Again on June 30, I revealed Summer YOLO Fund: Permission To Spend, giving myself specific written permission to blow by $40,000 in Honolulu this summer time.
The $40,000 was initially earmarked for investments in non-public startups after attending YC demo day. Nevertheless, I wasn’t capable of put money into firms I needed, whether or not as a result of valuations or the spherical already being full.
So as an alternative of investing the cash in public shares or enterprise capital instantly, I made a decision to see if I may really spend more cash than I am used to.
As somebody who has saved aggressively since 1999, once I realized I could not hold getting in at 5:30am and leaving after 7pm my whole profession, spending excessively is difficult. I’ve averaged over a 50% financial savings price for 28 years, first out of a need for freedom, then out of the necessity to maintain my household.
I tracked each greenback for 30 days, which was extra cumbersome than I assumed. I logged the great selections, and the unhealthy ones.
Closing tally: $6,486. That is 16% of the finances.
I attempted my greatest to spend like a typical American client with a 3% saving price who’s OK with working without end for the person. Nevertheless, I failed, as a result of I did not have a professional outlet for the opposite $33,514.
Let me present you precisely the place the cash went, and extra importantly, why it could not go wherever else. The outcomes even have actual implications for these of you saving and investing for retirement at this time. You merely may not want as a lot as you assume you do to be glad.
How I am Defining The Two Spending Buckets
Earlier than the numbers, the definitions.
Elementary spending is something I might have paid whatever the experiment. Primary meals, groceries, fuel, pharmacy runs, primary transportation. That is merely the price of feeding and transferring a household of 4 round Honolulu for a month. It has nothing to do with permission. It is simply life.
True YOLO spending is something frugal-me would have hesitated on or skipped fully if I weren’t intentionally attempting to loosen up. Season passes, splurge meals, gear that was extra need than want, the treats that exist purely as a result of I advised myself I used to be allowed.
Flights and three weeks of Iolani and Punahou summer time college sit exterior each buckets, given we might have spent on some type of summer time camp regardless. However to be thorough, I am going to nonetheless embrace their price within the whole spend for the month additional down.
The 30-Day Numbers
$5,266 basic. $1,220 true YOLO. $33,514 untouched.

