Category Archives: FIRE

Everything related to our FIRE journey and then some!

Lessons From the First Year: Geography Does Not Automatically Change You

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We just finished our first year of “slomadic” living, trying out different parts of the country and different styles of life with urban living in Omaha, Nebraska and beachside living in Myrtle Beach, South Carolina. Along the way we learned a lot, but one of the biggest lessons has been surprisingly simple:

No matter where you go… there you are.

It is a cliche, but changing locations does not automatically create a different life or identity.

I think many people, especially those dreaming about retirement or relocation, just assume that a new environment will naturally transform them. Move near the beach and suddenly you become healthier, calmer, and outdoorsy. Move downtown and you become more social and cultured. Relocate to the mountains and somehow life becomes simpler and more peaceful.

Sometimes circumstances absolutely help. But our experience so far is that most of our internal habits traveled with us.I exercised about the same amount in Omaha as I did in Dallas. I was not magically better at meeting new people in South Carolina than I was in Nebraska. My personality, routines, and habits all packed themselves into the car and came with us 🙂

That realization has actually been helpful. Financially, this matters because ,in retirement, people often spend aggressively trying to solve problems that are not primarily financial:

  • burnout
  • dissatisfaction
  • loneliness
  • boredom
  • stress
  • unhealthy routines

A new house, a different city, or a dream retirement destination may improve your circumstances, but it does not automatically create personal transformation. That feels like an important counterbalance to some FIRE narratives. Financial independence creates capacity for change, but not automatic change itself.

FU money can remove constraints. It can buy flexibility, autonomy, and time. It can allow you to leave situations that are making you miserable. Those are incredibly valuable things. But money alone cannot independently create:

  • meaning
  • structure
  • relationships
  • discipline
  • purpose
  • community

Those things still require intentional effort, regardless of location.

In some ways, slow travel has actually highlighted this lesson more clearly for us because each move acts like a little reset button. You quickly discover which parts of your life were truly tied to location and circumstance and which parts were really tied to you. For me, one of the biggest lessons from year one has been realizing that while geography can support growth, it cannot substitute for it.

The encouraging side of that realization is that happiness may be more portable than we sometimes think. If you already enjoy simple routines, movement, exploration, reading, or spending time with people you care about, those things can travel with you almost anywhere.

The challenging side is that unresolved issues tend to travel too 🙂  

Lessons From the First Year: Geography Does Not Automatically Change You

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We just finished our first year of “slomadic” living, trying out different parts of the country and different styles of life with urban living in Omaha, Nebraska and beachside living in Myrtle Beach, South Carolina. Along the way we learned a lot, but one of the biggest lessons has been surprisingly simple:

No matter where you go… there you are.

It is a cliche, but changing locations does not automatically create a different life or identity.

I think many people, especially those dreaming about retirement or relocation, just assume that a new environment will naturally transform them. Move near the beach and suddenly you become healthier, calmer, and outdoorsy. Move downtown and you become more social and cultured. Relocate to the mountains and somehow life becomes simpler and more peaceful.

Sometimes circumstances absolutely help. But our experience so far is that most of our internal habits traveled with us.I exercised about the same amount in Omaha as I did in Dallas. I was not magically better at meeting new people in South Carolina than I was in Nebraska. My personality, routines, and habits all packed themselves into the car and came with us 🙂

That realization has actually been helpful. Financially, this matters because ,in retirement, people often spend aggressively trying to solve problems that are not primarily financial:

  • burnout
  • dissatisfaction
  • loneliness
  • boredom
  • stress
  • unhealthy routines

A new house, a different city, or a dream retirement destination may improve your circumstances, but it does not automatically create personal transformation. That feels like an important counterbalance to some FIRE narratives. Financial independence creates capacity for change, but not automatic change itself.

FU money can remove constraints. It can buy flexibility, autonomy, and time. It can allow you to leave situations that are making you miserable. Those are incredibly valuable things. But money alone cannot independently create:

  • meaning
  • structure
  • relationships
  • discipline
  • purpose
  • community

Those things still require intentional effort, regardless of location.

In some ways, slow travel has actually highlighted this lesson more clearly for us because each move acts like a little reset button. You quickly discover which parts of your life were truly tied to location and circumstance and which parts were really tied to you. For me, one of the biggest lessons from year one has been realizing that while geography can support growth, it cannot substitute for it.

