Personal Lessons Learned Since The 2008 – 2009 Global Financial Crisis

With the Fed finally embarking on a multi-year rate cut cycle, concerns for another recession or even another global financial crisis is growing. Why did the Fed cut by 50 basis points instead of just 25 basis points on September 18, 2024? Do the Board of Governors know something the general public know?

The Board Of Governors are all very rich, so they'll be OK if another financial crisis hits. Fed Chair Jerome Powell is easily worth over $150 million. However, a world of hurt could be coming for the middle class who will lose their jobs in droves. If the Fed is behind the curve in cutting rates, as it was in September 2007, the damage could be too heavy to lift.

Thankfully, balance sheets are stronger this time around. Many of us have also diversified our investments according to our risk tolerance. Therefore, I don't think this next recession will be as bad. However, you never know for sure with risk assets and policymakers.

Regional Banks On Shaky Ground

In 2023, we almost went through another global financial crisis with the failing of Silicon Valley Bank and First Republic. Luckily, the federal government stepped in to backstop all depositors of SVB and Signature Bank.

On September 15, 2008, Lehman Brothers did go bust. I remember this day clearly because I made a $100 side bet with my friend the US government would bail it out. To my surprise, the US government didn't rescue Lehman, and the stock cratered that Monday and never recovered. This is my most poignant memory of the financial crisis.

Despite all the economic devastation, I wouldn't mind rewinding time and going back to 2008. I'd rather be 31 than 45, simply because I love life and want to live as many years as possible.

Even though central bankers and politicians say we aren't in a recession yet, we could head into one. Here are some lessons learned during and since the last financial crisis. Here are also some tips on how to survive a recession.

Personal Lessons Learned Since The 2008 – 2009 Financial Crisis

I've been investing since 1995 and currently manage an 8-figure investment portfolio. At 45 years old, I have no desire to go back to work so my wife and I can spend as much time as possible with our two young children.

Here is some wisdom I've gathered since the global financial crisis.

1) It's really hard to go all-in, even when you know you should.

Despite telling myself over and over again that we were in the buying opportunity of a lifetime, I couldn't convince myself to invest much more than my usual 401(k) maximum because my world was falling apart.

A couple dozen friends had been laid off, including my best friend at the time, who worked at Lehman Brothers. I feared I might be next and would need as much cash as possible to hold me over just in case.

In 2005, I had taken a $1,200,000 mortgage to buy a single family home. I already had around $380,000 in mortgage debt from the first property I bought in 2003. With property prices in San Francisco falling along with the stock market, bankruptcy was a very real possibility if I had lost my job.

Therefore, I built a significant CD portfolio with most of my excess cash instead. At the time, the best 5-year and 7-year rates were at 4.25%, so I decided that was where most of my savings went. The situation was similar to 2023 and early 2024 with me buying Treasury bonds yielding 5%+.

The only things I did right were keeping my job, not selling any real estate or stocks in the middle of the downturn, and maxing out my 401(k).

However, it turns out, like it has in 2023 and 2024, that buying risk assets like stocks and real estate over a high-yielding Treasury bond was the more lucrative move.

Events leading up and through the 2008 financial crisis

However, know that debt is the real killer during a financial crisis. Debt is what financially ruins even the richest people in the world. Please make sure you have enough liquidity to last you through at least six months of living expenses in case you lose your job. You do not want to be a forced seller during a market meltdown.

At the very least, please keep contributing to your tax-advantaged retirement accounts. Your goal is to stay invested for as long as possible. Keep on dollar-cost-averaging during good times and bad.

See: Your Risk Tolerance Is An Illusion: Just Wait Until You Lose A Lot Of Money

2) Chaos is a great motivator to change.

If you've been procrastinating for a while on something you should do, now may be your time! Doing something new might not only ease your mind, but provide you some insurance in case things get really bad.

I had been putting off starting Financial Samurai since 2006, when I graduated from business school part-time. But once the financial crisis hit, I decided to finally launch in the summer of 2009. If I got laid off, I needed a backup plan.

The pain and suffering you feel today might be the best thing that could have ever happened to you. But it would be much better if you could predict the upcoming pain and make some changes before the pain happens.

For example, instead of experiencing a heart attack before we change our eating and exercise habits for the better, why not change now? Instead of getting a divorce because we neglected to work on our communication skills, why not actively work on listening better today?

