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The Price of a Cool Pillow

"Ditto. We lived with window A/C for many years as a child. Correctly placed and with some fans to move air into other further locations. Worked well in humid south until we eventually got a heatpump for the whole house. Only mod we had to do was install a properly sized electrical outlet for the unit. Power bills could be eye watering in heat of summer but it beat sweating while trying to sleep. Well built units should last 4-8 years be sure to winterize. Science says these thermals will continue and escalate."
- G Mzz
Read more »

Billy’s Certificate – 1937

"Ramona first came to me for the preparation of her 2004 taxes. She had a capital loss carryover exceeding $100K. Her stock broker in Florida had her invested in some of those companies described in your post. Forty years worth of $3K deductions to offset her pension income; Ramona was 80 years old. We joked that the grim reaper couldn’t call on her until they were all used up. "
- Dan Smith
Read more »

What’s in your portfolio ?

"John, Thanks for your thoughts on REITs and dividend income. For dividend yield as a diversifier and agree with your take that energy need is REAL…I have some energy stocks: DVN, FANG, SLB (buying mostly during the 2020 dip, have sold XOM but may repurchase)…and would like to add a midstreamer. I want to avoid MLPs though, even though you state tax issues can be dealt with; my personal preference is to avoid. I also own T and VZ (I built my positions in these two at the right time :-)). I’ve struggled with this dividend play approach, considering some of those covered call ETFs (high yield era but don’t like the concept that over time it’s a decaying proposition), other high dividend ETF such as VYM, SCHD. But for now, I have settled on buying some individual dividend paying stocks. I plan to keep working this portion of my portfolio."
- Andy Morrison
Read more »

What Addiction Couldn’t Take: My Sister’s Story

"Andrew, A beautiful tribute to your sister. You are a skilled writer."
- Andy Morrison
Read more »

Mega Backdoor Roth

I WAS RECENTLY asked about strategies that high earners can use to reduce their tax bill.

Most people know the usual options. They contribute to a 401(k), fund a health savings account or make a Roth IRA contribution through the backdoor method. Business owners may have additional opportunities through retirement plans and business structures.

But there's another strategy worth knowing about: the Mega Backdoor Roth (MBDR).

The MBDR allows some workers to put far more money into Roth accounts than the usual contribution limits permit.

Consider somebody who contributes the maximum $24,500 to a 401(k) in 2026 and receives a $5,000 employer match. If the employer's retirement plan allows after-tax contributions, that worker may be able to contribute an additional $42,500 to the retirement plan.

This is because the total 401(k) contribution limit for 2026 is $72,000. That limit includes employee contributions, employer contributions and after-tax contributions. Subtract the $24,500 employee contribution and the $5,000 employer match, and there's room for another $42,500. Workers age 50 and older might be able to contribute even more ($80,000 total 401(k) limit in 2026) because of catch-up provisions.

For savers who have already exhausted other retirement account options, this can be a powerful way to build additional tax-free savings.

The catch

Your employer's retirement plan must permit after-tax contributions.

Many plans don't. According to Fidelity, only about 11% of employer-sponsored 401(k) plans offer MBDR conversions.

If you log into your retirement plan and review your contribution options, you may see a category labeled "after-tax." That's the option you need:

Importantly, don't confuse it with a Roth 401(k). They're similar, but different. Small-business owners with a solo 401(k) may also be able to use this strategy if their plan allows.

The MBDR process generally involves two steps:

  1. Contribute money to the plan's after-tax account.
  2. Move those funds to a Roth account.

Depending on your plan, the money may be rolled into either a Roth IRA or a Roth 401(k).

The rules vary from plan to plan. Check your plan documents or summary plan description before enganging in this strategy.

Why use it?

Suppose you've already maxed out your traditional 401(k) contribution and completed a backdoor Roth IRA contribution. You now have additional money to invest.

One option is a taxable brokerage account. Another is the Mega Backdoor Roth.

The Roth strategy offers several potential advantages:

  • Future growth can be tax-free.
  • Dividends aren't taxed each year.
  • Rebalancing investments doesn't trigger taxable gains.
  • Retirement assets may receive creditor protection under federal law.

