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Personal Lessons Learned Since The 2008 – 2009 Financial Crisis

Posted by Financial Samurai 52 Comments

On September 15, 2008, Lehman Brothers went bust. I remember this day clearly because I made a $200 side bet with my friend over the weekend that the US government would bail them out. To my surprise, the US government didn’t rescue Lehman, and the stock cratered that Monday and never recovered.

Despite all the economic devastation, I wish I could rewind time. I’d rather be 31 than 41, simply because I love life and want to live as many years as possible.

The period between 2008 – 2018 was the most exciting 10 years of my life. Here are some of the lessons I have learned since the financial crisis.

Lessons Learned Since The 2008 – 2009 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. 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. The best 5-year and 7-year rates were at 4.25% at the time, so I decided that was where most of my savings went.

The only things I did right were keeping my job and not selling any real estate or stocks in the middle of the downturn.

Events leading up and through the 2008 financial crisis

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

2) Chaos is a great motivator. I had been putting off starting Financial Samurai since 2006, 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.

I also decided it was time to get married. I had known my wife since college, and she would be turning 28 in 2008. For some reason, 28 always stuck in my head as the perfect age for her to get married. Further, I had also wanted to focus on my career until 30 to see how far I could get.

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 more important than money today.

3) You gain a tremendous amount of confidence and expertise in 10 years. Previously, I’d always been embarrassed to ever say I was an expert in anything. But once I turned 32, I felt I had developed some expertise in the Asian Equities market. And now that I’m in my 10th year building Financial Samurai, I have no problem believing and saying I have expertise in digital media.

Because of this experience, I also no longer fear financial ruin. 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 base pay would range between $150,000 – $250,000 + stock, and my family would be fine.

Age discrimination is no longer a fear either. Instead, you realize experience makes you incredibly valuable. Once you’ve been able to earn income by yourself for so many years, nothing will stop you from living the life you want.

4) The more things change, the more things stay the same. I met many disgruntled people before 2008 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 at work who made my breakfast bagel each morning.

10 years later, we still have the same complaints. Yet, instead of losing money in dotcom stocks, it’s losing money in cryptocurrencies. Instead of hearing complaints about other people’s problems in person, complaints are simply 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.

Personal lessons learned since the 2008 financial crisis

5) 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.

As I look through the years to 2008, my only regrets are 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 a baby sooner. For the last two, better late than never.

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. Now, who knows if they would have honored the second year guarantee if I underperformed. But I’ll always be left wondering what if. I had been too comfortable at my then job and had used my house as an excuse to stay. Given I left my job two years later, not getting that last bit of extra cash was a mistake.

Given this regret, I’ve learned to try more things such as coach HS tennis, be a foster kid mentor, write and copyright a song, create a podcast, and do more outreach. The biggest thing I want to try now is to leave San Francisco once my boy turns three. This will be a significant move since we’ve been here since 2001.

Realization post publication: One positive for not leaving for a new firm is that I was able to negotiate a really nice severance package given I had been with them for 11 years. If I had gone to the new firm, I might have been stressed out of my mind, and may have sold  my house in 2012 instead of in 2017 prices after prices shot up about 80%. I definitely would not have gotten a severance package if I decided to leave two years later since they’d be annoyed I was leaving after paying a large guarantee.

6) Even if you see the future, it’s hard to take advantage. During the first year after leaving, 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 was Airbnb because I thought it would be a big hit. But I didn’t even get a chance to interview. See my rejection letter 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 $3 million today since Airbnb is valued at around $38 billion. I’d be rich! Alas, no such luck.

Related: To Get Rich, Practice Predicting The Future

7) 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 because 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 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.

Related: Sweet Dreams Of Becoming A Millionaire Again

8) 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 be up about 90% if you had held on to today (2,889). Add on dividend reinvestments, you’d be up much more. It’s hard to lose money in the S&P 500 over a 10-year period.

IT Band pain outside kneeReal estate, on the other hand, may not recover as easily given its local nature. After 11 years, I’m pretty sure my Lake Tahoe vacation condo is still ~20% below what I bought it for because the condotel mortgage market dried up. The property is cash flow positive at my higher valuation, but people aren’t able to buy as easily as before because they can’t get loans.

These past 10 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 clicks with every motion and probably has a tear. Meanwhile, my lower back constantly aches after softball or a tennis match. It’s sad to no longer be able to move like I once did. Cherish your health! Spend the time to do more stretching and warmups. It’s not worth going all-out in sports anymore due to injuries.