The encouraging side of that realization is that happiness may be more portable than we sometimes think. If you already enjoy simple routines, movement, exploration, reading, or spending time with people you care about, those things can travel with you almost anywhere.

The challenging side is that unresolved issues tend to travel too 🙂  

Lessons From the First Year: Every Major Life Upgrade Has Hidden Tradeoffs

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We just finished our first year of “slomadic” living, trying out different parts of the country and different styles of life with urban living in a small big city in Omaha, Nebraska and beachside living in Myrtle Beach, South Carolina. One of the lessons we have learned is the importance of looking at both sides of every major life change.

It is very easy to focus on what we are gaining.  Everything from an oceanfront view and easy beach access to walkability and access to cultural activities. Those benefits are real, and they matter. But one of the biggest lessons from this year is that the more important question is often not just “What am I gaining?” but also “What am I giving up?”

People often evaluate life changes by focusing almost entirely on the positives:

  • better weather
  • Tax advantages
  • nicer scenery
  • slower pace of life
  • more free time
  • lower housing costs

But lifestyle decisions are rarely one-dimensional optimization problems. Every move introduces tradeoffs.  Even positive changes can come with losses:

  • distance from relationships
  • disruption of routines
  • social isolation
  • healthcare disruptions
  • reduced community connection
  • loss of identity tied to previous work or location

Some of those costs are financial. Many are emotional or social, which makes them much harder to measure and quantify.

That is one reason I think retirement and FI discussions sometimes become overly simplistic. Spreadsheets are great at modeling taxes, housing costs, investment returns, and withdrawal rates, but they struggle to capture things like loneliness, boredom, lack of purpose, or the stabilizing value of community and routine.

We have been trying to evaluate decisions more holistically during this process. Instead of asking only:
“Is this cheaper?” or  “Is this more beautiful?” We are also asking:  “How does daily life actually feel here?” and “What parts of our current life would we miss?”

For example, beach living in Myrtle Beach has been wonderful in many ways. We loved the scenery, the ability to walk on the beach regularly, and the slower pace. But it also came with tradeoffs:

  • smaller living space (and no real kitchen)
  • distance from family and long-term friends
  • a more transient social environment
  • Not walkable to stores and restaurants
  • tourist crowds at certain times of year

Similarly, urban living in Omaha gave us walkability, interesting neighborhoods, and a surprisingly vibrant downtown lifestyle, but it also came with weather realities and distance from many of the places and people we know best.

None of those tradeoffs automatically make a decision bad. They just make it more complicated than a simple “upgrade.”

I think this is especially important for early retirees and location-independent workers because freedom creates the ability to move frequently, but movement itself also has costs. Stability, routine, and community provided more emotional value (especially for Katie) than we realized while we still had them. One of the biggest lessons from our first year is that there may not be a perfect place or perfect lifestyle. There are simply different bundles of tradeoffs.

The goal is not to eliminate tradeoffs entirely, but to choose the ones that fit us best.  And to keep in mind that there is no one correct answer, but many choices that may be right for us 🙂 

Lessons From the First Year: Lifestyle Inflation Has a Hedonic Ceiling

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We just finished our first year of “slomadic” living, trying out different parts of the country and different styles of life with urban living in Omaha, Nebraska and beachside living in Myrtle Beach, South Carolina. One of the lessons we have learned has been to be careful about making long-term decisions based on things that feel amazing in the short term but quickly become routine.

The ChooseFI community talks a lot about “hedonic adaptation” as one of the biggest hidden obstacles to financial independence. The basic idea is that people quickly adjust to improvements in lifestyle, income, possessions, or comfort. What initially feels luxurious slowly becomes normal, and the emotional boost fades much faster than the bill.

That idea connects directly to lifestyle inflation. As income rises, spending tends to quietly rise along with it. Bigger houses, newer cars, nicer hotels, upgraded neighborhoods, subscriptions, dining out, and premium experiences all start to feel justified because they are now “affordable.” The danger is that expenses expand just as fast as earnings, delaying financial independence indefinitely.

For most of our journey toward FI, Katie and I worked hard to avoid that trap. We tried to frame spending decisions around buying freedom instead of accumulating “stuff.” We were never particularly interested in keeping up with the Joneses, and we scratched our itch for luxury experiences without permanently inflating our lifestyle was through travel hacking using points and miles rather than higher spending.

