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February 29 Has Been A Rare Yet Interesting Date In Baseball Finance

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February 29 Has Been A Rare Yet Interesting Date In Baseball Finance

Welcome to February 29, the day that occurs every Leap Year. For precocious prospects Jackson Holliday of the Baltimore Orioles or Jackson Chourio of the Milwaukee Brewers, this is only the sixth time they have experienced the date. So it is “rare” for them at ages 20 and 19, respectively.

Still, the date has importance in the financial history of baseball

A total of 23,114 men have been in a Major League Baseball game since 1876. Only 16 were born on February 29. Two of those were among the game’s finest – Pepper Martin of the St. Louis Cardinals and Al Rosen of the Cleveland Indians.

Martin was part of the legendary Gashouse Gang. That talented group of wild and crazy guys helped St. Louis rule the National League in the 1930s. In a 13-year career, Martin batted over .300 six times, was a four-time All-Star and led the NL in stolen bases three times. Despite being wildly popular, his top salary was a reported $9,000 in 1934, which equates to $209,145 today.

Rosen was a slugger for 10 years (1947-56) in Cleveland. Despite hitting well over .300 with power in the minors after missing four years due to World War II, he did not become a regular until 1950. All-Star Ken Keltner held the Indians’ third-base job until then.

Over the next five years, Rosen averaged 31 homers, 114 RBI, .298 average — and won the 1953 American League Most Valuable Player Award

Despite that, Cleveland cut his $42,500 ($478,934 today) salary to $37,500 ($425,078 today) for 1955. A broken finger that did not heal properly and back injury from an auto accident curtailed his production in 1955-56. He retired at age 32.

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Rosen later was team president of the New York Yankees (1978-79), Houston Astros (1980-85) and San Francisco Giants (1985-92).

Big Bucks 60 Years Apart

Economics sure has changed over the years. Nothing underscores this more than two financial transactions that occurred in Cleveland on Feb. 29.

On that date in 1956, the Indians were sold to a group that included Hall of Famer Hank Greenberg. The former Detroit Tigers slugger had become general manager of the Indians, a club two years removed from a 111-win season and which finished second in 1955 with 93 wins. Attendance was great.

The roster was loaded. Hall of Famers Bob Feller, Early Wynn and Bob Lemon led a pitching staff that including rising star Herb Score. Hall of Famer Larry Doby and Rosen led the offense. Young slugger Rocky Colavito was a rookie.

And for all of that, Greenberg’s group paid a whopping $4 million for the franchise.

Fast forward to Feb. 29, 2016, in Cleveland where ownership opened the purse strings for a different $4 million payout. It all went to 37-year-old infielder Juan Uribe. He hit .206 in 73 games and retired.

Big Money … At The Time

On Feb. 29, 1972, the great Henry Aaron became the first MLB player to sign a contract for $200,000. Hammering Hank was 38 years old, had already hit 683 homers and was chasing Babe Ruth’s cherished long-ball record of 714.

The sum of money was something that Aaron never imagined when he made $6,000 a year as a 20-year-old rookie in 1954. For his 23-year career through 1976, he was paid about $2.1 million total according to Baseball-Reference.com estimates.

For those wondering, Joe DiMaggio got the first $100,000 contract, with the New York Yankees in 1950. That means it took 22 years for the game’s top salary to double.

Fast forward another 22 years to 1994. Bobby Bonilla of the New York Mets was the game’s highest-paid player – at $6,300,000 a season — an astronomical 3050% increase.

Add another 22 years to 2016 and the game’s richest deal for that year belonged to Los Angeles Dodgers’ ace Clayton Kershaw at $32 million – an increase of another 407.9%.

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By 2038, the top contract may be as mind-boggling to baseball fans then as those increases are to us today. Mind-boggling by leaps.

Finance

Holyoke City Council sends finance overhaul plan to committee for review

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Holyoke City Council sends finance overhaul plan to committee for review

HOLYOKE — The City Council has advanced plans to create a finance and administration department, voting to send proposed changes to a subcommittee for further review.