9) Friends come and go, family is forever. 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. In 2012, he got let go from his new employer a little before I engineered my layoff. His employer reached out to me to see if I was interested. He found out and wasn’t happy, even though I had no intention of returning to the industry. After that, he viewed me more as a competitor instead of as a friend since he had also interviewed for my position back in 2001 when I first moved out to San Francisco.

I used to hang out with several client friends for drinks, golf, and dinners. But after I left the industry, I no longer had a corporate card or the enthusiasm to keep hanging around in a business I no longer enjoyed. It really takes a lot to maintain relationships.

I’m very lucky that nobody I’m close to has passed away since 2008. But I’m not so sure the same can be said over the next 10 years. Therefore, I plan to spend more time with my loved ones than in the past, especially now that I have a new addition to the family.

10) Being wealthier won’t make you happier. Most of us have more than doubled our wealth since the previous peak in 2007. But do we feel much happier? I venture to guess most will say no. I don’t feel happier because I was never an unhappy person to begin with. I’ve always been around a 7.5 – 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. But that elevated level of happiness never lasts.

Instead of stressing over doing well with a work client, now I stress over whether my boy will be alright every time he starts crying. There’s a helplessness I feel as a father when I can’t make him feel better after going through a checklist of culprits. It’s got to be the teething.

Instead of worrying about whether I’ll get promoted, I worry about whether I can continue providing for my family without burning out for the next 20 years. There was a high likelihood of calling it quits in 2019 on Financial Samurai’s 10th year anniversary. Not so much any more.

Thanks to having more money, I do appreciate not having to stress about getting a $110 parking ticket or having to eat less to save on food expenses. 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 being ungrateful is to show gratitude, volunteer to help others, and write things out. If you don’t want to start a site, at least start a gratitude journal.

Related: The Negatives Of Early Retirement Nobody Likes Talking About

Focus On The Future

It’s unlikely the stock market and real estate market will perform as well over the next 10 years as it has over the previous 10 years. I’m investing heavily in the heartland of America because I think there’s going to a multi-decade trend of shifting away from expensive coastal cities. We shall see.

Over the next 10 years, I plan to focus most of my time on being a present father. My hope is that my investments stay far in the background so I don’t have to think about them much at all. My time for trying to build a fortune is over. I just want to keep what I have, especially since we’ll probably have another recession by 2028.

In order to keep this ship going, I’ll keep writing on Financial Samurai as usual. In the meantime, I want to make sure my family really enjoys life for the next 10 years. I don’t want to be writing this post at 51 and saying I wish I took more adventures.

I’ve got until the summer 2020 to get all my ducks in a row. Then it’s goodbye San Francisco and hello Hawaii or some other wonderful place!

Manage and protect your wealth: Sign up for Personal Capital, the web’s #1 free wealth management tool to get a better handle on your finances. Run your investments through their award-winning Investment Checkup tool to see exactly how much you are paying in fees. After you link all your accounts, use their Retirement Planning calculator that pulls your real data to give you as pure an estimation of your financial future as possible using Monte Carlo simulation algorithms. What you measure can be optimized.

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Filed Under: Investments

Author Bio: Sam started Financial Samurai in 2009 to help people achieve financial freedom sooner, rather than later. He spent 13 years working in investment banking, earned his MBA from UC Berkeley, and retired at age 34 in San Francisco in 2012.

To stay on top of your wealth, Sam recommends signing up with Personal Capital’s free financial tools. With Personal Capital, you can track your cash flow, x-ray your investments for excessive fees, and make sure your retirement plans are on track.

For 2020 and beyond, Sam is most interested in investing in the heartland of America where real estate valuations are much lower and net rental yields are much higher. Interest rates have plummeted to 4-year lows, wages are increasing, and demand for real estate remains strong. Fundrise is his favorite real estate crowdfunding platform. It’s free to sign up and explore.

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Comments

  1. Drew says

    December 10, 2018 at 8:25 pm

    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.

    Reply
  2. Debbie says

    September 25, 2018 at 2:58 am

    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.

    Reply
  3. BigLawLittleLawyer says

    September 22, 2018 at 9:58 am

    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.