It gets tougher in a nomadic life, though.  Instead of making one decision to buy a cheer house and then benefiting for years, every relocation gives us another opportunity to overspend.  So our challenge keeps resetting itself every time we move.

When you arrive somewhere new, it is very easy to convince yourself that certain upgrades are absolutely worth it. A slightly nicer neighborhood. A better beach view. A more walkable location. A premium gym. Better weather. More restaurants nearby. And honestly, some of those things really do improve quality of life.

The problem is that emotional adaptation happens quickly.

The ocean view that feels magical the first week may become the thing you barely notice while washing dishes. The rooftop lounge becomes background scenery. The upgraded apartment starts to feel normal instead of special. Financially, that matters because recurring lifestyle costs persist while emotional returns decay.

That does not mean upgrades are bad. Some improvements absolutely create durable satisfaction. Better health, lower stress, walkability, proximity to friends, and environments that align with your values can all be worth paying for. The key lesson for us has simply been to become more intentional about distinguishing between upgrades that create lasting value and upgrades that mainly create temporary excitement.

I think this becomes especially important in retirement and FI planning because permanent fixed expenses compound risk over time. Things like second homes, timeshares, boats, RVs, luxury neighborhoods, and high-maintenance lifestyles may sound exciting initially, but they also create ongoing financial obligations long after the novelty wears off.

Ironically, one of the things we are learning is that flexibility often produces more happiness than permanent escalation.

Temporary access to desirable experiences can outperform ownership both financially and psychologically. Spending a few months living near the beach may deliver much of the same joy as owning beachfront property, but without the taxes, insurance, maintenance, and long-term commitment. Visiting interesting places, rather than permanently upgrading every aspect of life, may actually preserve more appreciation and excitement over time.

At least for me, that has been one of the biggest lessons from year one. Sometimes the sweet spot is not maximizing luxury. It is creating enough flexibility that life continues to feel interesting before adaptation quietly turns everything back into normal

Lessons From the First Year: The Value of Temporary Living

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We just finished our first year of “slomadic” living, trying out different parts of the country and different styles of life. So far that has included urban living in Omaha, Nebraska and beachside living in Myrtle Beach, South Carolina. Along the way, we have learned a lot, but one of the biggest lessons is that there are real advantages to medium-term stays and temporary living arrangements.

One of the big benefits of snowbirding, slow travel, sabbaticals, or extended rentals is that they allow you to test a future life before committing your capital to it. That may sound obvious, but I think many people underestimate how different a place can feel when you are actually living there instead of simply visiting.

That is the real financial insight for me: experience can be more valuable than ownership.

At first glance, renting for a few months may seem financially inefficient compared to buying. After all, you are paying rent without building equity. Because we still own our home in Texas, you could certainly argue that paying for temporary housing in another location at the same time is not the most optimized use of our money.

And mathematically, that is fair.

But when I compare a few months of rent to the potential cost of making a major relocation mistake, the equation changes pretty quickly. 

  • Buying in the wrong area
  • overestimating how often you will use a second property
  • Purchasing a “money pit” timeshare, RV, or boat that you won;t use enough
  • Misjudging the climate or pace of life
  • Locking yourself into a lifestyle you only liked in theory or in the short term

All of these can become enormously expensive lessons. In comparison, a few months of rent feels like cheap insurance 🙂

One thing we have learned repeatedly is that visiting a place and living in a place are completely different experiences. Vacations tend to highlight scenery, attractions, restaurants, and novelty. Daily life highlights grocery stores, traffic patterns, workout options, healthcare access, weather, and whether the rhythms of the place actually fit your personality. Those ordinary Tuesday factors matter a lot more than most people realize.

I think this idea is especially powerful for people pursuing financial independence or retirement. Many people spend years optimizing for a future life they have never actually tested. They dream about living in an RV, sailing around the world, relocating to the mountains, moving to a beach town, or settling into downtown urban life, but then commit large amounts of money before figuring out whether they truly enjoy the reality of those lifestyles.

Short-term trials create clarity. They reduce the odds of making expensive permanent decisions based on fantasy instead of experience. That may be one of the biggest lessons from our first year. Sometimes flexibility is more valuable than optimization, especially while we are still figuring out what kind of life we actually want to build.

