probate avoidance path you choose, you should start by reviewing every account or asset you own. These include your IRAs, retirement plans, life insurance, annuities, after-tax investment accounts, bank accounts and your real estate. Make sure you’ve named both primary and contingent beneficiaries for each one.

Now, your home is a different animal. In Michigan, a Lady Bird Deed often works like a beneficiary designation for your house. The people you name will receive the property after you die, without having to deal with the probate process. If you go with a trust-based plan, your trust can own your real estate, instead.

Finally, you’ll also need some documents for situations where you’re either incapacitated or even temporarily unable to handle your own affairs. A patient advocate designation, often called a health care power of attorney, names someone to make your medical decisions for you. A durable power of attorney for financial matters names an agent to handle your business affairs. Think through the people who can play these roles for you. Remember, you can always change your mind, so don’t overthink things at the expense of doing nothing. And, we all know that doing nothing is way too easy.

Of course, I am not an attorney. Sitting down with one to draw from their professional experience is really important. But, try to arrive somewhat prepared. It will save time and money, and your estate planning attorney will appreciate it.

Estate planning is not anyone’s idea of summer fun. But neither is leaving your family with a big, disorganized mess to clean up later. Believe me, they’d much rather deal with your garage or closet.

AI’s Double-Edged Sword

May 26, 2026 by Jason P. Tank, CFA, CFP, EA

Artificial intelligence is being woven into nearly everything. Some of it is highly visible. Much of it is working silently beneath the surface. And, its impact is very hard to overstate.

AI tools are supercharging productivity for businesses and workers. Plain and simple, companies are finding tons of ways to do far more with fewer people. Things that once took hours can now be done in minutes. Job functions in data analysis, customer service and administrative work is increasingly being automated. Once you experience AI’s power, you cannot imagine ever putting the genie back in the bottle.

Investors clearly see it. It’s one of the biggest reasons the stock market continues to sit near all-time highs, despite a long list of uncertainties.

We all see our global alliances increasingly strained. Wars have broken out that threaten our energy sources. China’s growing threat toward Taiwan is simmering in the background. Political tensions are high as we head into yet another election cycle. Inflation pressures have jumped once again and the Fed has totally reversed course as it now openly contemplates hiking, not cutting, interest rates.

Normally, this is a backdrop that would create market stress, not market highs. Yet, stocks continue rising because investors believe in AI’s game-changing impact.

But, we’re beginning to see some early signs of a backlash. College graduates are openly showing anxiety about the effect of AI on their job prospects and overall futures. Politicians are just starting to talk about the need to protect workers. Even the pope has chimed in. The backlash is only going to grow louder from here. Their concern about AI is totally understandable.

AI is currently disrupting traditional, knowledge-based jobs. Just look at the headlines about layoffs from tech companies. It’s underway. But the next wave is just around the corner. While it may take a few years, AI-embedded robotics are quickly coming after many physical jobs, too.

So, while AI may – for a while, at least – continue driving productivity gains, higher profits and record stock prices, it will absolutely leave us with serious social questions to answer.

In what way will those who benefit most from AI be required to share with those who have been replaced by it? Will we need some level of universal income? How much? And, what role does meaningful work play in our lives as humans?

From my vantage point as a wealth manager, things are certainly complicated today. The opportunities AI is creating are very, very real. But so are the risks. Beneath all of the justifiable excitement surrounding AI today, there is simply no doubt that it’s a sharp sword that can and will cut both ways. The trick, I suppose, is knowing when the blade starts to swing back the other way. 

Estates, Donations and Losses

April 24, 2026 by Jason P. Tank, CFA, CFP, EA

Q: We had our financial planner look over our estate plan. She told us our IRA beneficiary setup is completely separate from how our trust distributes things. We had no idea. Is this right?

A: Your planner is absolutely right. Your IRA money won’t just automatically follow the language laid out in your trust. Unless you named your trust as your IRA’s beneficiary – something I don’t often recommend – your IRA is essentially a standalone asset with its own marching orders when you die.

Think of your estate plan as having two hands. Your left one might hold assets like your real estate, your taxable investment accounts and your bank accounts. These will go to your heirs based on your will or your trust’s language. Your right hand might hold your retirement accounts, like IRAs, 401(k)s, annuities and insurance policies. These transfer directly to the named beneficiaries that are on file for those accounts.

So, it’s pretty important that your left hand knows what your right hand is doing! 

Q: You recently mentioned there’s a new tax rule that lets us deduct some of our donations even if we don’t itemize. Tell me more, please.

A: The new tax law passed last July added a new charitable deduction feature. Starting this year, you now get to use a charitable deduction on a limited basis, even if you use the standard deduction. Before this change, if you didn’t itemize, your donations weren’t deductible.

You can now deduct up to $1,000 per year of cash donations to charities. It can’t be donations of items, just cash. For married couples, the max is $2,000 per year. 

For the past 8 years it seems like most people didn’t really know their charitable donations were not even tax deductible. Thankfully, people were still generous anyway. But, with this added tax incentive, maybe they will give just a little bit more now.

Q: From the looks of my recent tax return, it appears I have some capital loss carryovers from a few years ago. Will these ever expire? 

