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Howard Rohleder

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    Big Beautiful Bill Response

    16 replies

    AUTHOR: Howard Rohleder on 9/6/2025
    FIRST: Winston Smith on 9/6   |   RECENT: Mike A on 9/7

    Free Lunch?

    18 replies

    AUTHOR: Howard Rohleder on 8/11/2025
    FIRST: mytimetotravel on 8/11   |   RECENT: Howard Rohleder on 8/17

    Taxing Situations

    36 replies

    AUTHOR: Howard Rohleder on 4/21/2025
    FIRST: DAN SMITH on 4/21   |   RECENT: Chris&Steve Hensley on 4/28

    Comments

    • If you mean is this the equivalent of a distribution, apparently not. To me the reason to use an IRA account is 1) the investment horizon is long term; 2) for most people, the frequency of trading is low, and 3) any it doesn't matter if the distributions get converted to ordinary income.

      Post: Free Lunch?

      Link to comment from August 17, 2025

    • Rick: Use caution on the "estimated tax bill" calculation: this does not take into account returns that use the Qualified Dividend and Capital Gains Worksheet. If some of your income is from investments, this can make a big difference.

      Post: Free Social Security Taxability Calculator

      Link to comment from August 14, 2025

    • Neil: All good questions to ask. The title of my post was somewhat facetious because there is never a free lunch. The fact that Fidelity qualifies investors before accepting them in the program is an indication that you should not plan to complain if the investment goes south. Here is how I have mitigated my risk: 1) My wife and I have 6 Fidelity accounts and 1 Vanguard account. We have enrolled only 2 accounts. 2) The accounts enrolled are Roth accounts that we should not need for years, if ever. So, if I have a loss, it won't impact my lifestyle. 3) If there was ever a need to recoup money from the collateral bank, I would not need that to happen quickly. One other point: On their website description of the program, Fidelity notes that they are the counterparty to the transaction. In other works, I am lending to Fidelity; they are lending to the short seller. I would be looking to Fidelity to make me whole in the event of a hiccup.

      Post: Free Lunch?

      Link to comment from August 12, 2025

    • The Fidelity requirement of $25,000 that I mentioned was for the specific account being enrolled in the program. You also must answer questions that address your experience as an investor. I don't recall if they addressed overall assets with Fidelity.

      Post: Free Lunch?

      Link to comment from August 12, 2025

    • Thank you for sharing. I have not had the experience of selling a borrowed security. I understood that I would be able to but it is nice to have validation.

      Post: Free Lunch?

      Link to comment from August 12, 2025

    • You will receive a payment in lieu of any dividend paid while the security is loaned out. The difference is that it will be considered ordinary income for tax purposes rather than dividend income.

      Post: Free Lunch?

      Link to comment from August 11, 2025

    • No margin account required to do this.

      Post: Free Lunch?

      Link to comment from August 11, 2025

    • I think Robert's comments are 100% correct: you are starting too far down the road. Several years ago, HD contributor John Lim produced a booklet titled: Raising Your Child’s Financial IQ: The Most Important Things You can access by plugging this into your browser: https://humbledollar-cfc8.kxcdn.com/wp-content/uploads/2019/12/HOW-TO-RAISE-YOUR-CHILD%E2%80%99S-FINANCIAL-IQ.pdf I'm not saying it is perfect, but it would be a good starting place for you to think about your syllabus.