Zero-Based Thinking, Revisited

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A while back I wrote about the idea of zero-based thinking, a concept I first heard from Brad and Katie Donegan. The basic question is simple:

Knowing what you know today, would you make the same decision again?

At the time, I used examples like trading in a car or deciding whether our house still fit our lifestyle. After another year of slow travel and a lot of reflection, I think I’ve come to appreciate the idea even more. One of the biggest mistakes we make is assuming that because something was the right decision five, ten, or twenty years ago, it must still be the right decision today. It doesn’t.  In fact, I would argue that it usually isn’t… 

There Isn’t One Right Answer

I think one reason people struggle with big decisions is the fear of making the wrong one. We spend months or years trying to optimize every variable because we imagine there is a single perfect choice hidden somewhere. I don;t think that’s true.  Life is not a multiple choice test and most of the time there are multiple correct answers 🙂 

You could live in Texas or Nebraska and be equally happy. You could retire at fifty-two or sixty-two and still have a wonderful life. You could buy the house or rent the apartment and make either one work. Realizing that has helped us avoid analysis paralysis. Instead of obsessing over “What if we choose wrong?” we try to ask, “Is this a reasonable choice based on what we know today?”

Then, once we’ve answered yes, we move forward.  After all…

Decisions Don’t Have to Be Forever

The other part of zero-based thinking is remembering that very few decisions are irreversible.  Commit to making the best choice you can with the information available at the time, but don’t be afraid to revisit that decision when circumstances change.

In fact, I think periodically questioning your assumptions is healthy.

Take my university job, for example. I absolutely loved teaching there. The students were fantastic, the work was meaningful, and I could easily have imagined staying for many more years.

Then COVID happened. After the pandemic, the university made the decision to shift to 100 percent online instruction. I’m perfectly capable of teaching online, but I don’t enjoy it nearly as much as being face to face with students, and I don’t think it creates the same impact.

So I re-evaluated. The job hadn’t become bad. It had simply become a poorer fit for the person I had become and the life I wanted to live. Moving on wasn’t admitting I had made a mistake. It was recognizing that circumstances had changed.

The Same Principle Applies Everywhere

I’ve seen the same pattern play out over and over again.

Our house was exactly what we needed when we had young kids and jobs in the local schools. Four bedrooms, a converted playroom, proximity to the elementary school and junior high, and a neighborhood pool across the street all made perfect sense.

Today? Katie and I don’t need most of those things anymore.

The minivan we bought to haul kids and road trip around the country was a great vehicle for that season of life. I mean, it had DVD screens that flipped down from the ceiling!  Now, though, we would rarely use the second row seating, much less the third.  And the DVD player?  Sigh… 

Even our current experiment with slow travel reflects this mindset. If we eventually discover that one location fits us perfectly, we can stay. If we decide after a few years of slomaidc travel that we miss having a permanent home base, we can buy another house.

Nothing says today’s decision has to lock us in forever.

The Financial Lesson

I think this idea has huge implications for financial independence. Too often we cling to investments, careers, houses, or possessions because of sheer inertia or because we’ve already invested so much time or money into them. Economists call this the sunk cost fallacy.

Zero-based thinking asks different questions.

  • If I didn’t already own this house, would I buy it today?
  • If I weren’t already working this job, would I accept it today?
  • If I didn’t already have this investment, would I purchase it today?
  • Even bigger… If I could live anywhere in the world, would I still choose to live in this community, state, country, etc.

Sometimes the answer is yes, but sometimes it isn’t. Neither answer is wrong.

The Takeaway

For me, zero-based thinking has become less about making perfect decisions and more about giving myself permission to evolve. Life changes. We change. The information available to us changes.

There is no prize for stubbornly sticking with yesterday’s best decision after it has stopped serving today’s goals. Make the best choice you can with the information you have. Then, every once in a while, have the courage to ask the question again.

You might discover that the right answer has changed.  And that’s more than okay.  That is growth…

Is the Chase Sapphire Reserve Worth It?

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One of the more interesting rabbit holes in the financial independence world is travel rewards. Some people treat points and miles like a hobby. Others treat them like a second job. I probably fall somewhere in the middle. I enjoy optimizing travel spending, but I also don’t want my entire life revolving around spreadsheets and airline transfer charts and have backed off to probably 3-4 cards a year.

