
Dwell-To-Work Is Again And It Might Price You A Nice Fortune
Since 2009, I’ve been writing concerning the significance of working to dwell—accumulating wealth to obtain monetary independence and freedom. However regardless of years of advocating for this life-style, I’ve come to appreciate that convincing individuals stays an uphill battle. As a substitute, I now have new proof that live-to-work is again and stronger than ever!
“Dwell to work” describes a mindset the place an individual’s life revolves primarily round their profession or job. Individuals who “dwell to work” typically prioritize their work above private pursuits, relationships, or leisure. Their identification and self-worth could also be intently tied to their skilled achievements and productiveness.
I perceive the significance of “dwelling to work” while you first graduate from college. Constructing a profession and establishing monetary safety typically require dedication and lengthy hours. Nevertheless, there comes some extent when we have to resolve what really issues and when sufficient is sufficient. In any other case, we danger wanting again with remorse, wishing we had the braveness to prioritize our happiness and dwell life on our personal phrases.
My Begin Of Wanting To Work To Dwell
A few years earlier than retiring from finance in 2012, my spouse and I had been dashing via Venice, Italy when an older couple stopped us and stated, “Take it sluggish and go searching. There’s no hurry to get to the place you’re going.” At first, I used to be shocked, however then I noticed they had been proper. We had been speed-walking via town like New Yorkers in Midtown Manhattan.
Once I lastly constructed up the braveness to barter a severance and depart my job, I spent late mornings sitting in Golden Gate Park, studying a ebook or just having fun with the second. It was an exquisite feeling—not having to endure rush-hour site visitors simply to take a seat in conferences all day. Despite the fact that I earned 85% much less in my first yr of retirement, I used to be happier as a result of I used to be free.
Ultimately, I may lastly benefit from the public parks and providers my six-figure tax payments had been paying for over the previous decade. It felt good to interrupt free from the live-to-work mentality—the relentless pursuit of more cash and higher standing. Looking back, it was bizarre to let go at 34, however I do not remorse it at 47 immediately.
Work-to-Dwell (FIRE) Is Getting Pushed Apart Once more
I shouldn’t be too shocked that the work-to-live philosophy is fading once more. In spite of everything, I wrote the put up Why Early Retirement/FIRE Is Turning into Out of date, which argued that elevated office flexibility had decreased the urgency to retire early. If I solely had to enter the workplace 2-3 days per week, I probably would have labored no less than 5 years longer.
Simply final week, I performed pickleball from 2 – 3:45 PM with somebody who works at Uber. He instructed me his firm solely requires workers to be within the workplace on Tuesdays and Thursdays, giving him a four-day weekend. This season, he’s been snowboarding in Lake Tahoe nearly each week. On Fridays and Mondays, he takes video conferences till about 11 AM, will get in six runs on the slopes from 11:30 AM to 1 PM, after which logs again in for work.
Spending time on the pickleball and tennis courts led me to consider that extra individuals had been embracing versatile work. Nevertheless, assembly a couple of people with relaxed schedules is one factor—seeing how individuals spend their cash is one other. And from what I’ve noticed, probably the most critical professionals—those dwelling to work—are literally doubling down on work put up pandemic.
The fact is that the majority of my noon pickleball companions fall into two teams: individuals of their 20s and people over 50. The youthful crowd are all renters with out youngsters, whereas the older group both runs their very own companies, has a working partner, or lives frugally on authorities help.
Proof That Dwell-to-Work Is Again And Stronger Than Ever
Among the best issues to come back out of the pandemic was widespread distant work. Past eliminating commutes and pointless face time, it additionally allowed individuals to save on housing prices by shifting farther from metropolis facilities. This development is likely one of the the reason why I have been investing in heartland actual property since 2016.
In San Francisco, it can save you 40%–60% on hire or dwelling costs simply by shifting 3–5 miles west. Throughout the pandemic, 1000’s relocated to completely completely different cities to chop prices. Personally, I advocate for much less drastic measures—relocating inside your metropolis to cut back bills whereas protecting the identical wage, skilled community, and college district on your youngsters.
However what shocked me lately was seeing two properties with no views promote for nicely above asking costs on San Francisco’s rising west aspect. They offered for greater than the properties out there with ocean views. I had toured each properties extensively and estimated their closing promoting costs. I do that for each property I go to to maintain my pricing forecast expertise sharp.
For context, I’m bullish on San Francisco actual property, significantly as a result of development of synthetic intelligence. I’m particularly optimistic concerning the metropolis’s west aspect, pushed by new faculties, property developments, and the $4 billion UCSF Parnassus medical heart transform, which can add over 1,400 new jobs.