      Post: A Teenager’s Walk Through the Stock Fund Wilderness

      Link to comment from August 2, 2025

    • My response was written to the original author who asked if anyone used the target date product. I don't believe he specified only the treasury product. I agree there is a difference between a treasury product and a corporate product. I was reflecting on why I use the corporate product, hopefully to offer him my perspective. Your list of risks illustrates why I see the value of the corporate I Shares ETFs for a bond ladder: Default risk: As an example, IBDR, the 2026 ETF, holds 650 bonds. Yes, some could default, but the odds of losing more than a couple seems tiny. If I bought one bond and it defaulted, I would be out 100%. Duration risk: I think many people are building ladders like mine: from 1 to 5 years. So, my duration risk is minimal. Interest rate risk: Similar to anyone buying an individual bond. On purchase, you can see the yield to maturity to know where you stand if you hold to maturity, as you should plan to do if you build a ladder. Inflation risk: loss of purchasing power is part of buying bonds. I don't see a point in comparing them to stocks (or real estate or gold or anything else). Once you decide to buy bonds, you are in for the risk of inflation. Liquidity risk: An ETF can be sold any day that the market is open. If there is a financial crisis, the liquidity of any part of the bond market could be called into question. If investors stop buying bonds, I don't see how these are any less liquid than individual bonds. And, liquidity doesn't matter if you are holding to maturity. Call risk: I don't know how Blackrock is managing this, but they are either buying non-callable bonds or their team is replacing bonds that are called with replacements. With 650 bonds, it shouldn't be a big factor. Reinvestment risk: IShares currently offers 11 corporate target date ETFs from 2025 - 2035. It is hard to imagine they won't introduce 2036 when the time comes. When one target date is reached, there will be another ETF to invest the proceeds... it all comes down to whether the price and interest rate at the time is acceptable to you. The point of building a bond ladder is to minimize reinvestment risk, interest rate risk, duration risk and inflation risk. If you are reinvesting at a particularly bad time for the bond market, only one rung of the ladder is exposed. In my portfolio, these are not an alternative to stocks. They are part of my short term cash portfolio along side CDs, treasury bills, and money market funds. Why do any of these risks suggest these ETFs are not a useful product to someone who wants to build an easy bond ladder?

      Post: Has anyone used iBonds to build a bond ladder?

      Link to comment from July 25, 2025

    • I have two ladders using IShares Target Date ETFs: one in my taxable account and one in an IRA. Both are in the Investment Grade Corporate series. The reason I chose them is because I am not comfortable analyzing an individual bond. I assume Blackrock has people who do this for a living. And, if I'm not going to hold many bonds, I am concerned about lack of diversification. I also assume that if I am buying 1 bond, I will pay the maximum spread, whereas when Blackrock buys bonds, I assume they pay the minimum spread. The ETF option provides me with a diversified mix of bonds maturing at a specific date. In building a ladder, I know that each step of the ladder will mature on the same date each year. One comment below said they can lose money. Well, yes, they are ETFs so the price can fluctuate each day. But the portfolio is purchased and held to maturity. Just like an individual bond, the bonds held will mature at their face value, which may be higher or lower than your purchase price. How is this different than buying an individual bond? If they are traded before maturity, they can lose money too. I'm also not concerned about paying 10 basis points in expenses in exchange for a diversified portfolio that I don't have to select. I suspect if I were doing the buying, much of the fee would be eaten up in the transaction costs. One risk I have read about is "declining yield risk", which the prospectus defines as: "During the six months prior to the Fund’s planned termination date, the Fund’s yield will generally tend to move toward prevailing money market rates and may be lower than the yields of the bonds previously held by the Fund and lower than prevailing yields for bonds in the market." Basically, as the bonds start to mature, the proceeds get reinvested in the money market. This was a concern particularly when money market rates were close to zero. It seems like it is less of a risk now and as long as rates stay reasonable. The way to counteract this risk is to sell the ETF six months before maturity and purchase the next rung in the ladder with the proceeds. I don't claim to be an expert, but it seems like many of the comments to this post are overly negative about a useful product.

      Post: Has anyone used iBonds to build a bond ladder?

      Link to comment from July 25, 2025

    Articles

    Many Unhappy Returns

    Howard Rohleder   |  Jun 19, 2024

    I WAS INSPIRED BY Rick Connor and other HumbleDollar contributors to sign up for the AARP’s volunteer-run Tax-Aide program. After completing 48 hours of training at a local college and passing the required tests, I volunteered two days a week at two different senior centers. I completed my first tax season in April.

    Two clients, with whom I spent extra time, stood out. The first was a widow in her late 60s whose husband had always handled their finances.