Over the years, I’ve experimented with a variety of travel cards and point systems, but I keep coming back to Chase Ultimate Rewards as my favorite transferable currency.  Recently, I decided to get the Chase Sapphire Reserve (CSR), and while it is definitely not a card for everyone, I can already see why so many travel people swear by it.

The Big Catch: The Annual Fee

Let’s address the obvious issue first. The Chase Sapphire Reserve now carries a massive $795 annual fee.

That alone scares off a lot of people, and it probably should. Premium travel cards only make sense if you actually travel enough to use the benefits. Otherwise, you’re just paying a bank a lot of money to carry a shiny piece of metal around 🙂

There is also a pretty significant spending requirement attached to the signup bonus. When I got it earlier this year it was $15,000 in three months, but right now, Chase is offering 150,000 Ultimate Rewards points after spending $6,000 in the first three months. That sounds amazing, and it is, but it can also be dangerous if someone starts spending money they otherwise wouldn’t spend just to chase points. That is NEVER worth it.

Still, if your normal spending patterns already line up with the requirements, the numbers become pretty interesting. Depending on how you redeem them, those 150,000 points can easily be worth $2,000–$4,000+ in travel and there are some other factors that make the annual fee not quite as scary as it seems at first.

The Immediate Travel Credit

The easiest part of the calculation for me was the annual travel credit.  The CSR automatically reimburses $300 per year in travel purchases. Flights, hotels, parking, tolls, ride shares, trains, etc. Chase defines “travel” broadly enough that most people will naturally use it.  Since we are currently living a slomadic lifestyle, travel spending is happening anyway so that immediately reduces the “real” annual fee from $795 to about $495.

The Earnings Multiplier

Another feature that really appeals to me is the earning structure.

The Sapphire Reserve earns:
• 4x points on flights and hotels booked directly
• 2x points on dining
• 1x on most other purchases

That adds up quickly when travel is already a large part of your normal spending. For example, on our recent five-night Marriott road trip, I earned roughly 2,700 Chase points just from paying for the relatively cheap hotels. That’s on top of the Marriott points themselves.

This is where transferable points become really powerful. You are essentially double dipping:
• Hotel loyalty points from Marriott
• Transferable Chase points from the credit card

And unlike brand specific hotel points, Ultimate Rewards can later be transferred wherever they create the most value.

The Coupon Book Problem

This is where premium cards start to get complicated and where I start to get annoyed.  Modern premium credit cards have increasingly turned into what many people call “coupon books.” Instead of straightforward rewards, they offer a giant collection of statement credits and perks that only matter if you actually use them.

The CSR is definitely moving in this direction.

Some of the newer benefits include:
• Up to $300 annually for Sapphire dining experiences
• Up to $300 annually for StubHub and viagogo purchases
• Up to $250 annually for Apple Music and Apple TV+
• Up to $120 annually for Peloton memberships
• DoorDash and Lyft benefits
• Various hotel credits and travel offers

Now, in theory, you can easily offset the annual fee if you use these benefits naturally.

But that’s the key word: naturally.

I don’t want to fundamentally change my behavior just to justify a credit card fee and most of these don’t really interest me.  If I’m buying things I wouldn’t otherwise buy just because “the card gives me a credit,” then I’m not really saving money.

That said, some of these perks align pretty well with our current lifestyle and have some real value:
• We already travel a lot
• We already use streaming services
• We use Lyft occasionally so getting a $10 credit each month is nice.

The Ancillary Benefits

Where the CSR sells itself as genuinely premium is in the actual travel experience. Airport lounge access is probably the biggest example. Between Priority Pass lounges and Sapphire Lounges, the card can dramatically improve long travel days.

Now, to be fair, airport lounge quality varies wildly.

Some are amazing and some are mediocre.

Some are calm and quiet and some are overcrowded and noisier than the actual concourse.

Some provide hot food and some provide free pretzels and tiny cans of Diet Coke and call it luxury 🙂

Still, even mediocre lounges can be valuable during delays or long layovers. A quieter space, cleaner bathrooms, Wi-Fi, and free snacks can make travel significantly less stressful.