A taxable brokerage account also has advantages:

  • No contribution limits.
  • No age-based withdrawal rules.
  • Greater flexibility if you need access to the money before retirement.

That flexibility shouldn't be overlooked. Retirement accounts come with restrictions, and those restrictions may matter depending on your goals.

Importantly, some plans allow you to move after-tax contributions to either Roth IRA or Roth 401(k) accounts. A Roth 401(k) may be simpler because some plans offer automatic conversions. A Roth IRA typically offers a wider range of investment choices. It may also provide greater flexibility when it comes to withdrawals.

I generally prefer the Roth IRA option when it's available. Still, either choice can work well.

Mind the earnings

After-tax contributions are usually invested while they remain in the 401(k).

If the account earns money before the conversion takes place, those earnings are taxable when moved to the Roth account. For that reason, many investors try to complete the conversion quickly. Some plans even allow automatic conversions.

Suppose you contribute $10,000 to the after-tax portion of your 401(k). Before the conversion occurs, the account earns $100.

You then move the balance to a Roth IRA. The entire $10,100 can be transferred, but the $100 of earnings will generally be taxable if you put it all into Roth IRA. There are plans that allow you to split between Roth and Traditional, which could be helpful.

At year-end, you'll receive Form 1099-R reporting the transaction.

Using the example above, your tax return would show a $10,100 distribution, with $100 generally treated as taxable income.

If you work with a tax professional, make sure they understand exactly what happened. The reporting isn't especially complicated, but it should be handled correctly.

The Mega Backdoor Roth isn't available to everybody. But for those whose retirement plans allow it, the strategy offers a chance to put a substantial amount of additional money into a Roth account and enjoy tax-free growth for years to come.

Have you used this strategy to contribute to your retirement accounts? Let us know in the comments!

 

Bogdan Sheremeta is a licensed CPA based in Illinois with experience at Deloitte and a Fortune 200 multinational.  

Read more »

Four Walls

"Thank you Mike. I think Einstein captured something profound. While I don’t believe conflict will ever disappear completely, I do think we have a choice in how we respond to those who are different from us. My hope in writing the article was simply to encourage a little more understanding and empathy. We may not be able to change the world, but we can certainly influence the small corner of it that we each occupy."
- Andrew Clements
Read more »

Still Teaching

"Thus, while simulations are an extremely useful tool, they are not fool proof. They can’t predict a lengthy stay in long term care either. Man plans, God laughs. Thanks, Ram, it does help. "
- Dan Smith
Read more »

The Solitaire Solution

"Mark, I really enjoyed this. Like many readers, I’ve seen Monte Carlo simulations countless times, but I never knew the fascinating story behind their origin. It’s remarkable that an idea born from a deck of cards and a curious mind has become such an important part of retirement planning. Thanks for making a complex topic both informative and entertaining."
- Andrew Clements
Read more »

The Price of a Cool Pillow

"Ditto. We lived with window A/C for many years as a child. Correctly placed and with some fans to move air into other further locations. Worked well in humid south until we eventually got a heatpump for the whole house. Only mod we had to do was install a properly sized electrical outlet for the unit. Power bills could be eye watering in heat of summer but it beat sweating while trying to sleep. Well built units should last 4-8 years be sure to winterize. Science says these thermals will continue and escalate."
- G Mzz
Read more »

Billy’s Certificate – 1937

"Ramona first came to me for the preparation of her 2004 taxes. She had a capital loss carryover exceeding $100K. Her stock broker in Florida had her invested in some of those companies described in your post. Forty years worth of $3K deductions to offset her pension income; Ramona was 80 years old. We joked that the grim reaper couldn’t call on her until they were all used up. "
- Dan Smith
Read more »

What’s in your portfolio ?

"John, Thanks for your thoughts on REITs and dividend income. For dividend yield as a diversifier and agree with your take that energy need is REAL…I have some energy stocks: DVN, FANG, SLB (buying mostly during the 2020 dip, have sold XOM but may repurchase)…and would like to add a midstreamer. I want to avoid MLPs though, even though you state tax issues can be dealt with; my personal preference is to avoid. I also own T and VZ (I built my positions in these two at the right time :-)). I’ve struggled with this dividend play approach, considering some of those covered call ETFs (high yield era but don’t like the concept that over time it’s a decaying proposition), other high dividend ETF such as VYM, SCHD. But for now, I have settled on buying some individual dividend paying stocks. I plan to keep working this portion of my portfolio."
- Andy Morrison
Read more »

What Addiction Couldn’t Take: My Sister’s Story

"Andrew, A beautiful tribute to your sister. You are a skilled writer."
- Andy Morrison
Read more »

Mega Backdoor Roth

I WAS RECENTLY asked about strategies that high earners can use to reduce their tax bill.

