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FINANCE ROADMAP
PLANNING


Should You Put Your Sick and Vacation Payout Into the Massachusetts SMART Plan When You Retire?
Learn how the Massachusetts SMART Plan sick and vacation payout works and whether deferring your lump-sum payout into the SMART Plan can help you manage taxes and strengthen your retirement strategy.
Patrick Clark
2 days ago5 min read


Massachusetts Pension + Social Security: What Your Statement Still Doesn’t Tell You (Even After WEP & GPO Repeal)
Massachusetts pensions no longer reduce Social Security in 2025, but your statement still misses key spousal, survivor, and filing strategy details. Here’s what to know.
Patrick Clark
Nov 193 min read


“Well, They Withhold Bonus Income at Higher Amounts…”…They Do, But It Still May Not Be Enough
If you’ve ever opened your tax return, saw you owed more than expected, and thought: “Wait — they already withheld taxes on my RSUs and bonus!” You’re not wrong. They did. Just… not enough. Every year, I see high earners engineers, managers, executives get blindsided by this. They’re careful savers, they max out retirement accounts, and they check their paystubs. Yet come April, they’re still writing a check to the IRS. Sometimes 6 figure checks. The reason? A hidden mismatch
Patrick Clark
Oct 144 min read


When Will I Get My First Pension Check in Massachusetts?
When Will I Get My First Pension Check in Massachusetts?
One of the biggest surprises and sometimes even a reason people delay retirement for state and town employees in Massachusetts is that your pension check doesn’t show up right away. In most cases, it takes 30 to 60 days or more after your official retirement date for your first payment to arrive.
The delay happens because your employer has to send in your final payroll information before the Massachusetts Retirement S
Patrick Clark
Sep 243 min read


Simplifying your money, taxes, and legacy in one plan
Picture this: You’re approaching retirement. Over the years you’ve built up a few 401(k)s, an IRA or two, a brokerage account, maybe some life insurance, and perhaps a pension. Each account feels important, but when you try to put them together, it starts to feel like a puzzle with too many pieces.
Patrick Clark
Sep 152 min read


Roth Conversions: Should You Do One 2-7 Years From Retirement in Massachusetts or New Hampshire?
If you're 2-7 years from retirement in Massachusetts or New Hampshire , a Roth conversion could be an excellent potential way to reduce...
Patrick Clark
Mar 272 min read


The College Conundrum: How to Support Your Kids Without Derailing Your Retirement
How to support your kids without derailing your retirement.
Patrick Clark
Nov 7, 20244 min read


Why Relying Solely on Your Workplace Retirement Plan Advisor Can Be Misleading
As you approach retirement, the stakes can be high. You want to seek to ensure that your financial future is secure and that you can enjoy t
Patrick Clark
Nov 1, 20244 min read


Why Retirement Planning is About More Than Just Investments: What People in Their 20s May Not Understand
As you approach retirement, you may find yourself hearing advice from your 20-year-old children about how to invest. For many young...
Patrick Clark
Oct 22, 20244 min read


The Overlooked Factor in Retirement Planning: Taxes and Healthcare Costs
When people think about retirement planning, their minds often jump to investments—stocks, bonds, and real estate. While these are crucial
Patrick Clark
Oct 15, 20244 min read


Do You Really Need $2 Million to Retire? Understanding Your Retirement Needs in Massachusetts and New Hampshire and the Importance of a Personalized Retirement Plan
If you're in your 50s or 60s, with children entering or exiting college, you may be wondering if you're financially on track for...
Patrick Clark
Oct 10, 20244 min read


"Maximizing Retirement Contributions: A Guide for Massachusetts and New Hampshire Residents"
As the end of the year approaches, it’s crucial for Massachusetts and New Hampshire residents to review and maximize their retirement contri
Patrick Clark
Sep 26, 20243 min read


The High Cost of Delaying Retirement Planning: Key Insights for Massachusetts and New Hampshire Residents
As you approach retirement, typically within 2 to 7 years, the decisions you make regarding your financial planning may become...
Patrick Clark
Sep 13, 20242 min read


Empty Nest Financial Planning: Key Strategies for Parents in Massachusetts and New Hampshire
As your children leave for college or start their careers, the transition to an empty nest is both an exciting and challenging time. This...
Patrick Clark
Aug 28, 20243 min read


Seizing the Opportunity: How New Hampshire's Elimination of the Interest and Dividends Tax Impacts Your Retirement Planning
With the recent elimination in 2025 of New Hampshire’s Interest and Dividends Tax, residents of the Granite State now have a valuable...
Patrick Clark
Aug 21, 20243 min read
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