The travel protections are another underrated feature:
• Primary rental car coverage
• Trip delay reimbursement
• Lost luggage protection
• Trip cancellation insurance
• TSA PreCheck / Global Entry credit every four years

You hope you never need them, but when something goes wrong, those benefits can save a lot of money and frustration.

Why Chase Ultimate Rewards?

What really keeps me in the Chase ecosystem, though, is flexibility. Ultimate Rewards points transfer to a variety of airline and hotel partners, which gives you options instead of locking you into a single brand.

That matters because travel pricing changes constantly.

In the past I have gotten amazing value through Hyatt redemptions.  Sometimes airline transfers are better, especially for international travel. Sometimes if there is limited award availability or populkar routes it can even make more sense to simply redeem through the Chase portal.

Having choices makes the points more valuable. And unlike some reward systems, Chase points are relatively easy to understand and use. That may sound minor, but simplicity matters. A rewards system only has value if you are actually willing to use it.

The Bottom Line

At least for this year, the Chase Sapphire Reserve is absolutely worth it for us.

Between:
• A 150,000-point signup bonus
• The $300 annual travel credit
• 4x travel earnings
• Lounge access
• $120 in potential Lyft credits
• Transfer flexibility
• And the various ancillary perks

…we should come out far ahead of the annual fee.

The bigger question is whether it will still make sense long term. That will depend on:
• Lounge crowding and availability
• Whether we naturally use the coupon-style credits
• Future annual fee increases
• And how much we continue traveling over the next few years

That’s one thing the FI mindset has really taught me:

No financial product deserves permanent loyalty. The best option today may not be the best option tomorrow and we should constantly be evaluating the “rules of the game.” 

For now, though, the CSR fits our current lifestyle pretty well. And if it helps fund a few more adventures along the way, even better 🙂

Paying Off Your Home Isn’t the Windfall You Expect

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I was talking to a friend the other day who was excited about the rise in disposable income they expected when they were retired and “the house is paid off.”  If you also think your cost of housing will drop dramatically in retirement you may want to think again…

The Hidden Costs After Paying Off the Mortgage

Most of us assume that once the mortgage is gone, our monthly expenses will magically shrink. After all, housing is one of the biggest budget items, right?  But here’s the catch: even with a paid-off house, housing costs don’t disappear.  In fact, they continue to rise, and, recently, they have been rising fast.

Breaking Down Housing Costs

Here’s a rough breakdown of how the typical housing cost can be divided:

  • 1/3 Property taxes and insurance (variable)
  • 1/3 Principal and interest (fixed — if you have a mortgage)
  • 1/3 Utilities and maintenance (variable)

Once the principal and interest are gone, you’re still left with the other two-thirds — and unfortunately, they don’t stay steady just because the mortgage is gone.

Our Reality Check

When I was facing my early retirement date, we decided to pay off our mortgage a bit early rather than putting that money into the market.  There are good arguments for both sides, but for us the emotional impact of cash flow cushion was worth the impact on our investments and potential gains.  Mathematically it might not have been the right call, but for us it was.  Five years after paying off our mortgage, though, we assumed our cost of housing would have dropped significantly.  Instead, we have watched our housing expenses climb right back up to where they were before we were “debt-free.”

Here’s how it played out for us:

  • Our monthly housing cost (before mortgage payoff): $2,200
  • Five years after mortgage payoff, our monthly housing costs:
    • Property taxes: $600 (up from $400 just five years ago)
    • Insurance: $300 (used to be $150)
    • Utilities: $700 (energy, water, and other utility rates have all climbed significantly with inflation)
    • Maintenance/repairs: $600 (insurance deductible for replacing a roof, routine HVAC work, minor plumbing issues)
  • New monthly total: $2,200

That’s right — the same as before.  In only five years increasing costs have already eaten up the savings from no longer making principal and interest payments.  And the “cost to carry” is a number that will continue to go up (and up and up…).

Why Renting Might Make More Sense

This is why we can now rent a two-bedroom apartment in downtown Omaha for less than it costs to live in our fully paid-off house in suburban Dallas.  And this example doesn’t even get into the opportunity cost of having a big chunk of our net worth tied up in a home instead of being invested for growth! 

Here’s the mental shift:

Renting tells you the maximum you’ll have to pay. Owning tells you the minimum. The surprises? They’re on you.