Most people know the usual options. They contribute to a 401(k), fund a health savings account or make a Roth IRA contribution through the backdoor method. Business owners may have additional opportunities through retirement plans and business structures.

But there's another strategy worth knowing about: the Mega Backdoor Roth (MBDR).

The MBDR allows some workers to put far more money into Roth accounts than the usual contribution limits permit.

Consider somebody who contributes the maximum $24,500 to a 401(k) in 2026 and receives a $5,000 employer match. If the employer's retirement plan allows after-tax contributions, that worker may be able to contribute an additional $42,500 to the retirement plan.

This is because the total 401(k) contribution limit for 2026 is $72,000. That limit includes employee contributions, employer contributions and after-tax contributions. Subtract the $24,500 employee contribution and the $5,000 employer match, and there's room for another $42,500. Workers age 50 and older might be able to contribute even more ($80,000 total 401(k) limit in 2026) because of catch-up provisions.

For savers who have already exhausted other retirement account options, this can be a powerful way to build additional tax-free savings.

The catch

Your employer's retirement plan must permit after-tax contributions.

Many plans don't. According to Fidelity, only about 11% of employer-sponsored 401(k) plans offer MBDR conversions.

If you log into your retirement plan and review your contribution options, you may see a category labeled "after-tax." That's the option you need:

Importantly, don't confuse it with a Roth 401(k). They're similar, but different. Small-business owners with a solo 401(k) may also be able to use this strategy if their plan allows.

The MBDR process generally involves two steps:

  1. Contribute money to the plan's after-tax account.
  2. Move those funds to a Roth account.

Depending on your plan, the money may be rolled into either a Roth IRA or a Roth 401(k).

The rules vary from plan to plan. Check your plan documents or summary plan description before enganging in this strategy.

Why use it?

Suppose you've already maxed out your traditional 401(k) contribution and completed a backdoor Roth IRA contribution. You now have additional money to invest.

One option is a taxable brokerage account. Another is the Mega Backdoor Roth.

The Roth strategy offers several potential advantages:

  • Future growth can be tax-free.
  • Dividends aren't taxed each year.
  • Rebalancing investments doesn't trigger taxable gains.
  • Retirement assets may receive creditor protection under federal law.

A taxable brokerage account also has advantages:

  • No contribution limits.
  • No age-based withdrawal rules.
  • Greater flexibility if you need access to the money before retirement.

That flexibility shouldn't be overlooked. Retirement accounts come with restrictions, and those restrictions may matter depending on your goals.

Importantly, some plans allow you to move after-tax contributions to either Roth IRA or Roth 401(k) accounts. A Roth 401(k) may be simpler because some plans offer automatic conversions. A Roth IRA typically offers a wider range of investment choices. It may also provide greater flexibility when it comes to withdrawals.

I generally prefer the Roth IRA option when it's available. Still, either choice can work well.

Mind the earnings

After-tax contributions are usually invested while they remain in the 401(k).

If the account earns money before the conversion takes place, those earnings are taxable when moved to the Roth account. For that reason, many investors try to complete the conversion quickly. Some plans even allow automatic conversions.

Suppose you contribute $10,000 to the after-tax portion of your 401(k). Before the conversion occurs, the account earns $100.

You then move the balance to a Roth IRA. The entire $10,100 can be transferred, but the $100 of earnings will generally be taxable if you put it all into Roth IRA. There are plans that allow you to split between Roth and Traditional, which could be helpful.

At year-end, you'll receive Form 1099-R reporting the transaction.

Using the example above, your tax return would show a $10,100 distribution, with $100 generally treated as taxable income.

If you work with a tax professional, make sure they understand exactly what happened. The reporting isn't especially complicated, but it should be handled correctly.

