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And identical to that, one other yr is nearly over. I don’t bear in mind an excessive amount of about what occurred at first of the yr with out scrolling via my pictures. Most of your managers don’t both, which is why it’s good to maintain a log you’ll be able to reference in your year-end overview, particularly should you did one thing constructive.
For this yr in overview 2021, I’d wish to go over three principal classes: investments, household, and writing.
Investments are what help my household. Household is what I care about probably the most. And writing is what I take pleasure in doing to assist others. It provides me a way of function.
FS 12 months In Overview 2021: Public Investments
General, my 14 public funding portfolios with roughly an 85/15 inventory/bond weighting are up about 22.5%. It is a 2% underperformance of the S&P 500 and a ten% outperformance of a 60/40 portfolio. When the yr is formally over, I’ll replace the numbers once more.
Two of the biggest funds account for almost all of my inventory and bond passive revenue. They’re comparatively much less aggressive given their higher give attention to revenue. My tax-advantaged portfolios have outperformed the S&P 500, however they’ve smaller balances. I take extra dangers in these portfolios as a result of I can’t contact them for some time.
The explanation why I’ve 14 portfolios is as a result of I’ve a number of taxable portfolios, a number of tax-advantaged portfolios (Solo 401(okay), SEP IRA, Rollover IRA), two 529 plans, and custodial funding accounts for my kids. It’s actually difficult to handle, which is why it’s good to make use of Private Capital to maintain observe of all the things.

Return Goal Submit Work
Ever since leaving work in 2012, I’ve had a minimal funding return goal equal to 3X the risk-free fee of return and an preferrred return goal of 10%. For instance, with the 10-year bond yield at ~1.5%, my minimal funding return goal is 4.5%. Nonetheless, the bull market has helped my investments surpass these targets.
Beneath is a chart that reveals the S&P 500 annual efficiency since 2014. 2019, 2020, and 2021 have been phenomenal years. Due to this fact, I attribute 60% of my return-over-ideal to luck and 40% to staying disciplined.

It’s possible you’ll discover that as your funding balances develop, the volatility might change into extra unsettling. Instantly, as a substitute of solely shedding $100,000 on a $500,000 funding portfolio, you may end up shedding $1 million on a $5 million portfolio.
To extend your possibilities of making a living over the long term, it’s necessary to comply with an applicable asset allocation, keep it up, and maintain funding charges as little as potential. You may attempt to time the market by getting out and in. Nonetheless, all the info reveals market-timing doesn’t work long run. I’ve tried many instances earlier than and failed greater than I’ve succeeded.
As a result of my funding returns have surpassed my expectations since leaving work, the surplus returns don’t appear actual. It seems like humorous cash. Due to this fact, I plan to spend among the overage to reside a extra comfy life. I additionally plan to provide much more cash away.
FS 12 months In Overview 2021: Actual Property Investments
It has been a incredible yr for actual property traders in 2021. The median dwelling value is up round 18% YoY, which is unprecedented. When you purchased actual property 12 months in the past with 20% down, your cash-on-cash return is up 90%. Even after subtracting insurance coverage, upkeep, and different bills, the return in your money continues to be up massively.
Try the Case-Shiller 20-Metropolis Composite Residence Value Index. Costs started shifting larger in June 2020.

Sadly for me, most of my actual property holdings are in San Francisco, which the media likes to bash. Apparently, everyone is leaving in droves, inflicting hire and residential value appreciation underperformance. It doesn’t matter that tens of 1000’s of workers have seen large fairness beneficial properties in shares like Google, Fb, and Apple. It’s recreation over for town by the bay!
Really, San Francisco actual property did simply effective in 2021. From January 2021 via November 2021, single-family dwelling costs supposedly rose 22%, whereas rental costs supposedly elevated 21%. We’re speaking a few $325,000 acquire for single-family properties and a ~$239,000 acquire for condos.
Frankly, I don’t consider the beneficial properties have been that nice. I believe costs went up extra like 10-15% this yr. However beneath is SF median dwelling value information from the MLS.

The luckiest factor I did in 2020 was purchase a house after writing the put up, Actual Property Shopping for Methods Throughout COVID-19. The put up was first written on April 27, 2020. I utilized my methods and received into contract 45 days later.
I had been eye-balling this dwelling since late-2018 once I started taking my son for neighborhood walks. The house went via in depth reworking in late-2019 and early 2020. Then, the house owners inexplicably determined to place the home in the marketplace a month after lockdowns started. Public open homes closed and it was simply me and the itemizing agent speaking about life for hours.
Our bigger dwelling has been a panacea for my household throughout the pandemic. It might very nicely be our endlessly dwelling till our youngsters go off to school. For the house to additionally recognize by 10%+ in 2021 seems like profitable the lottery. This capability to take pleasure in your funding is the primary cause why I really like actual property a lot.
Actual Property Crowdfunding
After a dicey 2020, when most distributions have been placed on pause, distributions continued in 2021. On November 22, 2021, I received a distribution from my principal actual property fund for $46,106.09, bringing complete distributions for the yr to $53,545.69. Not dangerous primarily based on the ~$400,000 left on this one fund.