Study the people who've been through a lot of pain to try improve your odds of not going down the same path. Always work on your X-Factor. When the next financial crisis comes, you'll be more ready than 97% of the population who doesn't think ahead.

14 years later, I've written over 2,500 articles on Financial Samurai. I also ended up writing a WSJ bestselling book called Buy This, Not That. My X-Factor gives me something wonderful to do in early retirement, not to mention pay for all our family's living expenses.

3) Family is everything during a global financial crisis.

You can always make back your financial losses. But you might not always be able to repair your relationships. Embrace your family during difficult times.

In 2008, decided it was time to get married. I had known my wife since college, and she would be turning 28 in mid-2008. For some reason, 28 always stuck in my head as the perfect age to get married for her. I wanted to wait until at least 30 to focus on my career. How convenient it was that I am three years older.

The difficult times of 2008 made me want to hold onto her even more. I could lose everything, but I couldn't lose her. Relationships were more important than money back then, and they are still more important than money now. You will regret sacrificing love for money.

Today, my wife and I are blessed with two wonderful kids. When I get depressed thinking about losing lots of money in a bear market, I find instant comfort in my family. Because of my family, I don’t feel nearly as much pain as I did in 2008. Just an elevated amount of worry.

If you are looking for love, it is absolutely worth spending more time to improve your chances of finding someone. Once you have enough money to survive, family is by far a greater asset.

Related: Solving The Happiness Conundrum In Five Moves Or Less

4) You gain a tremendous amount of confidence over time.

One of the great things about time is that you get wiser, savvier, and more efficient. If you get through a global financial crisis, you will come out wiser and stronger.

Previously, I'd always been embarrassed to ever say I was an expert in anything. But once I turned 32, 10 years after graduating college, I finally felt I had developed some expertise in finance. And now that I'm in my 16th year of building Financial Samurai, I have no problem believing and saying I have expertise in personal finance and digital media.

Because of this experience, I also no longer fear financial ruin either. If Financial Samurai shuts down and all my passive income goes away, I know I can get a job back in finance, fintech, or online marketing. The pay would be enough to provide for a simple life for my family. I know this because I got a part-time job at a fintech company from November 2023 through March 2024.

You Will Have Greater Confidence To Take Advantage Of Opportunity

Feel good knowing that each year that goes by, your expertise in your field grows. You will eventually reach a point where you will no longer feel like an impostor. You will start to own your destiny.

Use a financial crisis as an opportunity to invest and upgrade your life. Once the pandemic hit in 2020, I bought some stocks in March 2020. Then I bought a forever home in June 2020. The great thing about writing a personal finance site is that everyone can see what actions you took and didn't take.

Today, my investment portfolio generates about $300,000 a year and passive income. It was as high as $380,000, but then I bought another forever home in October 2023 when mortgage rates were high and prices were weak. I’m confident that no matter how bad the next financial crisis is, my wife and I won’t have to go back to work.

Our new home improved the quality of our life during the pandemic. Further, I decided to focus more time making money online and writing a much-needed personal finance book, Buy This, Not That.

5) The more things change, the more things stay the same.

I met many disgruntled people before the 2008 financial crisis who complained about the government, taxes, inequality, racism, bigotry, sexism, and more. I also met lots of people who told me about their days as dotcom millionaires in 2000, including the guy who made my breakfast bagel each morning.

15 years later, we still have the same complaints. Yet, instead of losing money in dotcom stocks or housing, it's losing money in cryptocurrencies and growth stocks. Instead of hearing complaints in person, complaints are amplified all over social media ad nauseam.

You're either going to let things get to you, or you're going to do something to change your dissatisfaction. Just think about how much you could accomplish if you worked for one extra hour a day for 10 years.

We're talking about 3,650 hours of extra productivity to learn a new language, build a business, become an expert at work, or make a difference in a kid's life.

If you want to change, please take action. And no, virtue signaling does not count as taking action. If all you do is complain, 10 years from now, you will still be complaining about the same things.

6) You'll regret more the things you don't do, than the things you try. 

Conrad, my 56-year-old colleague who worked in the mailroom told me this a couple weeks before he was let go. He had been reminiscing about all the things he wished he'd done in his 30s when I asked him what he would have done differently if he could rewind time.

His layoff angered me into figuring out an exit plan since he only made about $40,000 a year and needed the money more than most.