The move follows guidance from the state Division of Local Services aimed at strengthening the city’s internal cash controls, defining clear lines of accountability, and making sure staff have the appropriate education and skill level for their financial roles.

On Tuesday, Councilor Meg Magrath-Smith, who filed the order, said the council needed to change some wording about qualifications based on advice from the human resources department before sending it to the ordinance committee for review.

The committee will discuss and vote on the matter before it can head back to the full City Council for a vote. It meets next Tuesday. The next council meeting is scheduled for Jan. 20.

On Monday, Mayor Joshua Garcia said in his inaugural address that he plans to continue advancing his Municipal Finance Modernization Act.

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Last spring, Garcia introduced two budget plans: one showing the current $180 million cost of running the city, and another projecting savings if Holyoke adopted the finance act.

Key proposed changes include realigning departments to meet modern needs, renaming positions and reassigning duties, fixing problems found in decades of audits, and using technology to improve workflow and service.

Garcia said the plan aims to also make government more efficient and accountable by boosting oversight of the mayor and finance departments, requiring audits of all city functions, enforcing penalties for policy violations, and adding fraud protections with stronger reporting.

Other steps included changing the city treasurer from an elected to an appointed position, a measure approved in a special election last January.

Additionally, the city would adopt a financial management policies manual, create a consolidated Finance Department and hire a chief administrative and financial officer to handle forecasting, capital planning and informed decision-making.

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Garcia said that the state has suggested creating the CAFO position for almost 20 years and called on the City Council to pass the reform before the end of this fiscal year, so that it can be in place by July 1.

In a previous interview, City Council President Tessa Murphy-Romboletti said nine votes were needed to adopt the financial reform.

She also said past problems stemmed from a lack of proper systems and checks, an issue the city has dealt with since the 1970s.

The mayor would choose this officer, and the City Council will approve the appointment, she said.

In October, the City Council narrowly rejected the finance act in an 8-5 vote.

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Supporters ― Michael Sullivan, Israel Rivera, Jenny Rivera, Murphy-Romboletti, Anderson Burgos, former Councilor Kocayne Givner, Patti Devine and Magrath-Smith ― said the city needs modernization and greater transparency.

Opponents ― Howard Greaney Jr., Linda Vacon, former Councilors David Bartley, Kevin Jourdain and Carmen Ocasio — said a qualified treasurer should be appointed first.

Vacon said then the treasurer’s office was “a mess,” and that the city should “fix” one department before “mixing it with another.”

The City Council also clashed over fixes, as the state stopped sending millions in monthly aid because the city hadn’t finished basic financial paperwork for three years.

The main problem came from delays in financial reports from the treasurer’s office.

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Holyoke had a history of late filings. For six of the past eight years, the city delayed its required annual financial report, and five times in the past, the state withheld aid.

Council disputes over job descriptions, salaries and reforms also stalled progress.

In November, millions in state aid began flowing back to Holyoke after the city made some progress in closing out its books.

The state had withheld nearly $29 million for four months but even with aid restored, Holyoke still faces big financial problems, the Division of Local Services said.

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Finance

Military Troops and Retirees: Here’s the First Financial Step to Take in 2026

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Military Troops and Retirees: Here’s the First Financial Step to Take in 2026

Editor’s note: This is the fourth installment of New Year, New You, a weeklong look at your financial health headed into 2026. 

You get your W-2 in January and realize you either owe thousands in taxes or get a massive refund. Both mean your withholding was wrong all year.

Most service members set their tax withholding once during in-processing and never look at it again. Life changes. You get married, have kids, buy a house or pick up a second job. Your tax situation changes, but your withholding stays the same.

Adjusting your withholding takes five minutes and can save you from owing the IRS or giving the government an interest-free loan all year.