The Mega Backdoor Roth isn't available to everybody. But for those whose retirement plans allow it, the strategy offers a chance to put a substantial amount of additional money into a Roth account and enjoy tax-free growth for years to come.

Have you used this strategy to contribute to your retirement accounts? Let us know in the comments!

 

Bogdan Sheremeta is a licensed CPA based in Illinois with experience at Deloitte and a Fortune 200 multinational.  

Read more »

Four Walls

"Thank you Mike. I think Einstein captured something profound. While I don’t believe conflict will ever disappear completely, I do think we have a choice in how we respond to those who are different from us. My hope in writing the article was simply to encourage a little more understanding and empathy. We may not be able to change the world, but we can certainly influence the small corner of it that we each occupy."
- Andrew Clements
Read more »

Still Teaching

"Thus, while simulations are an extremely useful tool, they are not fool proof. They can’t predict a lengthy stay in long term care either. Man plans, God laughs. Thanks, Ram, it does help. "
- Dan Smith
Read more »

Free Newsletter

Get Educated

Manifesto

NO. 63: WE CAN’T time the stock market—but we can rebalance our portfolios. There’s no way to guess the market’s direction. But by regularly rebalancing, we can profit from those price swings.

think

SHORT-TERMISM. To have a bright financial future, we need to save diligently and invest for the long haul. Yet often we think only of today, leading us to spend and invest impulsively. What to do? Try waiting a week before acting on major spending and investing decisions, while also visualizing how great it’ll be to achieve our long-term goals.

act

TAKE STOCK of your bonds. Our financial lives are chock-full of bond lookalikes, including our paycheck, Social Security and any defined benefit pension—all paying us regular income now or in the future. Set against this income is a big income drain: our debts. Result: Our finances may be more or less risky than our bond position alone suggests.

humans

NO. 20: MONEY worries can make us miserable—which is why not spending can be so smart. If spending leaves us with no savings, and perhaps bills we can’t afford to pay, the result can be great unhappiness. Research suggests that having some $5,000 in a savings account or similar “liquid” form can substantially boost our sense of financial well-being.

Estate planning

Manifesto

NO. 63: WE CAN’T time the stock market—but we can rebalance our portfolios. There’s no way to guess the market’s direction. But by regularly rebalancing, we can profit from those price swings.

Spotlight: Borrowing

Student Loan Repayments and Credit Score

My grandson is a senior in college. He has taken some student loans for which the financial resources exist (529 plan) to pay them in full upon graduation. My question is this:
From the perspective of building a strong credit history, should he pay the loans in full after the grace period, or should he make payments for a period of time, say a year or two, before paying them in full?
Note, that any money leftover in the 529 plan will be either transferred to a Roth IRA when feasible,

Read more »

A Perfect Score

THE HIGHEST CREDIT score possible is 850, and I’ve hit that mark in eight of the past 12 months. In the other four months, I had a score of either 844 or 846 under the credit rating formula created by FICO, formerly called Fair Isaac Corp.
A FICO score between 800 and 850 is considered exceptional and gets you the best rates on loans. A score of 670 or more is considered “good,” but more doors and opportunities are available when your score hits 740,

Read more »

A Contrarian View of a Mortgage 

Suzie and I are visiting family and enjoying the Victorian grandeur of the coastal towns of southern England, in particular near Brighton where my brother-in-law recently purchased his first home. He’s been expressing nervousness about the new experience of having a mortgage. While chatting during the evening I’ve tried to soothe his mind with a version of this, I admit, slightly left-field argument. It seemed to help him and I thought I’d share my thoughts.
When my wife Suzie retired in June last year,

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Debt Despite Myself

I HATE DEBT. A very happy day was when we paid off the mortgage. I’d rather walk on broken glass than pay a penny of interest on my credit cards. But there have been a few exceptions to my usual rule, all involving car purchases.
The first was many years ago when I reached what I thought was an all-cash deal on a new car. The salesman surprised me when he offered the same price with 0% financing.

Read more »

Refi or Not?

MY WIFE AND I BOUGHT our first home in the mid-1980s. We were thrilled to get an 8% mortgage, though we had to pay three points—an upfront fee equal to 3% of the loan amount—to get that rate. Many of our friends had bought a few years earlier and were paying 14%, a common occurrence back then, according to Freddie Mac data.
We kept our eyes open for opportunities to refinance our high rate.