And if you’re trying to control your retirement budget, predictability might be worth more than equity.

The Takeaway

Homeownership can be a path to wealth and stability.  But in retirement, your needs and priorities shift. Less maintenance, more flexibility, cost predictability, etc.

So before you assume that a paid-off house is your golden ticket to easy street, take a hard look at your actual expenses and think about how they will grow in the future.  It might be time to rethink what “home” means in the next phase of life.

Why Marriott?

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When I first started traveling for work, it was with a new company, and it took a while for us to figure out the best types of hotels for overnight trips. After a few “profit-maximizing” decisions led to some questionable stays, we started to develop a few basic rules:

  • No hotels with a number in the name
  • If the front desk clerk is behind bulletproof glass, move on
  • No chains with a misspelling in their title
  • No hotels where you have to park directly outside your room
  • Avoid places where the TV remote is bolted to the counter

These guidelines weren’t perfect, but they helped us avoid some… memorable experiences.

Beyond that, over time I started gravitating toward a single hotel brand for most of my travel. Brand loyalty makes a lot of sense when you’re on the road frequently. There is less friction when selecting and booking with brands you are familiar with.  Plus concentrating your stays allows you to build status and unlock perks that you simply won’t get if you spread your business around.

I experimented with Hilton for a while. It’s very easy to earn status, and their points accumulate quickly. The downside is that those points just aren’t worth that much, which makes redeeming them less appealing. It’s a large chain, but early on there were also a few key locations where Hilton didn’t have great options near my clients.

I’ve always liked Hyatt. In many ways, it’s the best value for redeeming points, especially in premium locations (although this may be changing with recent devaluations and a move to a tiered redemption system). For years, it was often cheaper to stay at a Hyatt using points than to use points or pay cash with any other brand.  Add in no resort fees on point stays and strong customer service, and it’s a compelling option. The challenge is scale. Hyatt simply doesn’t have as many locations, especially at the lower-cost, business-travel end of the spectrum. And earning meaningful status with Hyatt can be more difficult.

That led me to Marriott.

The biggest factor is footprint. No matter where I go, there’s almost always a Marriott option (or multiple) nearby. That matters when your travel schedule isn’t just built around vacation destinations but around where the work is.

Second is reliability. You generally know what you’re going to get. When you’re bouncing from city to city, that consistency matters more than you might expect.  I know that when I stay at a Courtyard, for example, that they will have reliable free internet, a business center where I can print as much as I need, and a restaurant on property that has a burger I like and can get for free with my welcome gift.  Knowing things like that when I roll into a new city can relieve a lot of anxiety about work preparation.

A nice bonus is the range of price points. Marriott has everything from basic, budget and business options to family friendly choices up to full-service and luxury properties. That flexibility makes it easy to match the hotel to the purpose of the trip.

Last time I checked, my lifetime total at Marriott properties was over 1100 nights.  The bulk of those were work trips where I typically ended up staying in dozens of different Fairfields and Courtyards all over the country. Over time, that has added up to Lifetime Platinum status. That gets me welcome gifts, bonus points, late checkout, and the occasional room upgrade. None of those perks by themselves are life-changing, but together they make travel a little easier, a little cheaper, and a little more comfortable.

These days, even when I’m traveling for personal trips, Marriott is usually my starting point. I still shop around, but once you factor in status benefits, familiarity, and convenience, it’s often the best overall option.  There are things I like about other brands, and I still use them occasionally. But for me, Marriott has the best balance of location, availability, price range, and rewards. 

It’s not perfect, but it’s consistently good. When you travel a lot, that might be the most important thing.

How Can Public School Teachers Retire?

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Many of my peers in public education are financially, intellectually, and emotionally unprepared for retirement.  They are in their 40s, 50s, and even 60s, yet many have not built substantial independent retirement savings. Instead, they are relying almost entirely on their state pension systems to support them for the rest of their lives.

Personally, I will be grateful for my pension when I qualify, but I don’t fully trust state governments to protect my long-term financial future. In Texas, for example, teacher pensions have no automatic cost-of-living adjustment (COLA). That means inflation rapidly attacks the value of your pension every single year.  A pension that feels comfortable today may feel very different 15 or 20 years into retirement.  Just think about living, today, on a percentage of what you earned 20 years ago.  Yikes!