I feel these two properties are nice—I’m simply shocked they offered for a lot greater than my estimates, when you should buy nicer properties with views simply 0.5 – 1 miles away, for much less.
Instance #1: West Portal Home, San Francisco, CA
This absolutely transformed 3-bedroom, 3.5-bathroom, 2,836-square-foot dwelling within the West Portal neighborhood offered for $3,125,000 in April 2024. Given my optimistic stance on west-side San Francisco actual property, I projected a 4% appreciation in 2025, bringing its estimated worth to $3,250,000.
It was re-listed in 2025 at $2,495,000 to generate curiosity—just like its 2024 technique when it was listed on the identical value and in the end offered for $3,125,000. Nevertheless, I doubted it will go $750,000 over asking once more. That may be a scary amount of cash and proportion to overbid.
I used to be fallacious. The house offered for $3,435,000—10% increased than its 2024 value, and $393,799 over Redfin’s estimate.

Why I Had My Doubts It Would Promote For So A lot
The house’s largest promoting level, based on actual property brokers, was its proximity to the MUNI station. A five-minute stroll to the practice, an eight-minute wait, a 15-minute journey, and also you’re in downtown San Francisco.
However I debated this logic with my actual property agent. “Why would somebody pay an enormous premium for a house simply to have a brief commute to work beneath fluorescent lights for 8-10 hours a day? That doesn’t sound enjoyable. By paying that housing premium, they’re locking themselves into working even more durable to afford it.”
Her response? “What if they’ve to enter the workplace?” Good level. That ended the controversy as a result of it jogged my memory that I am on this FIRE bubble the place I refuse to work longer than I’ve to. Solely a minority of individuals are private finance fanatics, whereas the overwhelming majority of Monetary Samurai readers are.
Instance #2: Smaller West Portal Dwelling, San Francisco, CA
A single instance isn’t sufficient to declare a development for the brand new yr, however then I got here throughout one other. This 3-bedroom, 3-bathroom dwelling, 2,230 sqft (600 sq. ft smaller than the primary), was considerably move-in prepared, although its transform was 25–30 years previous. So it did not really feel practically as good as the primary dwelling. The truth is, I’d need to spend $100,000 – $200,000 reworking it.
It was additionally listed at $2,495,000, and I estimated it will promote for about $2.8 million. Once more, I used to be fallacious. It offered for $3,039,159—over $359,000 above Redfin’s estimate, or $1,362/sqft. By no means would I’ve guessed the house would recover from $3 million.
Why the premium? A slight skyline view from the primary bed room and a seven-minute stroll to the MUNI station as a substitute of 5. In a earlier put up, I discussed that proudly owning a house inside strolling distance of every part isn’t all the time ideally suited resulting from noise and different disturbances. Being one block farther from the MUNI station, retailers, and eating places might have made this dwelling barely extra fascinating to patrons.
As soon as once more, actual property brokers confirmed that each one the patrons had been households prioritizing proximity to public transportation. Dwell-to-work strikes once more! You possibly can purchase a 300 sqft bigger, absolutely transformed dwelling with ocean views for 10% much less. Or you may purchase an identical high quality home 1 mile away additionally close to a MUNI station for 33% much less.
Clearly, my recommendation for individuals to search out extra inexpensive properties a bit farther from work appears to be failing. And don’t fret, I’ve loads extra examples apart from these two that present how working to dwell is again.

The Dwell-to-Work Cycle Will Drive Dwelling Costs Larger
I’m not saying these homebuyers are obsessive about work—many merely should be within the workplace each day. Their areas are handy—near downtown, close to transit hubs, and inside strolling distance of retailers and eating places. Once more, these are nice properties in a pleasant neighborhood.
However the actuality is that the necessity to work fuels demand for properties close to places of work and public transportation, driving costs increased. And as dwelling costs climb, extra individuals discover themselves working extra simply to afford them. Keep in mind, increased dwelling costs means extra upkeep, insurance coverage, and property taxes to pay for.
This cycle gained’t break anytime quickly, regardless of the non-public finance neighborhood’s finest efforts to encourage extra inexpensive dwelling preparations. There’s merely an excessive amount of strain to earn extra and develop social standing.
Possibly Excessive Earnings Households Wrestle On Objective
There are additionally individuals who willingly endure a 45-minute commute every manner to drop off their youngsters at college—for the following 8 to 12 years—just because they refuse to surrender the standing of their present neighborhood. As a substitute of shifting nearer and chopping the drive all the way down to beneath 10 minutes, they keep put as a result of they don’t assume the brand new space is “fancy” sufficient.