Since 2008, I've had some regrets. They include not taking a guaranteed offer to work for a new company in NYC in 2010, not starting Financial Samurai in 2006, and not trying to have children sooner. As a result, I'm trying to make up for lost time.

I should have jumped at the work opportunity to move back to NYC with a big pay raise. An upstart firm had offered me a 50% bump for two years guaranteed. Who knows if they would have honored the second-year guarantee if I underperformed. But I'll always be left wondering what if.

Given I negotiated a severance two years later, not getting that last bit of extra cash was a mistake. Then again, if I had joined the new company and wanted to leave after two years, maybe I wouldn't have been able to negotiate a severance.

Given this regret, I've forced myself to try new things, such as becoming a high school tennis coach, becoming a foster kid mentor, writing a song, creating a podcast, and publishing a new personal finance book. The next great challenge may be finally relocating to Honolulu when our daughter enters kindergarten.

Although feeling regret is tough, there's no point dwelling. Reflect and move on. Conduct a regret minimization exercise in order to make better decisions today!

7) Even if you see the future, it's hard to take advantage. 

During the first year after leaving my finance job in 2012, I wasn't entirely sure leaving was the right thing to do. So I kept in contact with colleagues, met with recruiters, spoke to ex-competitors, and applied to various tech startup jobs online. Here was my chance to potentially try something new without worrying about earning maximum income.

The first place I applied to in 2012 was Airbnb. I thought it would be a big hit. I attended a couple of their Friday happy hours. Unfortunately, I didn't even get a chance to interview. See one of my rejection letters below:

Tech job rejection letters

A couple months later, Airbnb raised money valuing them at around $2.5 billion. If I had been able to get $200,000 of equity and stay for the full four year vesting period, that equity would be worth roughly $5 million today. At its highs, the equity would have been worth over $10 million. Oh well!

What I'm Investing In Now: Heartland Real Estate And Artificial Intelligence

Today, I believe buying real estate in the heartland of America is a wise move. However, deals still go sour even if you invest in the right state, city, and platform. As a result, choosing the right real estate investing platform and doing your due diligence are paramount. Things can and will go wrong.

My favorite private real estate platform is Fundrise, which began in 2012 and manages over $3.2 billion for almost 400,000 investors. Fundrise has diversified funds investing in the Sunbelt region, where valuations are lower and yields tend to be higher. Thanks to technology and work from home, the demographic shift towards lower-cost areas of the country will last for decades.

In addition, check out the Fundrise venture capital product, which invests in the following five sectors:

  • Artificial Intelligence & Machine Learning
  • Modern Data Infrastructure
  • Development Operations (DevOps)
  • Financial Technology (FinTech)
  • Real Estate & Property Technology (PropTech)

Roughly 65% of the Innovation Fund is invested in artificial intelligence, which I'm extremely bullish about. In 20 years, I don't want my kids wondering why I didn't invest in AI or work in AI!

The investment minimum is also only $10. Most venture capital funds have a $250,000+ minimum. You can see what the Innovation Fund is holding before deciding to invest and how much.

To gain outsized reward, you must take commensurate outsized risk. If you are not willing to take any risk, learn to be happy with what you have.

Even if you have the best vision, sometimes you simply cannot capitalize on it. Don’t beat yourself up about it. There will always be more opportunities in the future. But to me, it's clear that investing in AI near the beginning of the revolution is a wise move.

8) You have more abilities and strength than you realize.

Even though I wasn't able to get a single full-time tech/startup job offer, I was fine with the rejections. I wanted to fully experience this new life with Financial Samurai. The rejections gave me comfort knowing that at least I tried to find something. Now I could move on with no regrets.

Financial Samurai's growth has actually exceeded Airbnb's growth so far, but with the added benefit of pure control and autonomy. I learned how to mix creativity with sharing practical financial knowledge. Before then, I was so restricted in what I could write due to compliance. It was frustrating. I also learned I had more endurance than I thought possible.

Whatever you think your limits are, know that you're probably utilizing less than 50% of your full potential. It's only when you're hanging off a cliff with one arm, will you find your true inner might to pull yourself up.

9) Time fixes and breaks everything.

Even if you had gone all-in the day the S&P 500 peaked on July 1, 2007 (1527), despite losing ~50% by October 2008, you'd still be way up if you had held on to today. It's hard to lose money in the S&P 500 over a 10-year period.

Real estate has seen a similar recovery in many markets around the country. Over a 10-year period, you will likely do very well investing in real estate. And during stock downturns, real estate tends to significantly outperform.