    Reply
  4. Kris says

    September 20, 2018 at 2:53 pm

    I didn’t really have an investment plan during the crisis ten years ago. All I had was my 401K, an IRA I never contributed to and an investment account that was all mutual funds but didn’t know how to manage it. The crisis actually helped me learn more about the stock market. I knew the basics but didn’t know about ways to manage a portfolio. For me, when I saw the value of my portfolio drop significantly, it made realize that I had to know why this happened and figure out how to recover from it. It also made me how to get ready when the next crisis because we all know it’s going to happen but don’t know when it’s going to happen, just like preparing for an earthquake.

    Reply
  5. Reverse The Crush says

    September 19, 2018 at 7:06 pm

    Very informative and interesting read, Sam! There’s a lot of wisdom in this post. I was not an investor yet when the 2008 crash happened. I was in College from 2008 to 2010 so my experience is limited. It’s cool to hear your perspective on the experience. Your point about maintaining relationships is very true. They require a lot of work. And you are very fortunate to not have any close people pass away in that time. Unfortunately I experienced one big loss during this time. I think your 3rd point is really interesting as well. Even though I haven’t achieved anything significant with investing yet, I am just beginning to grasp the surface of being confident with it.

    As for your questions, I plan to be reaching or nearing financial independence in 2028. It will be through a variety of income streams. Otherwise, I have simply grown as a person by becoming an adult over the past 10 years. I have much to learn still. Thanks for sharing, Sam!

    Reply
  6. Independence Engineered says

    September 19, 2018 at 5:46 pm

    Lots of wisdom here Sam. Thanks for the great article.

    I particularly liked point #5. It was a great push and motivator for me.

    As I am pretty young, my only big regret so far was not going abroad for college. That’s not to say there are some other small things I would have liked to have changed, but c’est la vie.

    Reply
  7. Lily | The Frugal Gene says

    September 19, 2018 at 12:55 am

    “The difficult times of 2008 made me want to hold onto her even more. I could lose everything, but I couldn’t lose her.”

    D’Aww everytime you talk about your wife, it’s like “awww” inducing!

    That rejection letter from Airbnb is kind of funny! It’s quite a neat souvenir in an odd way. I keep my rejection letter for laughs when I look back on them =)

    “I’m very lucky that nobody I’m close to has passed away since 2008. But I’m not so sure the same can be said over the next 10 years.”

    Wooof, that’s a wise way to approach it. I never thought of it like that and it totally bummed me out haha..oh dear =( Money and downturns are temporary conditions but losing loved ones is much much much much much much much harder.

    Reply
    • Financial Samurai says

      September 19, 2018 at 10:46 am

      You noticed that! I’m actually just trying to get brownie points whenever I do something wrong. But this time I don’t think she noticed the passage :-)

      Reply
  8. Paper Tiger says

    September 18, 2018 at 4:15 pm

    Sam, I loved this post! Time well spent is more important to me than money well earned at this point in my life. Materially speaking, I have few goals. Personally speaking, I want to develop better relationships and invest in people I care about more than in the next mutual fund or REIT. I now try and focus on each day and making it really count and improving my relationships, one person at a time, as life goes on. I’m also not going to continue to waste time on fake news and fake people. I’m only letting things in my head that touch my soul and make my heart feel good. Let others complain and wallow in it if they must; I’ve now checked out of that hotel for good God Bless!

    Reply
    • JayCeezy says

      September 19, 2018 at 9:37 am

      +1!

      Paper Tiger, you are manifesting a mindset that I aspire to, especially “I’m also not going to continue to waste time on fake news and fake people. I’m only letting things in my head that touch my soul and make my heart feel good.”

      I loved Sam’s post too! “You learn more about your courage and capabilities from your scars, than your successes.” – Roger Crawford

      Reply
      • Paper Tiger says

        September 19, 2018 at 10:01 am

        Amen brother, the older you get the less crap you want to take and then, if you’re lucky, one day you wake up and realize, “I really don’t have to take it anymore!” Your priorities get re-ordered around what is really important, what makes you feel good and how you can be a positive influence on someone else. It can be a tough chasm to cross but once you do, you never look back.

        Reply
  9. Anon says

    September 18, 2018 at 3:28 pm

    I was part of the subprime syndicate that facilitated 2008 financial crisis. Well, I wrote the sub-prime loans trading program at one of the firms that got bailed out, and yes, right across from 6th ave of my old company was Lehman Brothers. In 2003 i noticed our loan portfolio was full of these NINA (no-income-no-asset), 0% down, IO loans, that will reset to credit card like interest rate (~15%) beginning in 3/5/7 years, aka 2006/2008/2010 the chicken will come home to roost. I hurried to find my next job not because I was afraid I’d lose it, but was afraid I’d gone to jail (the white shoe firm I worked for then use 2 layers of indirection to originate these shady loans to dogs and strippers, as you see in the movie Big Short).