    Getting in Line

    Howard Rohleder   |  Mar 29, 2024

    WE RECENTLY MADE a down payment on our next home. After several months of research, we joined the waiting list for a continuing care retirement community, or CCRC.
    We’re in our late 60s and only relocated to our current home four years ago. It’s in a metropolitan area two hours’ drive from our daughter and her young family. We know that perhaps 10 years or so from now, we’ll want to be closer to her,

    Make Them Good Years

    Howard Rohleder   |  Jan 4, 2024

    MANY YEARS AGO, a Wall Street Journal article quoted a source as saying, and I paraphrase, “Young-old age should last as long as possible, while old-old age should last 15 minutes.” Those of us who have visited nursing homes can all relate to this.
    Public health initiatives and medical breakthroughs have extended lifespans significantly over the past 100 years. In his bestselling book Outlive: The Science and Art of Longevity, Peter Attia argues that we should focus not just on lifespan,

    Forget the Check

    Howard Rohleder   |  Dec 10, 2023

    THE HOLIDAY SEASON used to be a time when we’d write and mail more checks than usual. Some were gifts to family, while others were year-end charitable donations. But with the rise in mail theft and check washing, we’ve been on a campaign to limit the number of checks we write, plus we’ve almost eliminated the mailing of checks. Here are eight things we’ve done to reduce our exposure to check fraud:

    We opened a secondary no-fee checking account and opted out of the overdraft protection.

    Look All Ways

    Howard Rohleder   |  Nov 20, 2023

    WHAT HAPPENS WHEN you’re hit by the proverbial beer truck? Will it be easy for others to pick up the pieces—the pieces of your financial life, that is?
    To my knowledge, my wife isn’t checking the delivery schedule for the Anheuser-Busch brewery here in Columbus, Ohio. Still, she’s worried about the complexities of our finances. I’ve made a concerted effort since I retired to consolidate and close financial accounts, reduce our investments holdings, and streamline where it makes sense.

    Location, Location

    Howard Rohleder   |  Oct 12, 2023

    WANT TO IMPROVE YOUR portfolio’s long-run performance? You could boost your stock allocation—something I wrote about last year—or cut your investment costs. But don’t overlook another key strategy: thinking carefully about which accounts you use to hold your various investments, or what financial experts call “asset location.”
    My wife and I have taxable accounts, Roth IRAs, traditional IRAs and a health savings account. Earnings in each account get different tax treatment both now and in the future.

    Pin Money

    Howard Rohleder   |  Aug 25, 2023

    I’M OLD ENOUGH TO remember when companies rewarded employee anniversaries with lapel pins. The number of years you served determined the quality of the metal and how many jewels were embedded in the pin.
    I also remember when two different hospitals where I worked moved away from this practice in the 1980s and 1990s. Human resources departments came to realize that many employees didn’t value the pins. Perhaps there had been a day when pins were something people wore,

    College in Retirement

    Howard Rohleder   |  Jun 29, 2023

    I RECENTLY COMPLETED a course called England: From the Fall of Rome to the Norman Conquest. Before that was Books That Matter: The Federalist Papers. Okay, I’m a nerd, I’ll admit it.
    Since I retired, I’ve looked for avenues to broaden and deepen my understanding of subjects that I was taught in high school and at the liberal arts college I attended. Back then, there were college courses,

    The Mary Jean List

    Howard Rohleder   |  May 25, 2023

    MY FATHER-IN-LAW Carson was a stereotypical engineer—organized and precise. All four of his children know the motto “measure twice, cut once.” Carson applied these traits to his finances, which he managed on behalf of himself and Mary Jean, his wife. Mary Jean depended on this.
    As they aged, Carson maintained his mental acuity, but he was the first of the two to deteriorate physically. Mary Jean was strong physically but slowly surrendered to Alzheimer’s.

    Powering Up

    Howard Rohleder   |  May 5, 2023

    SPRING TURNS A MAN’S fancy to… wait for it… outdoor power tools. Every April, I’d haul out the gas mower to prep it for the summer season. That meant a trip to the hardware store for oil, a spark plug and an air filter. Then I drove to the gas station for some new fuel.
    For an hour, I would pretend that I understood the manly art of maintaining an internal combustion engine. I would gap and change the spark plug,

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