The 100% passive nature of actual property crowdfunding is tough to beat. It additionally feels good to diversify away from costly San Francisco / Lake Tahoe / Honolulu property. Demographic shifts in the direction of decrease value areas of the nation are going to proceed.
Once you spend money on a personal actual property deal, be sure you perceive the capital stack and the place you might be on the capital stack. When you plan to spend money on fairness offers, there must be sufficient fairness raised and pores and skin within the recreation by the sponsor. In any other case, chances are you’ll be higher off investing in debt.
For many traders, I believe it’s higher to spend money on a diversified fund like those supplied by Fundrise and an actual property ETF like VNQ. The purpose is to realize actual property publicity and hit singles and doubles over the long run with most of your capital. Trip the inflation wave, not get pummeled by it.
You possibly can then complement your actual property publicity with particular person offers or actual property shares you discover most attention-grabbing if you want. That is how I spend money on equities: ~80% in index funds and ~20% in particular person shares.
FS 12 months In Overview 2021: Various Investments
I’ve investments in enterprise debt, enterprise capital, and crypto. These investments make up a complete of roughly 10% of my investable belongings. I’ve all the time tried to allocate round 10% of my capital in extremely speculative names ever since my massive win in 2000 with VCSY.
Essentially the most speculative funding I made in 2021 was in HUT, an ethereum mining firm. I discussed it in my put up, How I’d Make investments $100,000 At the moment. I purchased at $4 and it went all the best way as much as $14 earlier than collapsing again right down to $8. LTH additionally did very nicely the primary 30 days after bought. Then it round-tripped after omicron got here out. Sigh.
My investments in enterprise debt and enterprise capital aren’t as speculative since they’re funds with a number of positions. My 4 enterprise debt funds have returned within the mid-teens. They’re regular suppliers of passive revenue. These funds additionally personal warrants, which offers potential additional upside.
I invested $200,000 in a brand new enterprise capital fund in 4Q2021. The capital might be referred to as over two years or so. That is the operator’s second fund after he had a profitable stint because the CFO of a public firm for about 13 years. He’s a reasonably related man within the Bay so I believed it could be good to get plugged into his community and probably co-invest in future offers.
In 2019, I invested $140,000 in a closely oversubscribed enterprise capital fund. It is among the gorillas within the VC house. I wished to take a position extra however was throttled within the family and friends spherical.
Beneath is a snapshot of the paper returns. It has offered zero passive revenue or distributions because it’s nonetheless within the capital-calling stage. It is usually a 10-year fund. I actually take pleasure in not having to consider these funds on a day-to-day foundation.