    I got out in 2004 and joined an internet company pre-IPO. Yes, I got lucky twice and I don’t deserve that. In 2009 I still panic and sold half of my equities, fortunately a friend told me to get back to stocks a year later, and another friend told us to get into real-estate that same year. Our net worth has more than tripled from pre-2007 high, but not a single day I believe I deserve it. After so many crisis in my career (1995 mortgage crisis, 1997 asian crisis, 2000 dotcom, 2001/911, 2008) I’m content to live any lifestyle I choose now or what life chooses for me after the next crisis.

    Some friends had it much worse and never recovered from these crisis: marriages collapsed because stuck in a big mortgage that is under-water, homes sold at discount only to come back and doubled in values, alcoholism, old age without savings, long period of un-employment, etc..

    Capitalism can eat your humanity, even for those survivors.

    Reply
    • Joe says

      September 18, 2018 at 10:57 pm

      Great story. Would enjoy reading it in more detail.

      Reply
      • Anon says

        September 19, 2018 at 11:36 am

        To stay on topic of Sam’s title: “Personal Lessons Learned Since The 2008 Financial Crisis”:

        1. Everyone can be wrong, including Nobel prize winner: while I wasn’t the only one noticed these crazy loans at 2002/2003 that will reset to credit card like rate of 12% in 2007/2008/2009, nobody in my department want to upset the gravy train. The profits was growing exponentially and everyone only care about their year-end bonus. Nobody, including the CEO want to piss off the rain-makers. Later in 2007, I think after BS went down, Paul Krugman gave a talk and insisted there were no nation-wide housing crisis, that burst my Nobel bubble right there. Apparently he was just clueless as the next expert. I learned that in life, ethical decision is often the best decisions, the guilt and sleepless nights made it easier for me to walk away from those fat bonus of 2004/2005/2006,..

        2. Skin in the game matters: all institutions eventually becomes corrupt without skin in the game. If you see the movie “Big Short”, except hedge funds guys who play with their own money, and GS partners who have their equities tied up in GS stocks, any institutions when key persons don’t have skin in the game just became actors. I see that even with my current internet company, 14 years after IPO, most executives now sell their shares as soon as vested, treating the company like an ATM, as opposed to early days when they hold on to their pre-IPO worthless shares, the behaviors couldn’t be more different. You see that in today’s America as well, when people who don’t have common fate like the WW2 generation and would immigrate to New Zealand the first minute USA got into trouble.

        Reply
  10. Mom says

    September 18, 2018 at 12:50 pm

    Sam, I love your site and personal details. I also wrote a reflection on our family’s journey over the past ten yours. Four layoffs, three more children. I’m most surprised at the raw, emotional toll. There’s a reason our grandparents’ outlook was shaped by the Depression. I have a feeling we’lll still be talking about 2008 in fifty years.

    Reply
  11. Jana says

    September 18, 2018 at 11:03 am

    You may want to consider looking into Magnesium Supplements for that knee. Can’t hurt. (The Magnesium Miracle)

    Reply
    • Financial Samurai says

      September 26, 2018 at 9:10 pm

      Ok! Will try it! Thx

      Reply
  12. Pretty Pretty says

    September 18, 2018 at 9:35 am

    Just finished Eurodollar University season 2 over at Macrovoices.

    Seems like the system is still broken. It was only the suspension of MTM that reversed the self-reinforcing meltdown not QE nor ZIRP. Bernanke could have only dropped rates down to 3% and let things sort themselves out, but now we have this epic malinvestment and bubbles everywhere with a dysfunctional monetary system that will only worsen a systemic deleveraging when it happens. The Fed will have to write Credit default swaps and IRSwaps in next crisis. It will have to guarantee collateral values to keep the banking plumbing flowing.

    Reply
  13. Rudy says

    September 18, 2018 at 9:12 am

    Excellent article Sam — reflection on events like 2008 is one of the best ways to see how well (or poorly) we’ve done after a crisis. Comparisons with other’s actions since an event are always tricky. Everyone has different priorities and that’s fine. Each of us has to decide what we embrace and (hopefully) accept the results.

