Why I Might Just Stay Put in Massachusetts


 

3 Reasons Why Massachusetts Might Still Be the Best Place to Retire

After another long snowstorm, I stopped and asked myself why I wanted to leave a state I’ve lived in for more than fifty years. I hate the cold now. Traffic makes simple day trips feel impossible. And I’ve listened to too many people who left with a grudge and want company. But when I looked past the frustration, I remembered why I stayed so long—and why staying might not be so bad.


Weather and Natural Beauty

Massachusetts gives you four real seasons. Winter drags, but spring brings color and birdsong. Summer offers beaches and warm nights. Fall steals the show with bright leaves and crisp air. The state packs a lot into a small space: coastline, forests, mountains, islands, and quiet towns. Many places also come with a story, which adds charm to every trip.

 


A Lifestyle Full of History and Culture

If you love history, this state delivers. The Pilgrims, the Revolution, the witch trials, and so many writers and thinkers left their mark here. You can walk through centuries in a single afternoon. Museums, theaters, galleries, and festivals fill the calendar. And sports? People here treat their teams like family. It’s loud, loyal, and part of the culture.

Boston Marathon


Quality of Life That Works for Retirees

Massachusetts isn’t cheap, but it offers strong benefits. Social Security isn’t taxed. Healthcare ranks among the best in the country. Smaller towns—especially west of Boston—cost less and are easy to walk. Locals may seem blunt, but they protect their communities and welcome people who respect them. Diversity isn’t just accepted here. People defend it.

Wicked Boston said it best when they posted this:

 


Massachusetts has its flaws. Winter is long, and traffic tests your patience. But the state also offers beauty, history, culture, and excellent healthcare. After fifty years, maybe there’s a reason I never packed up and left.

Where do you think is the best place to retire—and why?

Florida Looked Good… Until the Flying Cockroaches

 

At my age, if I wake up and nothing hurts, I assume I’m dead. My knees are getting to the point where they ache even when I’m lying in bed at night. That walker in the corner from my hip replacement is starting to look pretty good these days. And now my shoulders have joined the chorus.

At first, I blamed the cold weather — snow, sub‑zero temps, the whole New England winter package. Suddenly, Florida was looking really good. I was serious enough that I actually considered selling my condo and heading south.

 

But then reality set in.
Sorry, JR… looks like any move is officially on hold.

There are plenty of reasons to think twice about relocating to the Sunshine State. And no, I’m not even going to get into the political atmosphere — we’ll leave that simmering on the back burner.


Florida Wildlife (a.k.a. My Deal‑Breakers)

The number one reason I’m having second thoughts? Palmetto bugs.

I hate — no, that’s not strong enough — I abhor cockroaches. We had an issue in our building here in Taunton this year, but at least the management company jumped on it immediately and brought in pest control. I have NEVER lived anywhere with bugs, and I have no intention of starting now.

So what are Palmetto bugs?
Well, imagine giant flying cockroaches. That’s it. That’s the whole horror story.

And if that’s not enough, Florida also has killer bees, fire ants, swarms of mosquitoes, and snakes. Really big snakes. The state is being invaded by pythons and anacondas. In the immortal words of Indiana Jones: “Snakes… why did it have to be snakes?”

 

Then there’s Florida’s unofficial mascot: the alligator. They don’t bother me too much — they were there first, after all. The whole state is basically one big tropical swamp. You might even spot a Skunk Ape on a lonely road at night if you’re lucky… or unlucky.

 


More Reasons to Skip Florida

I gave up on Hawaii because the cost of living was outrageous, and Florida seems determined to follow in its footsteps.

1. The cost of living can outpace your budget

Housing prices are soaring, homeowners’ insurance is skyrocketing, and the overall cost of living keeps climbing. The median home value is already higher than the national average, and insurance premiums are only going to rise thanks to hurricanes, tropical storms, and rising sea levels.