Take a look at how flat that spending line sits in opposition to the finances line. That hole is all the story of this publish.
What Was Truly In The True YOLO Bucket
This is each greenback of the $1,220 that counts as a real splurge:
Moist ‘n’ Wild season passes for the 4 of us: $300. We ended up going 3 times, in order that was nice worth. We’ll go once more a minimum of as soon as through the winter.
A brunch at Koko Head Café that was loopy costly for mediocre meals, however I took my dad and mom, who had by no means been: $196. The congee and skillet dishes ran about $28 every. The one genuinely good thing on the menu was the French toast.
Hanauma Bay entry plus snorkel gear rental: $300. This included bus service and tickets. I used to be hyped as much as go, remembering all of the fish I noticed as a child. Sadly, there weren’t practically as many this time.
Pokémon GO gear and GO Fest occasion tickets, together with a $75 auto-catcher machine I already owned one in every of and left in San Francisco: $145. This turned out to be probably the most enjoyable splurge of the month. GO Fest is just annually.
A birthday lunch for my spouse at The Kahala’s Plumeria Seashore Home: $142. We ordered the Kahala Bento Field, butterfish, and French onion soup. So good. Beautiful view of the ocean.
Shave ice and gelato, unfold throughout the month: $47. I believe I am lacking an entry or two right here, however perhaps not. Ululani’s and Hawaiian Shave Ice Co. are our favorites.
Aloha shirts and household clothes: $63. I by no means store for garments, however there’s an ideal Goodwill in Kaimuki, and I wanted some nicer Aloha shirts for college excursions at Mid-Pac, ‘Iolani, and Maryknoll. Paying $120 for a brand new Aloha shirt on the mall appeared outrageous subsequent to $9 or much less at Goodwill.
Dried plums, a genuinely unhealthy kava drink, and different “why not” island snacks: $27.
What Was In The Elementary Bucket
The opposite $5,266 broke down like this:
- On a regular basis meals, principally poké from Tamura’s and Contemporary Catch, plate lunches, and household dinners: ~$3,400
- Groceries and farmers market produce, heavy on mangoes and lychee: ~$700
- Family and pharmacy runs, together with my spouse’s Goal and Lengthy’s journeys: ~$937
- Fuel: $176
- One airport rideshare: $53, plus roughly $48 extra my dad spent choosing us up and dropping us off, which I by no means formally logged
The Actual Offender To Not Spending As A lot: Free Housing
The one greatest purpose I could not spend the cash is that my housing price was zero.
We stayed in my dad and mom’ two-bedroom in-law unit, the identical one I spent five weeks renovating last summer and one other week on this yr. A comparable two-bedroom rental in the identical Kahala-adjacent neighborhood averages $410 an evening. Multiply that out over 30 days and a market-rate model of our keep would have run roughly $12,300, greater than double all the things I really spent mixed.
Housing is often the most important line merchandise in anybody’s finances. As soon as that quantity goes to zero, all the things else turns into small by comparability. A $196 brunch feels reckless in isolation. Towards a $12,300 housing expense that is free, it is a rounding error.
Therefore, the key to dwelling a cushty life is fixing your housing prices. Meaning buying your primary residence as quickly as you recognize the place you wish to stay long run. As soon as your housing price is fastened, not to mention paid off, life turns into comparatively cheap.
Why We Skipped The Catamaran And The Fancy Eating places
We’ve got a 6-year-old and a 9-year-old. That single reality vetoed a complete class of traditional YOLO spending earlier than it may even get thought of.
No sundown catamaran cruise. No tasting menus. No late dinners on the eating places that make Honolulu’s meals scene thrilling. Youngsters that age do not need a three-hour dinner with wine pairings. They need poke, shave ice, a pool, and love.
The actions that did work had been free. Seashore days. Hikes up Koko Head crater and Tantalus. Pickleball. None of it made the spending log as a result of none of it price something.
Looking back, I ought to have requested my dad and mom to observe the children for a minimum of one night time so my spouse and I may go on a night date. I simply did not wish to burden them, since they at all times have their favourite reveals on between 7 and 9pm. We did handle a few lunch dates as an alternative.
The Splurges That Did Occur
We went to The Kahala Resort twice, as soon as for $28 cheeseburgers early within the journey and as soon as for my spouse’s birthday lunch. Each had been costly relative to the remainder of the log, however neither felt extreme. You even get free parking on the resort when you spend a minimum of $50.

An oceanfront lunch at a five-star resort for $142, birthday included, is the form of quantity that makes conventional resort pricing look absurd. You do not have to sleep there to take pleasure in it. A two-bedroom suite at The Kahala over 4th of July weekend was going for over $5,000 an evening. We even obtained to wade on the seashore close to Maya Rudolph and Paul Thomas Anderson, who had been vacationing close by.

Moist ‘n’ Wild and Hanauma Bay had been the 2 purchases I anticipated to sting and did not. $300 for 4 season passes, used 3 times, was a few of the greatest worth of all the journey. Hanauma Bay ran $300 as soon as gear rental was included, steeper than I anticipated, nevertheless it was a pleasant bucket-list expertise, even when the children solely lasted 25 minutes within the water earlier than getting chilly.
Meals Was The Solely Lever I May Persistently Pull
Strip out the free actions and the housing, and meals is de facto the one class the place spending extra was at all times an choice. Higher eating places. Extra fruit. A second dinner as a result of I forgot we already had poke ready within the fridge.
Even that had a ceiling. You’ll be able to solely eat a lot in a day, and I placed on a pair kilos of fats this month proving it. There is a pure restrict to how a lot cash you’ll be able to convert into energy earlier than the train stops being enjoyable and begins being an issue.

The One Splurge I Was Contemplating
Halfway by the journey, throughout Pokémon GO Fest, I walked into the Panerai retailer at Ala Moana. I attempted on $10,000 to $20,000 watches that regarded fairly cool. I was actually into amassing watches again once I labored in finance, 15 to twenty years in the past.
Then I left with out shopping for something.
It simply felt dumb to spend $10,000-plus on a watch to meet my Summer season YOLO Fund quota once I already had an iPhone that tells time completely effectively. A cellphone actually is likely one of the greatest values cash can purchase on a fabric merchandise.