The longer you invest, the greater your chance of making money. An investment thesis will help you invest for the long term

Unfortunately, these past 15 years of playing sports have truly taken a toll on my body. My left knee feels like it may have permanent ITB/TFL damage. My right shoulder must have a tear because it hurts when I try and throw or serve hard. It's sad to no longer be able to move like I once did.

Please cherish your health! Do more stretching and warmups. It's not worth going all-out in sports anymore due to injuries.

At 47, I have adapted to my aging body by playing less tennis and playing more pickleball. It’s so much easier on the joints. That said, I still jammed my back one day lunging after a ball. I couldn't walk the next day!

The middle-class will likely get hollowed out with the next recession. Therefore, make sure you have the right number of banking relationships and a diversified portfolio.

10) Friends come and go.

I no longer hang out with the same people that I used to hang out with in 2008. My best friend from Lehman was never really the same after the layoff. I got him an interview at my firm to work with me, but one of my Australian colleagues nixed him. Another close friend insulted me past my stop loss in 2024, so I no longer want to hang out with him.

I used to hang out with several client friends for drinks, golf, and dinners. But after I left the industry, I no longer had the enthusiasm to keep hanging around in a business I no longer enjoyed. It really takes a lot to maintain relationships when you don't have something in common or a corporate card!

Since 2008, several friends and family members have sadly passed away. It's is likely even more will pass away over the next ten years. Therefore, I plan to spend more time with my loved ones than in the past.

The pandemic has made many of us more lonely, due to health safety precautions. As a result, it takes more effort to combat loneliness. The good thing is that many more people are looking for companionship. So, if you make the effort, you will find more friends

Related: If I Could Retire All Over Again, These Are the Things We'd Do Differently

11) Being wealthier won't make you much happier.

Most of us have more than tripled our wealth since the previous peak in 2007. But do we feel much happier? I venture to guess most will say no. More content, yes, but likely not happier.

I don't feel happier because I was never an unhappy person to begin with. I've always been around a 7 – 8 out of 10 for my steady happiness state. I will occasionally shoot to a 10 when amazing events happen such as the birth of my son and daughter. But that elevated level of happiness never lasts.

Instead of stressing over doing well with a work client, now I wonder whether my children will find their own happiness. Instead of worrying about whether I'll get promoted at work, I worry about whether I can continue providing for my family due to the rapid increase in healthcare and tuition costs.

Having Money Helps You Feel More Satisfied

Thanks to having more money, I do appreciate not having to stress about getting a $104 parking ticket or having to ration my food. But I've also become accustomed to such convenience, and therefore, can't help but take my wealth for granted.

The only thing I've found helpful to combating hedonic adaptation is to show gratitude given I believe our outsized wealth is mostly due to luck. Volunteer to help others and write out your blessings. If you don't want to start a site, at least start a gratitude journal. Writing is the best free therapy.

After more than 12 years of early retirement, I have come to realize I have a higher steadier state of happiness. But it's taken me a while to realize this because life is full of twists and turns.

best reason to retire early - greater happiness

Given my consistent investing in stocks and real estate since the global financial crisis, I was finally about to buy a forever home in October 2023. Although I don't feel happier climbing to the top of the property ladder, I feel extremely satisfied. To be able to buy a fantastic home to provide for my family when the kids are still young is a dream come true.

12) Once you're ahead, stay ahead.

When all your friends are making lots of money in a bull market, even if you've already made enough, you can't help but want to make more. As a result, you end up taking unnecessary risk.

Post-pandemic, there was an incredible amount of investing FOMO and real estate FOMO with so many speculative assets going up. Then plenty of people lost a bunch of money in 2022. Your goal is to beat greed and not deviate from your investing framework.

Over the years, I have received plenty of pushback from equity investors who were all-in whenever I wrote about investing in bonds (terrible year in 2022!) and structured products that hedge against downside risk. Going through the 2000 and 2008 downturns were enough to make me realize that the good times don't last forever.

However, due to my lack of discipline, I didn't invest as much in individual muni bonds and structured products as I should have to protect my wealth. If I truly stuck to my desire of happily growing my net worth by only 5% a year, I would have invested even more conservatively.

Just know that it's OK to sell stocks on occasion to buy things you want. Otherwise, there's no point investing in an asset that provides zero utility.