    For us, we made a few cuts after 2008, but never dropped the maid service. We appreciate what they do and the extra time it provides us. Some of our friends saw that and figured we must have not had a financial issue at all. Some of them bought new cars since then, but we’re still driving the same clunker!

    Thanks for the story!

    Reply
  14. Damn Millennial says

    September 18, 2018 at 5:20 am

    Sam,

    What did your reserves look like ahead of the crisis?

    When you decided to build your CD’s how much cash on hand did you have? In other words if you had lost your job how long would you have been able to stay afloat?

    Agreed that being wealthier doesn’t make you happier. It does provide choices and flexibility though and that has made me happier.

    Been such a weird time in the market for a while now. Everyone talking about a crash while the market continues to perform…inevitably someone will be right, for right now S&P up 8% with 3 months to go.

    Reply
    • Financial Samurai says

      September 18, 2018 at 7:39 am

      I had about a year’s worth of cash liquid before I would’ve been forced to sell assets. I guess if I got laid off, they would’ve given me at least three months worth of California warn act pay, and perhaps a severance. Therefore, I probably would’ve lasted for 18 months at a minimum.

      But, when you come very close to running out of money, that’s when panic will really set in, so I doubt I would have comfortably drawn down 100% of my savings. I would’ve been very tempted to sell risk assets at a discount.

      I’ve kept my current 2018 projection of +10% for the S&P 500 and 3% cap for the 10 year bond yield. Let’s see if it holds! https://www.financialsamurai.com/2018-investment-outlook-stocks-bonds-real-estate/

      How about you? What were you doing and how are you investing in 2008?

      Reply
      • Damn Millennial says

        September 18, 2018 at 2:42 pm

        Young gun compared to you. I was oblivious to the world and just graduated high school. Saved 5k washing boats and bought a plane ticket to fly across the world to Australia to learn how to surf….not a care in the world while everything was melting down around me.

        Funny now that I think about it.

        Reply
  15. GenX FIRE says

    September 17, 2018 at 9:43 pm

    It’s your former friend’s experience that is the kind of thing that motivates me. I spend time each week working on my general tech skills, while simultaneously working on my FIRE plan. I started saving too late to retire now, but retiring and living well in about 10 years is a real possibility. Of course, the market will have a say in that. Looking at valuations, it’s hard to see how they will grow much until earnings do. That’s the thing that keeps me working.

    Reply
  16. Toula says

    September 17, 2018 at 2:53 pm

    I can remember how I felt after the crash of 2000 then 2008. I’ve never bothered adding up how much we lost over the 2000 crash, all I know was it was valuable in teaching some good lessons. I can’t help but feel that we have another market correction not too far away. I’ve been moving some of our funds to safer water. However, of greater concern to me is my siblings who are less financially sophisticated who do have money to lose. I’ve been encouraging them to move their retirement savings to lower risks funds to safeguard against what would be devastating if they suffered big losses. Thankfully my sister has been receptive, though her spouse who has no idea is happy to ride the wave believing it will go on forever.

    Reply
  17. Young and the Invested says

    September 17, 2018 at 10:16 am

    A lot of great stuff from the post I strongly agree with. To avoid getting too off with my response, I’ll only focus on your fourth item.

    I tend to agree times change, but people and their responses don’t. Someone much smarter than myself succinctly stated this by observing history doesn’t repeat, but it does rhyme. Applied to this discussion, the medium might change (in 2008, Facebook had just gotten off the ground, now it’s Instagram and Twitter; who knows what it will be tomorrow), but people will just find new avenues to express their displeasure, complaints, or whining. Methods of communicating continually change but the message is always the same.

    That said, you can’t control other people’s actions but you can control your’s. By aligning your behavior with your goals, I believe you will find fewer reasons to complain and perhaps more opportunity to feel grateful and content with life. I know I’ve struggled with this in the past and have been guilty of complaining and lamenting past mistakes. I’m sure I will do some more going forward, but I hope to reduce this as I make steps toward pursuing what I want out of life.

    Thanks for sharing!

    Reply
  18. The CFO says

    September 17, 2018 at 9:43 am

    I wish there knew some of the things I do now 10 years ago. Career wise after market and debt recapitalisations, delisting, two new CEO bosses, dealing with cranky investors, I have learnt things that would have gotten me higher and faster quicker. And hence richer and “outer” faster as well.
    Sometimes I wonder whether I should have levered up again, after being FI and set myself on another 3 years in scenario.
    You always give good food for thought and now I am left (after reading this) wondering if I should sell the new levered property, take a very healthy upside and buy something with the profits. That would make me more FI than my spending could handle …
    Should be an easy decision but not sure why I make it so hard.