Use the IRS Tax Withholding Estimator First

Before changing anything, run your numbers through the IRS Tax Withholding Estimator at www.irs.gov/individuals/tax-withholding-estimator. The calculator asks about your filing status, income, current withholding, deductions and credits. It tells you whether you need to adjust.

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The calculator considers multiple jobs, spouse income and other factors that affect your tax bill. Running it takes about 10 minutes and prevents you from withholding too much or too little.

Read More: The Cost of Skipping Sick Call: How Active-Duty Service Members Can Protect Future VA Claims

Changing Withholding in myPay (Most Services)

Army, Navy, Air Force, Space Force and Marine Corps members use myPay at mypay.dfas.mil. Log in and click Federal Withholding. Click the yellow pencil icon to edit.

The page lets you enter information about multiple jobs, change dependents, add additional income, make deductions or withhold extra tax. You can see when the changes take effect on the blue bar at the top of the page.

Changes typically show up on your next pay statement. If you make changes early in the month, they might appear on your mid-month paycheck. If you make them later, expect them on the end-of-month check.

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State tax withholding works differently. DFAS can only withhold for states with signed agreements. Changes require submitting DD Form 2866 through myPay or by mail. Not all states allow DFAS to withhold state tax.

Changing Withholding in Direct Access (Coast Guard)

Coast Guard members use Direct Access at hcm.direct-access.uscg.mil. The system processes changes the same way as myPay. Log in, navigate to tax withholding and update your information.

Coast Guard members can also submit written requests using IRS Form W-4. Mail completed forms to the Pay and Personnel Center in Topeka, Kansas, or submit them through your Personnel and Administration office.

Read More: Here’s Why January Is the Best Time to File Your VA Disability Claim

When to Adjust Withholding

Check your withholding when major life events happen. Marriage or divorce changes your filing status. Having kids adds dependents. Buying a house affects deductions. A spouse starting or stopping work changes household income.

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Military-specific events matter, too. Deploying to a combat zone makes some pay tax-free. PCS moves change state tax situations. Separation from service means losing military income but potentially gaining civilian income.

Check at the start of each year, even if your circumstances seemingly stayed the same. Tax laws change. Brackets adjust for inflation. Your situation might be different even if it seems the same.

The Balance

Withholding too little means owing taxes in April plus potential penalties. Withholding too much means getting a refund but losing access to that money all year.

Some people like big refunds and treat it like forced savings. Others would rather have the money in each paycheck to pay bills, invest or set aside in normal savings.

Neither approach is wrong. What matters is that your withholding matches your tax situation and your preference for how you receive your money.

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Run the estimator. Adjust your withholding. Check it annually. This simple process prevents tax surprises.

Previously In This series:

Part 1: 2026 Guide to Pay and Allowances for Military Service Members, Veterans and Retirees

Part 2: Understanding All the Deductions on Your 2026 Military Leave and Earnings Statements

Part 3: Should You Let the Military Set Aside Allotments from Your Pay?

Part 4: This Is the Best Thing to Do With Your 2026 Military Pay Raise

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Stay on Top of Your Veteran Benefits

Military benefits are always changing. Keep up with everything from pay to health care by subscribing to Military.com, and get access to up-to-date pay charts and more with all latest benefits delivered straight to your inbox.

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Finance

The case against saving when building a business

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The case against saving when building a business
Listen and subscribe to The Big Idea with Elizabeth Gore on Apple Podcasts, Spotify, or wherever you find your favorite podcast.Would you rather play it safe, or grow your business? This expert breaks down why investing is everything.This week on The Big Idea with Elizabeth Gore, Howard Enterprise founder and the Wall Street Trapper Leon Howard joins the show to answer the question: How can I use a Wall Street mindset for my business? Howard offers expert insight on why it is absolutely critical that founders take risks and invest capital, versus just saving.To learn more, click here. Yahoo Finance’s The Big Idea with Elizabeth Gore takes you on a journey with America’s entrepreneurs as they navigate the world of small business. This post was written by Lauren Pokedoff
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