Learn to stay focused and simplify

The wealthier you become the more important it is to shut out the noise. When it comes to investing, everybody has their own opinions on what you should do with your money.

Instead, make your own decisions. Stick to your appropriate net worth asset allocation in order to defeat investing FOMO. Investing FOMO can destroy your wealth in a hurry as many people who invested in speculative assets in 1997, 2000, 2007, and 2022 found out.

Personally, I really like investing more in private funds now. It's nice to invest in a 5-10-year timeframe and not know the daily price movements. Private funds enable to to focus on everything else that matters.

Please never confuse brains with a bull market! A financial crisis hit in March 2020. And another one could very well hit again in the near future with high valuations and an overly aggressive Fed.

Related: The First Rule Of Financial Independence: Never Lose Money

Focus On The Future And Invest Long Term

It's unlikely the stock market will perform as well over the next 10 years as it has over the previous 12 years. Expect lower return assumptions.

If you were one of the people who bashed me about my lower safe withdrawal rate suggestion in retirement, please be more humble. Think dynamically, not fixed.

To make so much money in stocks and real estate since the pandemic began is an unexpected windfall. The vulture investors are coming out now as stocks fall back to earth.

Use the downturn to review your finances, assess your true risk tolerance, and come up with a sound financial plan. Then list one or two things you really should focus on besides building more wealth.

Over the next 10 years, I plan to focus most of my time on being a present father. Kids grow up quick. I also want to do more traveling and writing. My hope is that my investments stay as far in the background as possible so I don't have to think about them too much.

My time for trying to build a fortune is over. I now just want to keep and spend down what I already have. The main way I can do this is by having a diversified net worth and a healthy passive income component.

Next up, I'll review how this current bear market compares to the 2008 bear market.

Protect Yourself From The Financial Crisis

The best way to protect yourself from a financial crisis is to be on top of your net worth. To track your net worth for free, sign up for Empower, the web’s #1 free wealth management tool. It will help you get a better handle on your finances.

After you link all your accounts, use their Retirement Planning calculator. It pulls your real data to give you as pure an estimation of your financial future as possible using Monte Carlo simulation algorithms. You must pay attention to your money closer than ever before.

Personal Capital Retirement Planner Free Tool - Financial Crisis management
Empower's Free Retirement Planner

Special limited-time promotion: If you have over $250,000 in investable assets, take advantage and schedule a free appointment with an Empower financial professional here. Complete your two free video calls with the advisor before Nov 30, 2024, and you'll receive a free $100 Visa gift card. After a great run in stocks, another recession could hit. It's always a good idea to get a second opinion about how your investments are positioned, especially from a professional. 

Achieve Financial Freedom Through Real Estate

Real estate is my favorite way to achieving financial freedom. It is a tangible asset that is less volatile, provides utility, and generates income. By the time I was 30, I had bought two properties in San Francisco and one property in Lake Tahoe. These properties now generate a significant amount of mostly passive income.

In 2016, I started diversifying into heartland real estate to take advantage of lower valuations and higher cap rates. I did so by investing $954,000 with real estate crowdfunding platforms.

Fundrise is my favorite real estate platform. It enables investors to diversify into real estate through private funds. Fundrise has been around since 2012 and now manages over $3.5 billion in assets. For most people, investing in a diversified real estate fund is the way to go.

The key to great wealth is making it last over time. As a physical asset, real estate stands a greater chance than stocks in holding its value.

Financial Samurai is a six-figure investor in Fundrise and Fundrise is a sponsor of Financial Samurai. Our real estate investment philosophies are aligned. We believe there is a long-term demographic shift towards lower cost areas of the country thanks to technology.

For more nuanced personal finance content, join 65,000+ others and sign up for the free Financial Samurai newsletter. Financial Samurai is one of the largest independently-owned personal finance sites that started in 2009. 

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Ben H
Ben H
2 years ago

Admittedly, some of your recent articles have not resonated with me personally. Sometimes what’s being written seems more like a product plug or marketing material.

This write-up however, is such a great one (not that you need my approval!). As someone who graduated college into financial crisis, this 2007-2009 history really hits home. I watched my Business School’s sponsor swap from Wachovia to Wells Fargo mid-senior year. Internships were non-existent, planned placements were retracted, and job prospects were nil. I can remember going to interviews and there being what felt like 100’s of applicants. Sites like Monster, Indeed , etc. were still in relative infancy and most companies did not have (or have at all a) great online processes for career services.