My Two Proudest Bills
The 2 purchases I am proudest of this summer time weren’t purchases in any respect within the conventional sense.
After three years, I lastly discovered the activation power to repair my dad’s automobile AC, which would not blow cool air through the day. I discovered a cell mechanic on-line, he got here by the following day, and added a pound of Freon for $80. The choice was changing the leaking condenser for $600, which appeared pointless for a 28-year-old automobile. No extra unnecessary suffering and probably passing out whereas driving. Hooray!

Much more satisfying than not melting, I employed somebody to deep clear my dad and mom’ carpets for $425, the primary skilled cleansing in 9 years. It was great to get decades-old stains out of the stairwell and upstairs. My dad and mom paid $385 the final time it was finished, so the brand new worth was roughly in keeping with inflation. My mother additionally insisted she pay, so there was no price to me.

Neither of these counts as YOLO spending. Each felt higher than something on the True YOLO listing.
Do Flights Depend As Elementary?
I might argue sure, within the sense that they are a obligatory price of the journey. However I’ve stored them exterior the each day spending log fully, since they had been booked and paid for earlier than the $40,000 authorization existed. You’ll be able to’t YOLO your manner into a visit you had been at all times taking.
For the report: round-trip financial system tickets from San Francisco to Honolulu for 4 got here to $2,600, or $650 per individual. Add three weeks of summer time college at Iolani and Punahou for the children, $3,890, and the total price of the month, flights and tuition included, involves roughly $12,976. Nonetheless lower than what the housing alone would have price at market price.
To be thorough, here is the overall spending for the month as soon as flights and summer time college are included.

Even counting each flight and each tuition fee, I nonetheless solely spent 32% of the $40,000. Free housing did that a lot heavy lifting.

Lesson #1: Be Glad With What You Have
Spending cash on objective is difficult if you’re content material.
We did not want a much bigger place to remain, as a result of we had a easy place without spending a dime. The children had been pleased with poké and pizza more often than not, and there is solely a lot anybody can eat. We did not want the catamaran, the tasting menu, or the watch, as a result of none of it might have made the month higher than seashore days, pickleball, and a one-hour chess sport with my dad that resulted in a stalemate.
I gave myself permission to spend $40,000. It seems permission was by no means the constraint. Need was, and apparently, need may be very onerous to fabricate when you’ve easy needs and wishes.
It is true that minimalism and early retirement go hand in hand. In case you have the capability to stay effectively under your means for many years, having fun with life after work is comparatively straightforward.
Lesson #2: The Finest Life Moments Are With Household
I’ve by no means overwhelmed my father in chess earlier than, and I nonetheless have not. However after our second sport, I obtained him to a stalemate, unable to maneuver my king. To me, spending that point with him is priceless. So was watching my children play with him.


So the place did the opposite $33,514 go, or $27,074 as soon as flights and summer time college are counted? It did not sit in money for lengthy. That is a narrative for a separate publish.
Readers, how a lot would you be snug spending in a single month if somebody gave you specific permission? What’s stopped you from splurging even when you could possibly technically afford to? Do you’ve a tough time spending like the standard American?
Monitor Your Personal Numbers Earlier than You Attempt This
Logging each buy by hand for 30 days taught me one thing I ought to have already recognized: guide monitoring is exhausting, even for somebody who writes about cash for a dwelling. If you wish to run your personal model of this experiment, or simply need a clearer image of the place you stand, let software program do the counting as an alternative of your notes app.
I’ve used Empower’s free financial dashboard for years to trace web price and spending throughout accounts in a single place, with none guide logging.
For the larger query this entire experiment raises, how a lot do you really have to really feel financially free, ProjectionLab is the device I might level you to. It enables you to mannequin totally different web price, spending, and retirement eventualities so you’ll be able to see for your self whether or not your quantity is sensible or padded with concern.
If your personal retirement quantity wants a intestine examine, choose up a replica of my USA At this time bestseller, Millionaire Milestones: Simple Steps To Seven Figures. It walks by what to prioritize at each stage of constructing wealth, so you’ll be able to work out your actual quantity as an alternative of simply assuming extra is at all times higher.