    Reply
  19. Untemplater says

    September 17, 2018 at 8:52 am

    So true that it really is hard to go all in when the world is falling apart around you. It would have been nice if I had bought more during the recession but it was such a scary time and I couldn’t stomach putting much into the markets.

    Reply
  20. Accidental FIRE says

    September 17, 2018 at 8:44 am

    complaints are simply amplified all over social media ad nauseam!

    Amen to that. No amount of complaining about stuff on Twitter is going to fix it or change it.

    And like you, I was heavily invested during the crash but even though I knew it was a huge buying opportunity, I just couldn’t pull the trigger. I kept putting money into my 401k, but that was it. At least I didn’t sell like a lot of my friends, but it’s easy to sit here afterwards as a blogger and say “things are on sale! buy more!” When it actually happens and you see your net worth plunging, it’s a whole different ballgame

    Reply
  21. FullTimeFinance says

    September 17, 2018 at 7:56 am

    By 2028 I plan on shifting to full location independence for work. Also hoping my kids are going well and we’ve shifted base of operations to somewhere with good ins state schools. I learned from the last crash that while the gettings good build something sustainable. Then while the sky is falling elsewhere you can continue to live your life. So I’ve spend the last ten years building that fortress. We shall see.

    Reply
  22. Terri says

    September 17, 2018 at 7:46 am

    My colleague at work the other day said we now need to “age-ercise” instead of exercise. At our age it’s all about maintenance!

    Reply
    • Financial Samurai says

      September 18, 2018 at 11:59 pm

      Great word! I agree. Getting injured over 40 really bites. Not worth it.

      Reply
  23. Ron Henry says

    September 17, 2018 at 7:43 am

    Now here’s the million (or multi-million) dollar question.

    Based on your current financial situation and what you’ve learned over the past decade, do you think you’d be able/willing to make a larger investment commitment were we to experience another recession in the near future?

    Reply
    • Recovering Engineer says

      September 17, 2018 at 12:05 pm

      This doesn’t have to be hypothetical, what did you do in February of 2016 and Feb/Mar of this year? Both time periods saw rapid and large drawdowns from recent highs across most markets. Anybody who tells themselves, I’m just waiting for the next drop or the next time it happens I will load up on stocks, should look at what they actually did during those two time periods and evaluate if they are fooling themselves or not.

      Reply
      • Ron Henry says

        September 17, 2018 at 5:51 pm

        I loaded up on MLP stocks in Jan / Feb of 2016. Those positions are still doing very, very well.

        Earlier this year when the market dropped in late Jan I also took advantage of the buying opportunity. This time I picked up a REIT I’d been eyeing for a few months on the cheap.

        I’ve always felt that market news (both terror and elation) are temporary. That said, the overall trend over time is up.

        I increase my positions in the market whenever I get paid regardless of what the market is doing. In times of extreme pessimism, I load up.

        My problem is always not having enough cash given the opportunities. I figure that if the market ever truly does permanently crash, you’d be better off owning guns and bullets.

        Money won’t matter.

        Reply
        • Torbjørn Enger says

          October 6, 2018 at 2:56 pm

          I have this theory: Either the marked does good, or it does go bad. When it goes good, you dont need too much investments because getting 20% a year gives you good payment for even “small” portfolios. Example: If i have 400000dollars of investment, 20% will give me 80000 a year. Even if i save money on the side, taken into acount the height of the marked today, i just stove them away to be able to put them in when the marked goes 50% down, or i think i will go for 45% down to catch it. I dont go in at 10% down, my 400000 already gets me what i need in good times.

          Reply
  24. MFJ says

    September 17, 2018 at 7:40 am

    The past decade taught me a lot of things that you pointed out. I wish I would have had the stomach to put more money into the market in 2009. Also debating when we’ll see our next pullback and will I have the foresight to invest or stay on the sidelines because I’m scared.

    I also read an article recently about how they did a study of people and everyone always says they are at a 7. No matter what their situation, people naturally always say a 7. When bad things happen, they dip down temporarily, but then come back to 7. Same with great things. I’m trying to figure out how to feel like a 10 and enjoy the moment vs. looking for something better down the road.