FS 12 months In Overview 2021: Household
After I’m feeling unmotivated, I simply take into consideration my spouse and youngsters. Then my batteries recharge as a result of I’ll by no means stop on them.
Though the pandemic stinks for many adults, maybe it hasn’t stunk for many younger kids. My spouse and I spent a lot time with our youngsters in 2021. We took them to playgrounds, soccer fields, seashores, the zoo, and the science museum each week. We additionally took them to select cherries and journey the trains in Sonoma. So far as they’re involved, 2021 was a blast!
After our daughter was born in December 2019, we determined we wouldn’t journey for the primary two years of her life. So looking back, if there’s ever a time to have a child, it’s throughout a pandemic. She’s hitting all her milestones and we really feel actually blessed to have her. She is going to almost certainly be our final youngster, so my spouse and I are attempting to cherish each second earlier than she goes off to high school.
College Restarts
After a number of rejections from varied preschools and 16 months of homeschooling, we discovered in 1Q2021 that our son received into his goal preschool. He began faculty on August 25, 2021 and he’s had a blast. You simply by no means know the way your children will adapt to a brand new setting. I’m pleased with him as a result of he didn’t cry as soon as the primary week of college. As an alternative, he was full of pleasure and nervousness.
Stepping into faculty offers reduction as a result of it means our daughter will probably get to attend our son’s faculty as nicely. The preschool admissions course of is hard in SF. The varsity goes via the eighth grade, which implies we don’t have to fret in regards to the utility course of in a protracted whereas.
Nonetheless, we utilized to a different faculty for 2022 anyway as a result of she will’t begin preschool till 2023 as a consequence of her late birthdate. The 2022 faculty is just three hours a day for 2 days every week, which I believe is ideal for a 2.5-3-year-old. We’ll most likely get rejected, however I believe it’s all the time price making an attempt.
Noticed My Dad and mom
After feeling unfavorable signs for ~40 hours after getting my booster, I made a decision if I used to be going to really feel in poor health, I’d as nicely benefit from it by seeing my mother and father. Additional, I had lastly squared away my life insurance coverage wants with a brand new 20-year time period coverage. Because of this, I felt extra at peace leaving my household behind to see my mother and father.
Thus, after one yr and 11 months, I lastly flew out to see my mother and father for six days in December. The journey felt like I used to be in a time warp as a result of nothing actually modified, thank goodness.
I swapped out my dad’s cellphone battery, which he has been utilizing since 2017. Uber Eats and Uber have been put in on his cellphone with my bank card. Then I donated 5 containers of stuff and mailed a bundle for my mother, stuffed up a tank of fuel, and eliminated the weeds within the driveway.
I’m comforted figuring out my mother and father have shelter, meals, transportation, and one another. I’m bummed we reside so distant and COVID has prevented us from visiting one another. It might have been nice in the event that they received to spend extra time with their grandchildren.
After my go to, now I can say that I noticed my mother and father in 2020 (Jan) and in 2021 (Dec). This fashion, COVID’s unfavorable results received’t really feel as dangerous once I look again at historical past.
12 months In Overview 2021: Monetary Samurai
I wrote over 310,000 phrases and greater than 160 posts in 2021. That is barely greater than regular as a result of I spent extra time at dwelling. As soon as the pandemic hit, I determined to be extra entrepreneurial to take advantage of out of a suboptimal scenario.
Though 310,000+ phrases may sound like lots, bear in mind, I don’t have a day job. However I do have two younger kids, which meant I wanted to persistently get up by 5:30 AM to jot down earlier than they began leaping throughout me. Fortunately, most issues get simpler with observe. Listed here are the greatest posts on FS for 2021.
My additional give attention to entrepreneurship resulted in elevated on-line revenue. It’s good to know there’s a correlation between effort and reward. I believe that’s all any of us really need. Many of the additional revenue simply received reinvested or used to pay down mortgage debt.
Regardless of elevated revenue, I’m not happier. Actually, I grew to become much less comfortable as a result of I needed to spend extra time negotiating enterprise offers. This took away from my principal pleasure of writing. To maintain up my writing cadence, I spent extra time working past my preferrred 20 hours every week.
Fortunately, I set a two-year deadline for my entrepreneur dash. On March 18, 2022, that deadline might be reached and I’ll strictly restrict my on-line exercise to not more than 20 hours every week once more. It’ll really feel like going into semi-retirement as taxes goes up.
Completed 99% Of My Ebook
Maybe the factor I’m most pleased with is ending a ~110,000-word ebook (320+ pages) with Portfolio / Penguin Random Home. I spoke to a few authors who stated that writing their ebook was all of the work they did till it was completed. However I didn’t need the method of writing a ebook to cannibalize my writing on Monetary Samurai. Due to this fact, the one factor I might do was work extra.
No surprise why I really feel so beat. However the wonderful thing about exhausting work is that it’s over.
My ebook is within the remaining manufacturing section. It has gone via greater than a dozen revisions with two editors. Now it’s getting polished by a replica editor, who will undergo the grammar, formatting, and structure. I by no means knew there have been two varieties of editors.
I’ll revise it one final time in mid-January 2022. Then my revisions might be reviewed once more by the identical two editors in February 2022. Lastly, the copy editor will overview it one final time. Solely then will or not it’s despatched off to the printing presses for a June 28, 2022 launch date.
Holy moly! Based mostly on how a lot time I spent writing and modifying the ebook (2 years), I can’t consider hardcover books usually value underneath $30. They’re the best bargains. I really feel like I put in at the least $400,000 price of my time.
So should you plan to jot down a ebook, please know it could be the toughest factor you’ll ever do in your skilled life. It additionally probably received’t be a profitable endeavor. However as writers, we care way more about producing a terrific learn than making a living. It’s partly why there’s the time period, ravenous author!
Going via the method of writing a historically printed ebook has considerably elevated my appreciation for books basically. I’m now studying all my unread books at dwelling, taking cautious notes on what makes them nice.
As soon as I get via my remaining revisions in January 2022, I’ll unleash it to the world for pre-orders.
General Grade For 2021: B+
2021 was one of the difficult years of my life. I consistently felt overwhelmed with fatherhood, Monetary Samurai, managing our funds, and writing my ebook. My sabbatical was an utter failure as a result of I didn’t really feel rested afterward in any respect.
When you work for your self, there’s all the time one thing extra you are able to do. It’s possible you’ll be hating your day job at this second. Nonetheless, attempt to recognize having the ability to take paid holidays when you let your thoughts and physique decompress. In 2021, I generally daydreamed of going again to work to paradoxically take a break.
Stress can usually negatively have an effect on one’s well being. And for a number of months, I did have shortness of breath points as a consequence of elevated stress. My imaginative and prescient additionally worsened, which is a part of the hazards of working from dwelling on a pc for too lengthy. Due to this fact, 2022 would be the time to take issues simpler. I can’t wait!
Readers, how was your 2021? Be at liberty to share how your investments, profession, enterprise, and household life did. Was the yr as exhausting for you because it was for me? What have been a few of your wins and losses?
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