2. The heat and humidity can get oppressive

Your utility bills will shoot through the roof as you try to survive the summer with nonstop air conditioning. “Hot and sticky” becomes a lifestyle.

3. Health care isn’t as accessible as you’d expect

You’d think a state full of retirees would have a seamless health care system — but that’s exactly the problem. The demand is enormous, especially in big cities. Long wait times, crowded facilities, and high costs are common.
A study from Fidelity Investments estimates that a 65‑year‑old couple retiring in Florida would need around $315,000 just for health care in retirement.

4. Fraud is a real concern

Florida has some of the highest rates of elder fraud in the country. According to the FBI’s 2024 Elder Fraud Report, seniors lost $4.8 billion nationally — and Florida was in the top three states for losses. Not exactly comforting.

5. No income tax sounds great… until it isn’t

The lack of state income tax means the state has less money to invest in infrastructure. Florida earned a “C” rating from the American Society of Civil Engineers. Aging roadways, limited public transit, and inadequate wastewater systems don’t exactly scream “retirement paradise.”


Bottom Line

For now, I’ll stay put and deal with the cold and snow. Massachusetts isn’t the best state for retirees — it’s expensive, and winter is no joke — but we have excellent health care, and I have my condo. I’m settled, at least for the moment.

 

And honestly? Waking up with a few aches and pains may not be fun… but it’s still better than waking up next to a giant flying cockroach.


 

Happy Anniversary to me

Happy Anniversary

Today is the 1 year anniversary of the day that turned my life upside down. Yup I was laid off from Redfin 1 year ago today. It’s not as if I’d never been laid off before but I’d never been laid off when I was 70+ years old. I just didn’t have it in me to start over again. so I’m trying out retirement. Evan after  a year I’m not sure it suits me. I still wake up in the morning feeling guilty because I’m not rushing around to get ready for work.  I worry about paying the bills.  Social Security doesn’t go that far and my Redfin investments are still in the tank.  I got a nice severance package and I’ve been using that to make up any shortfalls but it can’t go on forever.

 

Medtronic, Halyard Health's Corpak to lay off 266 in Illinois - MassDevice

 

Typical Day since Layoff

I’m trying to live the frugal life since the layoff. No spontaneous shopping trips. Minimal take out or restaurant meals. I stopped taking road trips to save on gas.  One  big thing I did was restrict my time ordering kindle books. Since I like series I made it a rule that I had to re-read all the books in a series before I could add a new one.  I’m working on the Stephanie Plumb series now. I’m currently on book 12 but the new book is #30 so I have a way to go. 

I also dropped cable and just have streaming now. That saved me $100/ mo. I’m debating if I want to downgrade the streaming service. I have “Live TV” but the price just went up and I only watch a couple of channels. If I’m patient eventually the new programing will be added to my streaming service.

 

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Entertainment

My cats are a constant source of entertainment.  Just last night Banner was trying to stuff his fluffy body into a paper grocery bag, The whole side ripped out. Balboa was quite interested in watching this and when Banner got out of the remains of the bag Balboa was there to try to get in.  Banner immediately lifted his paw and bopped Balboa on the head- no claws, no rough housing just  “BOP!” It was such a surprise and so deliberate. It just cracked me up. Surprised Balboa too. 

 

 

Banner Photo credit Deb Neumann

 

 

Balboa photo credit Deb Neumann

Conclusion

If I could just shake the feeling that I should be working I think I’d like retirement.  I don’t mind relaxing and reading or playing on the computer. I’m not bored yet. I guess as long as the money holds out I’ll keep up the routine. I wish I could think of something to do on my own time to make money. A side hustle so to speak.  If I get bored or get itchy feet and want to travel again I can look for a part time job to support my habit. 