I was lucky enough to find a “real” job/career in 2010 after ~2 years of sporadic contract work in consulting. A job that put me in a position where I was eventually telling others to stay the course and also witnessing where peoples’ firms were leading them astray financially. In some cases, doing so to help prop up their stock or “guidance” around how to handle their pension. The desperation I experienced in many of these interactions was eye opening and something that has stuck with me.

Rory
Rory
2 years ago

Dear Sam. A great read. Great ups and downs etc. I’m just getting into financial markets in the UK. But so intrigued to watch how markets operate and how so many factors influence them. I’m perhaps down a touch with my pension fund as equities have taken a serious knock lately. But as you eluded to don’t get out at the wrong time. Rules in the UK allow us to take 25% of our pension funds tax free. Sadly if I was 4 months older back before the horrible Russian invaded Ukraine I would have been quids in or dollars in. But life is as it’s laid out so it’s a waiting game for markets to settle and hopefully equity values will return. Kindest regards Rory.

Jim
Jim
2 years ago

Great post Sam, it seems that developing some sort of talent or expertise on the side of whatever you’re doing is key. Like you said, now that you have all this knowledge for finances and Fincon, you’re essentially free. No matter what career difficulties come your way, you can alway tack a different direction and find success. It’s like Career Prepping!

Andy
Andy
2 years ago

“The Board Of Governors are all very rich, so they’ll be OK”

Your ideas about this in the linked article are fascinating and well worth considering, but I think you may be too optimistic about their motivations. No doubt you’ve worked with people much richer than I. However, I have also had some experience with rich politicians. I used to work for a municipal government that has traditionally been the source of a number of politicians that went on to national status. I associated with some of these people on a “professional” basis if you could call it that.

I saw no signs that any of these people were motivated by anything other than greed and the accumulation of money and power as ends unto themselves. If they were worth $50 million, they didn’t want to lose 10 million, a million, or $10.35 (ten dollars and thirty five cents) because they were simply greedy. They didn’t seem to understand the world in any other terms. Maybe they were just small time operators, and could have changed their ways after moving on to the state government and presidential administration. Not sure what implications the restrictions on Fed officials trading stocks would have, but I suspect the reaction in their hearts involved something like hatred or vengeance, rather than any lofty morals.

David
David
2 years ago

“My tenants didn’t bring up the shower, but I figured since my handyman had to come back, to finally fix the problem. The internals were 52 years old so we had to pound out the tile, cut the pipes, and replace everything.”

I know this was from the newsletter and not this post but was wondering how you matched the tile on an old shower? Was it discontinued or do they still manufacture it? We just had a hot mop failure and the tile is discontinued! The tile is everywhere. Would hate to do a full remodel because we can’t match the tile! Ugh!

David
David
2 years ago

“I am nibbling at current levels. However, with 10% higher expectations for the Fed Funds rate (4.1% to 4.5%), it’s rational to assume 5% lower expectations from my previous 3,666 S&P 500 downside target, i.e. 3,500.”

Sam – Will you return to buying aggressively if we hit 3,500?

“The S&P 500 declined 1.03% to 3,655.04, falling below the June closing low of 3,666.77.”

David
David
2 years ago

I think so if it gets to that point! Agreed on the T-bills.

Rob
Rob
2 years ago

Yup 9-24 month t-bills/bonds are worth nibbling on here.

Untemplater
2 years ago

This post resonated with me a lot. I’ve been in a funk that I’m climbing out of. Thinking back to how raw and scary things were back during the financial crisis reminds me to be more appreciative of where we’ve come since and to focus more on the positives of the present. But also to be cautious and careful to preserve capital and take steps to help ensure I come out ahead down the road. There are always ways to see the silver lining but we have to be willing to search for them and think in derivatives.

Buyside Hustle
Buyside Hustle
2 years ago

It’s absolutely true that you gain more confidence the longer you work in the industry. I remember I didn’t know anything my first few years as an investment banker and felt everyone around me was much smarter.

Now after working on the buyside for a while, I no longer worry about not being able to get a job if my current role falls apart because I know what I’ve learned over the years will always been valuable at other firms.

A lot of good insights in this article. Thanks for sharing.

Chip
Chip
2 years ago

Thank you so much for sharing!

I remember 2008 vividly. I graduated from college in December 2018 with a degree in civil engineering and was very fortunate to find a job in April 2019. I think anyone who lived through that time should be a little more prepared for what we’re experiencing now.