That’s why I believe teachers need to think beyond simply “earning a pension.” If you want options, flexibility, and the ability to live a rich and meaningful life later on, you need a strategy to take care of yourself independently.

One possible “catch-up” strategy is surprisingly simple:

Stop teaching in public schools.

No, seriously.

I understand the inertia. Staying in a system you know is emotionally comfortable. Many teachers also feel a deep sense of responsibility to public education and the students they serve. And honestly, our public schools desperately need experienced, high-quality educators.

But financially?

The math can become very compelling once you become pension eligible.

The Power of “Double Dipping”

Many public school teachers reach a point where they qualify for full retirement benefits under systems like Teacher Retirement System of Texas through the “Rule of 80”: where they are eligible to retire when their years of service and age add up to at least 80.

For example:

  • Age: 55
  • Years of service: 25
  • Salary: approximately $80,000

Under the Texas pension formula, the annual pension would be roughly:

P=0.023×(Years of Service)×(Average of Highest 5 Years)

In this example, that works out to approximately:

0.023×25×78,000≈44,850

or about $45,000 per year for life.

Now here’s where things get interesting.  Suppose that teacher retires immediately and takes a second full-time job at a private school, small college, educational company, or nonprofit making $60,000 per year.

Suddenly, their income becomes:

Income SourceApproximate Amount
Pension$45,000
Second Career$60,000
Total$105,000

Even assuming that the teacher takes a paycut to move into a different position, that teacher just increased their effective income from $80,000 to over $100,000 per year. 

Immediately.

“But Won’t My Pension Be Bigger If I Stay?”

Sure.  Every additional year worked increases the pension. In our example, staying one more year might increase the annual pension by roughly $2,000 per year for life.

At first glance, that sounds compelling.

But here’s the catch:

To earn that extra future pension income, the teacher gave up:

  • one full year of pension payments now (~$45,000)
  • plus the higher combined income available through a second career

In this example, staying another year in public education means choosing:

OptionAnnual Income
Continue teaching$80,000
Retire + second career$105,000

So the teacher effectively gives up about $25,000 today in exchange for increasing future pension income by about $2,000 per year later.

That creates roughly a 12-year payback period after retirement before the decision to stay actually “wins” financially.  That doesn’t make staying wrong. but it does mean the decision deserves deeper analysis than many teachers give it.

Another major factor that has changed recently is the repeal of the Windfall Elimination Provision (WEP) and Government Pension Offset (GPO). For decades, many public school educators were discouraged from pursuing Social Security-covered work because those rules could dramatically reduce or even eliminate the Social Security benefits they had earned through other employment. With those provisions now repealed, a teacher who retires from a public pension system and then works in a private school, college, nonprofit, or corporate setting may also significantly increase their future Social Security Administration Social Security benefits.

That doesn’t just offset potential pension increases.  It also creates an additional retirement income stream beyond the pension and personal investments. More importantly, unlike many teacher pensions, Social Security includes annual cost-of-living adjustments (COLAs), helping protect purchasing power against inflation over time. For many educators, this creates a much more diversified and resilient retirement strategy: pension income, Social Security income, and personal investments all working together instead of relying almost entirely on a single state pension system.

The Emotional Side of Retirement

For many educators, the biggest challenge is not math.

It’s identity.

Teaching becomes who we are. The routines, the calendar, the mission, the relationships, the feeling of being needed.  Those things can be hard to walk away from and many teachers subconsciously assume retirement means “stopping work entirely.” 

But for many educators, a better model may be to retire from the pension system, but continue meaningful work elsewhere to reduce stress, regain flexibility, and dramatically increase savings potential.  Some people even use geographic arbitrage by moving to another state, working long enough to vest in a second pension system, on top of double dipping.

The Real Opportunity

Of course, this strategy only really helps if the increased income is used intentionally.

If you simply inflate your lifestyle, buy more stuff, and spend every extra dollar, you may still end up financially stressed later on. The better option?

Use the increased income to rapidly build investments and make up for years of low retirement contributions. A teacher who suddenly increases their household income by at least $20,000–$30,000 per year and consistently invests the difference can radically transform their long-term financial picture.

The pension becomes a foundation rather than the entire plan. And that creates something many educators desperately need:

Options.