Read more »

Disney or Bust

AN ARTICLE PUBLISHED in The Wall Street Journal told the story of Americans in their 30s who are spending heavily and piling on debt as we leave the pandemic behind.

One family with an income of $80,000 in Lincoln, Nebraska—where the cost of living is low, with housing costs 22% below the national average—had $20,000 in credit card debt and $160,000 in student loans.

They used stimulus checks to work down their credit card debt.

Read more »

Spotlight: Forsythe

Coin Collecting

IN MY CALLOW YOUTH, I would sometimes travel northeast from Austin, Texas, on Highway 79. It was a peaceful and somewhat lonely drive as I passed through various sleepy little towns, with the railroad track paralleling the highway to my right. The sound of the occasional train whistle was the perfect musical accompaniment. One of the first towns I’d get to was Rockdale, which was best known for having a big Alcoa aluminum factory. I haven’t passed that way in decades, so I guess my memory of it was frozen in time and I somehow assumed it was much the same as before. Then I came upon an article in The Washington Post about bitcoin mining in Rockdale. What an eye opener. My home state of Texas is known for many things. But "one of the go-to locations for expanding crypto entrepreneurs the world over"? That was news to me. I confess I know almost nothing about bitcoin—and have an instinctive suspicion of it. Still, what a surprise to read that the old Alcoa plant is now home to more than 100,000 computer servers, stacked 20-feet high, dedicated to creating bitcoin. Perhaps most surprising of all is that one of the attractions of Texas for bitcoin-mining companies is our deregulated electric grid, where customers can choose their own provider. The bitcoin companies have even worked out a deal where they get paid to shut down operations during periods of peak electricity demand. When I think about the historic Texas freeze back in February, and all the misery it caused, somehow it’s no consolation that during that time the bitcoin miners took a break from mining—and got paid to do so.
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Buying Treasury Bond ETFs vs. MM Funds in this Moment

I recently sold some bond ETFs to harvest the capital losses. I want to re-deploy the proceeds into fixed income as my stock allocation is where I want it to be. I subscribe to Jonathan's and Adam's philosophy of taking risk with my stocks, not bonds. I was initially inclined to reinvest in Treasury ETFs, around 75% short term and 25% intermediate term. But with the turmoil reaching even Treasuries over the last couple of days, is a better course to just stash the cash in a MM fund, which is paying north of 4%, at least until things (hopefully) settle down a bit? I'd appreciate any thoughts.
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Taxing Endeavor

I’M A DINOSAUR. Not only do I prepare my own tax return with no help from an accountant or tax preparer, but also I do it by hand. Yep, that’s right—no TurboTax or other computer program. I really can’t use the computer programs because I often attach an oddball form or two that they don’t offer. On top of that, I always add “annotations” to parts of my return. These additional explanatory notes may be helpful to the IRS. But just as important, they’re reminders to me of why I did things a certain way, just in case I’m later called on to explain. Why not just hire a pro to do my tax return? It probably wouldn’t cost all that much and it would save me many hours of hard labor. Back in my working days, our small law firm had an accountant who did our partnership return, and he often kidded me about my unusual habit. I once remarked that I’m probably the last person in America to do their taxes by hand, to which he replied, “No, I think there are two others.” This eccentricity had a pretty natural origin. When I finished school and started working, I did my own taxes. In those days—the late 1970s—there were no computer programs to assist and I didn’t want to spend money on hiring a pro. In any event, my return was extremely simple, so I just did it. Well, it became a habit, an annual ritual. And habits can be, well, habit forming. Moreover, as painful as the process can be—nobody thinks wading through countless IRS forms and often-confusing instructions is enjoyable—I found it valuable. For starters, it helped me understand, at least at an elementary level, how our tax system works. Of more importance, it gave me…
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Recommendations for Free Portfolio Analyzer?