    Reply
    • Dunny says

      September 17, 2018 at 2:47 pm

      For me, gratitude is the key. My inspirations are the books The Secret, The Magic, and The Power. I take care of my health by eating well and exercising, and that produces a glow of well being. I take care of my property and investments. In the morning, write down things I am grateful for, people I love, and things I want to create for my self. Years ago I promised myself to be happy every minute and always do want I want to do. If I feel less than ecstatic, I ask myself what it would take to feel like a 10/be happy right now and do that. Every so often I assess the 9 sections of the bagua and see what needs fixing (love/relationships, reputation, money, family/foundation, knowledge, career, travel and useful people, creativity, and well being). I expect to be happy all the time. It is totally possible.

      Reply
      • MFJ says

        September 18, 2018 at 2:14 pm

        Thanks Dunny. I think being honest with yourself and asking yourself what would make you happier right now that is feasible is the right approach. Sometimes we feel trapped in our circumstances, but that isn’t really reality. I’ll think about checking out those books you mentioned.

        Reply
    • Dunny says

      September 18, 2018 at 3:29 pm

      I am usually at a 10 in happiness. Didn’t used to be true. Gratitude is the key. I wake up in the morning and write a list of what I am grateful for. I always include coffee, hot water, electricity, warm bed, etc. because all you have to do is imagine waking up without these things to be grateful. Then I go on to list my good fortunes in health, money, friends, etc. Detail is important. Whenever I waiver, I read The Secret, the Power, and the Magic and look for hints and clues. My standard is to be happy every moment of the day. If I find myself unhappy, I ask what would it take to make me happy and do that. It is also important to free myself from duty and by doing that, make myself even more dutiful. When I give myself permission to not have to do something, I find I usually want to do it. I also eat healthy and exercise as that triggers the happiness hormones.

      Reply
      • Financial Samurai says

        September 19, 2018 at 1:13 pm

        10! That’s like enlightenment level happiness, no?

        Gratitude is definitely key.

        I definitely have to read The Secret. Thanks for pushing that book.

        Reply
        • Dunny says

          September 19, 2018 at 2:16 pm

          Yes, gratitude is pretty amazing and producing an incredible feeling of well being. I guess that is enlightenment. Appreciating everything you have and every thing that happens. Letting bad things go pretty quickly. Not caring about much in a way, like being offended or people treating you badly. I think you have that appreciation from your writing. Working hard and getting into the zen of that. The Secret is a starting point, the Power and the Magic really get into it. There are areas I write about daily — things I am thankful for, love for myself and other people (some amazing lights go on there sometimes), and creating magnificent outcomes in my life. On a daily basis, I create a Magical Morning and a Brilliant Outcomes for my day. It’s pretty easy, and reaps results pretty fast. I may have mentioned that I review the Bagua a few times a year and make sure I have good results in each of the 9 areas.

          Reply
      • ffrocks says

        September 20, 2018 at 8:16 am

        Dunny what an awesome what to wake up every morning. I think I may start doing the same!

        Reply
  25. Terri says

    September 17, 2018 at 7:33 am

    What a gloriously stunning picture. Have a great day!

    Reply
  26. Joe says

    September 17, 2018 at 7:22 am

    We knew the crash was an opportunity to buy more and we did. We invested and much as we could and it turned out pretty well. I’m glad we went through the dot com burst. That gave me the confidence to go all in. Now that I’m older, I’m a lot more conservative. Not sure if I can go all in like that anymore.

    As for regret, I’m with you. I’m glad I took some chances. Some of them worked out and some didn’t, but at least I tried.

    Reply
  27. s says

    September 17, 2018 at 6:25 am

    One man’s loss (?) is another man’s gain, and I’m glad you didn’t take that job in NY – maybe then this site won’t be what it is. This site has been an inspiration for me for almost 7 years, not only as a source of sound financial advice, but candid talk of a successful Asian-American man (because most other financial sites are not) who’s taken a less conventional road. Please keep going with your great work!

    Reply
  28. John Andre says

    September 17, 2018 at 6:07 am

    I learned my lesson in 2001, so I was “sort of” ready for 2008.

    They key for me was A) keep investing hard into the 401k B) Always keep debt low C) have a plan B or side job so that you can survive.

    Passive income can be a life saver when your employment is in jeopardy..

    Reply
  29. Stashing Dutchman says

    September 17, 2018 at 5:44 am

    Hi FS, I really liked your post and found it inspiring!

