FREE NEWSLETTER

Howard Rohleder

    Forum Posts

    Free Lunch?

    28 replies

    AUTHOR: Howard Rohleder on 8/11/2025
    FIRST: mytimetotravel on 8/11   |   RECENT: youthbudget on 10/13

    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

    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

    • You may want to investigate whether a local community foundation offers donors access to a DAF. I have since moved away, but I previously maintained a DAF at a community foundation which charged no fees. My fund was commingled with many others for investment purposes and the (very low) operating expenses of the foundation were shared pro rata. They wrote checks at my direction and either gave them to me to distribute or credited them to local charities who maintained their accounts with the foundation.

      Post: Easy DAF (e.g. Daffy.org) for Donation of Appreciated Stocks

      Link to comment from October 18, 2025

    • Sorry I did not see this until today. If you have a Fidelity account and follow the link in the first paragraph of my article, Fidelity will do an assessment and tell you if any of your holdings are of interest.

      Post: Free Lunch?

      Link to comment from October 4, 2025

    • Looking at this from a different angle, my strategy is to: 1) Never pay an annual fee for a credit card, 2) As Dr. Lefty suggested, always pay off the full balance every month, 3) Take the amounts earned in cash offset against the card where they were earned... with the rare exception of taking a gift card if a bonus is offered but only if I have a definite use for the gift card in mind. Best example would be if I have a home improvement project coming up and I can get a bonus on a Home Depot gift card. I realize others find ways to earn miles, stays, gift cards, Amazon credits, etc. I am always concerned that these impart a feeling of free money that can be spent on things you would not otherwise buy. In reality the money earned is a discount on purchases you presumably did need. It is your money being rebated back to you.

      Post: What is your credit card rewards strategy?

      Link to comment from September 12, 2025

    • 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

    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,

    SHARE