I completely agree with your former 56-year old colleague. Fortune favors those who are willing to try new things and give all of themselves to it. You’ll definitely regret the things you wanted to try, but didn’t.

Also, I really appreciate your view on love and family as it relates to personal finances. You can always earn more money…

Ray
Ray
2 years ago

Thanks – Given that you grew up in Asia, would you consider raising your children in Asia to get Asian education and what are your thoughts of it versus western education- or is proximity to parents and parental support more of a important factor as you mentioned moving back to Honolulu in raising your children?

Brian Lasky
Brian Lasky
4 years ago

Sam,

Some great points presented here. Retired 2.5 years with a substantial cash pile and recent SPY puts for protection. I would suggest a visit to your GP for a recommended course of therapy- I continued to play hurt and just completed 12 weeks of occupational therapy for elbow injury.

When are you going to transition to Pickleball? The sport is being driven now by ex-Div 1/2 tennis players.

Ray
Ray
4 years ago

Great Post – Sam at what age would you have had children if you could do it all over again?

Ryan
Ryan
4 years ago

Thanks for your reflection Sam! I am seeing so many similarities today to the crash of 2008. Fortunately I have grown wiser (at least that is what I tell myself) and had some large put positions in my RH account on a few larger tech stocks. I’m wondering how long to hold these though. I am up big and would like to transfer the profits over the general index funds…since we should be approaching a historic buying opportunity in the market, but just not sure how far down this ship goes.

TheEngineer
TheEngineer
4 years ago

”Lessons Must Be Learned to Prepare For All Life Crisis”
1. Live within 2% to 4% of all investable assets
2. Get marry, have children and stay happily marry
3. Drink water, walk/jog 2 miles per day and get 8 hours of sleep
4. Have a hobby
5. Pray and be kind to others

Samalso
Samalso
4 years ago

Sam,
Sorry about your shoulder pain. Turns out it won’t get better is you keep banging it around.

My wife has had great luck with turmeric as an anti-inflammatory dietary supplement.
You can’t just take the pills you find in the health food store. Work with the raw ingredient and add a little black pepper to the mixture. (be careful…turmeric stains anything it touches)

Honest, it works. you should be able to get the guidance of a DOM in San Francisco.

Snazster
Snazster
4 years ago

Sounds like a torn rotator cuff, or something on its way to being one. My uncle played a lot of tennis and had to get surgery.

I found that, for myself, ibuprofen and getting a strap from Amazon to immobilize that arm while I was sleeping was enough to let it heal within a few weeks. Before that, it had been giving me grief for over a year.

All depends on how bad it has gotten, I would suppose.

Also:

“Please do not confuse brains with a bull market!”

Ain’t that the truth! Too many people choose investments the same way they choose which horse to bet on, or what roulette number to lay down on. If they have a winning streak, even if followed by a losing streak, they may never believe they aren’t geniuses.

Loach
Loach
4 years ago

Career regrets suck, but I don’t spend too much time worrying about them because you can’t change the past. You can only play the hand that’s currently in front of you. In 2013, I was approached by a headhunter about a career opportunity that would have been a lateral move, but would have been a situation where I was in line and being groomed for a promotion to CFO. I was comfortable and happy at the time, and making great money. I liked my boss and wasn’t really feeling that ambitious for more at that time of my career. I passed on even interviewing for the role, even though my background was perfect for it.

A few years later my boss “retired” (was pushed out) and as I knew all along, no internal candidates were considered to replace him (much less me). The new outside hire was a complete jackass and I knew it was time to negotiate a severance package. I ended up doing some consulting work while I looked for something new, and a year later landed a new job making slightly less than I did before. That job turned out to be a disaster – the company was in a decaying industry with a CEO who didn’t have an operational background and wandered from strategy to strategy. I only lasted 2 years before I had enough and moved on again. It took me another year to find something new, and I’m making about 45% of what I did 5 years ago. The guy that took the job that I passed on in 2013 is now the CFO of that company and is doing great.

And it’s all fine. Yeah, maybe I could be making 2X-4X what I’m making now, but I still do plenty well and could have retired at around age 50 after my last departure but chose to keep working. And I don’t work for a jackass or an incompetent narcissist anymore. The reality is that even if I had pursued that job back in 2013: a) I might not have even gotten it and b) I’m not sure I was in the right mental state to become their next CFO. I am where I am, and it’s fine.