 

 

 

 

 

Progress on My New Life

Making Progress

Isn’t it amazing how much progress you can make when given the right information? I finally got the information on COBRA from my former employer, a month to the day after they laid me off. Plus it was 18 pages of small print! My company insurance ended 11/30 so I’ve been uninsured since then. That can get expensive fast as I just had to pay full price for 2 prescriptions. They came to almost $350.00.

Medicare

I have Medicare Part A. I’ve had that since I turned 65 but I never added anything else since I had insurance through my employer. I got laid off in the middle of “Open Enrollment” so there were a lot of resources out there. Each one gave you different advice/information.  I did learn that I had to add Part B before I could get in an Advantage Plan. Thus began a frustrating quest to get signed up for Part B. 

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The advice was to sign up online. One advisor even walked me through the links to get to the application. No luck. They system said my information on file was different from what I entered. That was the last straw. I took myself down to our local Social Security office and got in line.

Social Security

 

The wait turned into 2 hours for about 10 minutes with the social security representative. My meeting was quick because she just told me I couldn’t sign up online and handed me a form that my (former) employer had to complete stating they had been providing insurance and the effective dates.  So It’s back to Redfin again. Until I get that Part B coverage . No Advantage yet.

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The Form

I must give credit where credit is due. Redfin set up a “Transitional Assistance Team” and provided an email, I sent the form to that email and got an immediate response. They sent to the Benefits Team. I expected that to take a few days but no,  they got the completed form to me the same day! I printed it out sent it off to Social Security immediately. Fingers crossed they are quick.

COBRA

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It all depends on how quick Social Security moves but if they get me my new card, I can select just dental coverage through COBRA and keep that a couple of months while we finish up my implants.  By being able to select the coverage I want it becomes much more affordable.

Life Insurance

I never considered Life Insurance as I had plenty through my work. Now I had none and being old and diabetic made me high risk. You’d think I was going to die tomorrow!  After collecting my denial letters I lowered my expectations and picked up a small policy to cover burial/ cremation expenses. No memorial service, no urn. My poor family will get handed a baggie of cinders.

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Still to Do

The insurance was the BIG item on my list but the only other thing I can think of is to close out my 401K. There’s not much in there as I’d shifted my attention to buying stock. My investment (Stock) account, which was my retirement, has to sit until the stock market recovers.  I kept investing even as the stock price fell because you buy low and sell high. Right?  I’m optimistic about the future of that account once this recession is past. 

 

Retirement is Hard Work

Its Hard Being Retired

I thought retirement would be boring. My to do list just keeps getting longer and longer. You’d think once Redfin kicked me out that life would get easier but it hasn’t. Everyday I get another email from them with instructions of things they want me to do to get my severance pay.  Sign this separation agreement, agree you won’t sue for age discrimination, send back the lap top and monitors, Health Insurance, Stock plan, 401K. The list goes on. I don’t know why they can’t just send me one email with everything in it and then go away. They aren’t paying me anymore so my time should be mine.

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Unemployment

I’m waiting for my unemployment benefits to kick in. I have to have a list every week of places I’ve contacted for work.  That’s a full time job- looking  for work since I have to provide the name of the contact person and their phone number so Unemployment can check up on me. Most of the time I’ve been sending in applications via web sites so I don’t have a contact which means digging around on search engines to find out who the HR person is for each company I apply with.

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Old Friends

I have a list of former co workers I can reach out to but haven’t figured out how to approach them yet. How do you call someone that you haven’t seen in 8 years to ask for a job? It makes me uncomfortable just thinking about it.

Doctors Appointments

One of my retired friends told me that when you hit a certain age you have to retire to make time for all the doctor’s appointments. That seems about right. In the 2 weeks I’ve been unemployed I’ve spent an enormous amount of time with various doctors and have more appointments coming up. My health insurance ends Nov. 30 but I can opt for COBRA at Redfin’s expense for 3 months then I need add a  Medicare Advantage plan. Just to find that out has been hours on the phone. 

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Whew, So much to do. Good thing I don’t have to work anymore!