Monetary independence is about creating choices, but we’re seeing a shift again towards working more durable simply to maintain an costly life-style. On high of paying a premium to dwell nearer to work, many households in large cities need to ship their youngsters to non-public college, which may simply price between $20,000 and $70,000 per yr per little one. Add on a automotive or two, holidays, wonderful eating, and supplemental classes for his or her youngsters, and even households making $500,000+ a yr are simply scraping by.
Such households aren’t being irrational—they’re selecting to pay as a result of they consider the advantages are value it. In different phrases, there isn’t any have to really feel sorry for them as a result of they’ll change their scenario in the event that they select. With the assistance of ProjectionLab, we carried out a case research exhibiting how a $500,000/yr family went from struggling to having the ability to retire early.
How Many Extra Years Will You Must Work To Pay For A Extra Costly Dwelling?
You probably have a million-dollar mindset, saving $1 million on a house equates to ~$42,000 per yr in risk-free revenue—or doubtlessly $100,000 per yr if invested at a ten% return. Personally, I’d a lot reasonably save $1 million and dwell a mile farther away on the MUNI line with a barely longer commute than be pressured to work many extra years simply to afford my dwelling.
Let’s run the numbers. Say you have got a $600,000 family revenue—the minimal I’d suggest for comfortably affording a $3 million dwelling (5X revenue, although ideally, it ought to be 3X). However as a substitute of choosing a $2 million dwelling only one mile farther, you purchase the dearer one as a result of it feels extra prestigious and handy.
Now, let’s assume you’re a disciplined saver, placing away 10% of your gross revenue, or $60,000 a yr. That’s about 14% of your after-tax revenue of $420,000 (assuming a 30% efficient tax charge). With a 5% compound annual return, it’s going to take you 12 years to save lots of $1 million. Holy moly!
Are you telling me you’d reasonably work 12 extra years simply to dwell barely nearer to work, reasonably than purchase an identical dwelling a bit farther away for much less and not must work for 12 additional years? That’s a trade-off I wouldn’t make.
A Extra Aggressive Saver Can Sacrifice Much less Time
OK, wonderful. Possibly a ten% gross financial savings charge is simply too low for a $600,000 family revenue earner. Let’s say you’re an distinctive saver, setting apart $180,000 a yr (30% of gross, 43% of web revenue). You might be studying Monetary Samurai, in spite of everything.
Even then, selecting the $3 million dwelling over the $2 million possibility means working 5 additional years—assuming a 5% annual return. And if you happen to’re middle-aged, these 5 years are far more expensive than in your 20s. Once more, my reply is a tough no!
In case you don’t like these examples since you’re targeted on absolutely the greenback worth of the properties, attempt shifting your perspective. Assume in percentages as a substitute. Paying 50% extra for a barely shorter commute is probably not value it.
I’ve written previously about how a large costly dwelling can derail your path to monetary freedom. Nevertheless, I do not assume many individuals actually care till it is too late. Do the mathematics please.
The Dwell-to-Work Mindset Perpetuates Itself
Whereas some maximize work flexibility, others are paying high greenback to make sure they’ll hold working. Sarcastically, this live-to-work cycle advantages those that take part in it, as continued demand drives dwelling costs even increased. In case you purchase into this mindset, the perfect factor you are able to do is encourage others to do the identical—as a result of that may enhance the chances of promoting your house for a higher revenue down the highway.
However if you happen to’re nonetheless within the wealth accumulation part or are depressing at work, take a step again and ask your self: Are you working to dwell, or dwelling to work? As a result of if you happen to’re not cautious, life-style inflation may entice you within the latter—with out you even realizing it.
Readers, why can we select unenjoyable work over experiencing freedom sooner? Do individuals not run the numbers and understand how the pursuit of a elaborate dwelling and standing retains them trapped in a piece cycle for much longer than needed? Do you assume the live-to-work mentality is again? How can we encourage individuals to cease following the herd and take into account different life?
For brand spanking new readers: I lived to work for 13 years in funding banking. I purchased the good home in a elaborate neighborhood, which solely pressured me to work more durable to afford my payments. Ultimately, I made a decision to downsize to a smaller, extra inexpensive dwelling as a result of I needed to dwell extra. Though I misplaced status, standing, and cash, I gained one thing much more worthwhile—freedom.
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Change Your Life For The Higher
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