Eric D Meyers
Eric D Meyers
4 years ago

Also, did want to mention. I also had an shoulder issue like this for a while and I went to see physical therapist and they found that my neck was the culprit. It took 6 weeks of PT, but it honestly made my right shoulder feel new again. Mine was related to sitting too much. I was working 10 hours, driving 2 hours, and then working on homework at night for college. Which led to the issue. Might want to see if that is the same issue. They made it sound like it was common in those who were desk workers.

Bill
Bill
4 years ago

Hi Sam,

Just noticed that this a 2018 post. A sign of good writing to me is if it still holds relevance in the future. This post definitely does! My biggest lesson from 2008 is that the market always comes back. I’ve been buying this market above and beyond normal for the last 7 days. It’s getting harder every day which tells me I’m doing the right thing. I always wished I invested more in 97, 01, 08, 12, and end of 18. I’m not gonna make that mistake this time.

Thanks, Bill

Robert C
Robert C
4 years ago

Great article and a great reminder in this time of crisis! I lived through 2 of these stock melt downs already, and I have less concern on this one then the previous ones. Stocks are still overpriced and have been for the last 3 years. i stopped putting money in US stocks for the last 2 years, and once the market correct 20 or 30% I am going back in. The fundamentals of this economy are sound, but with ridiculous low interest rates people started chasing stocks to get some type of return and ignored the fundamentals. This crisis will pass and people who didn’t lose their head will be fine. During the crisis focus on what is really important FAMILY!

PS. Don’t get shoulder surgery! It has enormous (6 months +) rehab time and anyone I know who had it wish they would have waited.

Marty
Marty
4 years ago

Sam, look into stem cell treatments.

ERIC D MEYERS
ERIC D MEYERS
4 years ago

This is really helpful – Thanks Sam!

Untemplater
4 years ago

If we go into another recession it definitely won’t make me happy but I think I will be better mentally prepared than the last one. We’ve also been overdue for one so it won’t be a complete shock, although I wouldn’t have guessed that the next one could have been triggered by a virus. Just goes to show you just never know.

I’m tapped out of cash for now but plan to leg in here and there as I get funds if the markets stay down or sink further. And I also plan to pay down more debt. That always feels good, especially when rates are dropping.

It will be an interesting week in the markets so I’ll definitely be paying closer attention than I normally do. Thanks for writing so many timely posts! And good luck and wishes for good health to us all!

WTK
WTK
4 years ago

Hi Sam,

I will not go all in time of crisis. I still maintain the approach of channeling the fund into the investment portfolio on a regular basis. This gives me the peace of mind regardless of the noises.

WTK

Drew
6 years ago

This is a great post. I had no money and less direction in 2008. My life is completely different ten years later. But this time I’m losing significant money as the market goes down and I have a child on the way and a mortgage. I hope in 2028 we look back and say that we stayed the course and kept investing and that we are all healthy and fulfilled.

Debbie
Debbie
6 years ago

I’ve gotten to the point of really feeling that there is only so much time left. Big difference being in one’s 50’s. Besides lasering in on how to best align my retirement with the years I have left earning, I’m focusing on local To Do list. Suddenly this year, I realized I had quite a few things I had wanted to do with them gathering dust on my list. Interestingly enough once I decided that was it, I’m going to start doing these things the opportunities came along. Joined the hiking group and went on a hike I’d been wanting to do, also went to museum’s adult evening night with them that my friends never wanted to go. Was invited to bingo this past weekend, I jumped at the opportunity and had a fun time. Granted all small things but enriching the fabric of my daily life.

The other thing I decided to stop doing was using all of my vacation time and money for family events. Rather soul sucking to not have a real vacation for several years due to whatever major family event was going on. The last wedding, I flew in, stayed minimum of 3 days and then was out of there at the crack of dawn headed onward to my real vacation. They either will or wont get over it but solo vacation out West feed my Soul.

BigLawLittleLawyer
6 years ago

Thank you for writing this. I was in the bubble called college when the recession hit so it’s interesting to hear of someone else’s real life experience and your reflections really ring true. I started to think more strongly about financial planning and retirement after reading about you and your retirement on CNBC and it’s been really eye-opening and life-changing, so while I’m sure the recession was incredibly brutal on you and wouldn’t wish it on anyone, I’m glad that it led to you setting up this blog.