A: Well, there is some good news that might make you feel a little bit better. Your capital loss carryovers won’t just disappear. They just keep rolling forward until you are able to use them all up, even bit by bit.

Your loss carryovers are first used to offset any capital gains you happen to realize. And, if your loss carryovers are bigger than your realized gains – or even if you don’t have any gains at all – you still get to use up to $3,000 of your past losses each year.

You basically get to chip away at your loss carryovers until they are all gone. It might be a slow process at $3,000 a pop, but they won’t just expire unused. That is, unless you die without using them up. 

By the way, the annual limit amount hasn’t been updated for inflation, ever. It was put in place in the late ‘70s and now set in stone for nearly 50 years! 

Estimated Taxes and Bunching

April 10, 2026 by Jason P. Tank, CFA, CFP, EA

Q: My tax person has told me to make estimated tax payments this year. I don’t love the idea. It seems like extra work. My paycheck takes out taxes for me already, doesn’t it?

A: The tax withholding done through your paycheck gets most of the job done, I’m sure. But, my suspicion is you have things like investment income, rental income or possibly you have a side gig as an independent contractor. None of that income is taxed automatically along the way. If it adds up to enough, you do need to pay taxes on it during the year. Your tax preparer is just trying to keep you from getting hit with underpayment penalties and interest.

In my view, Michigan hasn’t made this as easy as it should be. Unlike the US Treasury, which lets you set up automatic estimated payments when you file your previous year’s tax return, Michigan makes you either send in a check every few months or go online to make the payments.

If you want to make this a little easier, you should visit the MiTreasury e-Services website to schedule your quarterly estimated tax payments. Other states allow people to set up their estimated tax payments when they file their tax return. Not Michigan.

Q: My wife and I are in our mid-60s and we donate quite a lot to charities every year. Once again, we didn’t get any tax deduction for our donations. We’re not quite old enough to use our IRAs for those donations yet. Is there a smarter way for us to donate and get some tax benefits?

A: Yes, there is a smarter way. Since 2018, the standard deduction has been really big, especially for married couples. In fact, most people don’t itemize their deductions anymore. So, if you’re not itemizing, most of your charitable donations don’t provide any additional tax benefit. 

By the way, starting this year – even if you use the standard deduction – you are now allowed to deduct up to $2,000 of cash donations as a couple. But, that amount seems small compared to your giving habits.

Instead of donating your normal amount each year, you could “bunch” multiple years’ worth of giving into one single tax year. Bunching up your donations will then boost your itemized deductions to a level that exceeds your standard deduction. You’d then get to enjoy a tax deduction on a good chunk of your giving.

Now, to make it so you don’t have to give it all away in one year, you might consider making your bunched donation into a Donor-Advised Fund (DAF.) Once the money is inside the DAF account, of course, it’s no longer your money. But, as the advisor of the charitable fund, you get to direct the donations to your chosen charities over time. And, while you’re slowly doling out the money, it can stay invested and grow. It’s kind of like having your very own foundation.

Resilience and Keeping a Level Head

March 27, 2026 by Jason P. Tank, CFA, CFP, EA

Q: My husband and I just retired and we’re worried. Our stocks are down quite a lot over the last couple months, and even our bonds have dropped lately. It feels like things could get worse. Should we be making changes?

A: What you’re feeling is totally normal. There’s definitely not a shortage of bad news. The market is coming off very lofty expectations for AI and we just started a war with Iran. So, there’s no question that watching your portfolio drop so soon after retiring adds a lot of extra stress. 

But, as you know, you’re going to experience this feeling (and worse) quite often during your retirement years. Adopting a sound money mindset and the right approach for handling your money is really important. It might save you from reacting in damaging ways when things start feeling even more uncertain. And, they will someday.

It might help to take a high-level view of things. A 10% decline in stocks is called a “correction” for a reason. It sends the message that it’s kind of a routine thing. You can basically expect it to happen every few years. During a typical bear market, even a balanced portfolio can decline 10% to 15%. While I’m not dismissing your worry, what we’ve seen over the last month or two is quite mild. 

To build a resilient setup, of course you need to have a balanced and diversified portfolio. That’s just classic advice. But, just as importantly, you should also know how you’d adjust your spending during a real downturn. I’m talking about looking at things like travel, eating out, making gifts and spending money on big ticket items. Just delaying some of these expenses – for even a short time – can build resilience in your plan.

It’s also really important to not lean too hard on your portfolio. For early retirees, my general rule-of-thumb is to keep your portfolio withdrawals in the ballpark of 3% to 4% per year. This alone can allow you to avoid even thinking about spending adjustments.

While nobody knows the future – and that goes for financial pros – the bigger risk to  your success in retirement probably isn’t the market. It’s you. There is nothing more damaging than making big moves based on fear. Trying to sidestep downturns is pretty impossible and opens up the risk of missing market recoveries.

This brings me to my final point. 

The war with Iran certainly has longer-term implications that are hard to predict. However, in the short-term, the market senses we’re only one social media post away from a market rally. We got a glimpse of it again this past week. The so-called TACO trade – the catchy acronym for Trump Always Chickens Out – is ever present. 

While we definitely have some serious problems, it’s clear that some of them are self-inflicted. Thankfully, those can be solved by keeping a level head and, honestly, holding elections.

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