For years I've used Vanguard's "Portfolio Watch" feature, which provides portfolio analysis of assets held at Vanguard as well as those held at outside investment firms. I've liked the Vanguard analyzer since, by agreeing to its aggregator feature via Yodlee (now owned by Investnet), it will update on a daily basis all your holdings' values and analyze them as far as stock/bonds/cash; foreign/domestic; large cap/midcap/smallcap; growth/blend/value; etc. And it likewise analyzes your bond holdings as to credit quality, interest rate sensitivity, etc. The catch is you have to provide the login credentials for your outside accounts, and as I read the fine print at Schwab, where my outside accounts are held, sharing your login credentials voids their promise to reimburse you for any loss of funds due to unauthorized activity. There may have been some discussion of this here on HD but I also read about this concern on the Bogleheads forum. So I decided to unlink my Schwab accounts from Vanguard. The fact that there seems to have been a fairly dramatic change in the way Vanguard analyzes portfolios---without any warning or explanation---contributed to my decision. I'm looking for a new place where I can enter all my brokerage and retirement accounts and get a decent analysis in the manner Vanguard used to provide. For the reasons stated, I don't want an aggregator which will login to my accounts. Rather, I'm willing to set it up manually, entering each holding and the number of shares. Ideally, the analyzer will update the stock prices each day, but I'll need to enter any changes in number of shares. I know many folks use the Morningstar X-ray tool, but as an inveterate cheapskate I'm unwilling to pay $249 a year for that service. Does anyone have a recommendation for a free or…
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Well Rewarded

AS JULY BEGAN, there was happy news for Chase Freedom Visa cardholders like me: One of the categories for 5% rewards this quarter is grocery stores. We spend a lot on groceries, which means I’ll get a nice cash reward from Chase. I’m a big believer in credit card cash rewards for two reasons. First, of course, there’s the reward money. The second reason is psychological: Credit card companies are notorious for the outrageous interest and fees they exact from anyone who doesn’t pay off every nickel every month, so I find having them pay me money to be extremely satisfying. Different cards have different rewards schemes. To maximize your cash back, it can be worthwhile to have more than one credit card—at the cost of a bit more complexity and hassle. I currently use three cards. The aforementioned Chase Freedom Visa normally pays a meager 1% reward, but also has the rotating quarterly category where certain types of purchases earn 5% on up to $1,500 in quarterly purchases, potentially giving me a $75 quarterly reward. I pay attention to the current category and use the Chase card for those purchases. I have a Bank of America Cash Rewards Visa which likewise pays 1% but lets you choose an ongoing category that pays 3%. I selected online purchases. I’ve discovered that ordering groceries online and then picking them up curbside—a habit we acquired during the pandemic—qualifies as an online purchase, so I use the Bank of America card for that. Unless, of course, the Chase card’s 5% quarterly category includes groceries. Finally, I have a Citibank Double Cash Mastercard, which pays 2% on all purchases, all the time. I use that for everything else. It can add up: In 2020, I earned more than $1,100 in cash rewards from the…
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Hear, Hear

I TURNED 70 THIS YEAR, and decided to finally do something about the hearing loss I’ve experienced over the past few years. In other words, get hearing aids. I asked my older sister for advice. She told me she ended up spending $4,000 to $5,000 for her hearing aids a few years ago. She also said she wishes she’d asked her friends for advice first. My sister doesn’t consider herself wealthy but has a few friends who are. She told me that, when she later asked these well-appointed ladies where they’d gotten their hearing aids, they replied—to a woman— “Oh, my dear, Costco is the only way to go.” With this advice, Costco was on my radar, but I wanted to explore the alternatives first. After plenty of online reading and YouTube watching, I became interested in Eargo. It was an attractive option—tiny and discreet in-the-ear aids with rechargeable batteries. The company also has the best hearing aid commercial ever. I’ll concede that I was put off by the fact that it had paid $34 million in April to settle a Department of Justice investigation, which also had quite a negative effect on the company’s stock. Things have gotten worse since. As I write this, the shares are trading below $2. Nevertheless, I decided to give Eargo a try. I should mention that every hearing aid manufacturer or retailer I explored offered a “no questions asked” return policy, and Eargo was no exception. Eargo is an all-remote operation. You take an initial hearing test online, place your order online, take delivery by mail, and follow up with phone or video sessions. I found the process easy and convenient, and was even able to negotiate a bit. I got a pair of its top-of-the-line model at a better-than-advertised price. Unfortunately, the Eargos…
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