    “I don’t want to be writing this post at 51 and saying I wish I took more adventures.”

    This. This so much! It’s so easy to fall for the trap of looking at the past instead of the future. But the thing is, you can’t change the past. But you can change the future.

    SD

    Reply
    • ToddW says

      September 29, 2018 at 8:42 am

      Yes. Almost every positive gain in my life was after self-reflection, and a comment similar to “I don’t want to be doing this when I’m 40.” I’m already planning my next career after nearly 15 years in a fairly lucrative equity stake in an IT firm.

      One key thing is to announce your intention publicly to put pressure on yourself to execute on your intention. Every time I’ve done this, I’ve been successful in my endeavor.

      1. I’m will go to graduate school – done
      2. I’m will move to California – that announcement led to engagement and a 24+ year marriage
      3. I’m will to start a business – done (sold business after 13 years)
      4. I’m will change my career at age 35 – done (lead to ownership stake – 15 years and counting)
      5. I’m going to be debt free – done (well almost… $25k left on mortgage, which will be paid off this December when I’m still just 52 years old)
      6. I will sell my IT business and launch business management consulting career – in progress… expect full transition to take another 5+ years… “But I don’t want to be running an IT company when I’m 60!”

      Reply
  30. Financial Verdict says

    September 17, 2018 at 4:32 am

    It’s easy for us to be able to see it now, but it is important in the next financial crisis that we remember that we all survived and a short time after the world appeared to be falling apart, we were all OK.

    Reply
  31. Xrayvsn says

    September 17, 2018 at 3:52 am

    Great recap of your life the past decade Sam.

    There will always be regrets and “what if” moments in anyone’s life if you look back critically at what opportunities were missed. For me it is what if I didn’t cave in to the cultural pressure to get into an awful arranged marriage that sucked 9 years of my life and cost me over a million with the subsequent divorce and her frivolous lawsuit.

    When I wrote my “I made every mistake in the book” series when I launched my blog, it actually was quite painful when I totaled the overall net worth hit I took by making these mistakes (it totaled over $2 million). If I had made every single right choice along the way I could have retired 5 years ago and be ahead of where I am now. But those mistakes sort of also turned me into the person I am now (I would probably not have seen the financial light and turn to index fund investing, etc which being at my financial bottom forced me to reassess my ways).

    You have achieved a lot you have should be proud of (as have I) and I think you have set yourself up to live a very comfortable life with the passive income streams you have built (I am not close to what you have set up, but I also do not plan on living in as HCOL area as you).

    Everyone always has the idea that they will take advantage of the next sell off and stay the course, but until you experience the actual environment when the world seems to collapse it is hard to put into reality.

    I didn’t take as much advantage as I should during that time periods as well but it was only because I was mired in a very bitter drawn out divorce and was hemorrhaging money with legal fees etc (I spent over $300k legal fees in the year it took me to divorce). So I unfortunately did not have the spare money I would have had to really set myself up.

    I am glad Financial Samurai came to being during this time, who knows if you never were motivated to start it if things weren’t crashing around that time.

    Reply
    • Young and the Invested says

      September 17, 2018 at 10:01 am

      Striking while the iron is hot is a lot more difficult than it sounds. Everyone plans to take advantage during a downturn and scoop up equities on the discount aisle. However, as Mike Tyson said, “Everyone has a plan until you get punched in the mouth.” That punch could have been your painful divorce. It could have been fear keeping you from pulling the trigger. It could have been any number of things that complicate life. You can’t control the contributing factors, just your response. In the end, you hope to learn something along the way or you turn out as a better person.

      I’ve found the best way to be successful is to minimize mistakes and have your smaller wins compound to land you in a better place. Imagine combining these small wins with Sam’s mentioning of taking an extra hour per week over 10 years to dedicate to something meaningful. Imagine what talent, skill, or ability someone could develop in that found time.

      This is a long way of saying that I agree with your summation that mistakes happen and they make you into who you are. By minimizing your mistakes and investing in what matters to you, it shouldn’t matter when you start something, just that you start at all. Time in your investments matters the most. Don’t live with regrets motivating your decisions. Operate out of confidence and purpose, not fear.

      Reply
  32. The Family Escapes says

    September 17, 2018 at 3:40 am

    It is a shame to see in how many occasions we wait for bad things to happen to us before we actually spring into action and do the things we want to do. In your case it was the prospect of losing your job while having a big mortgage, for others it could be a bad medical diagnosis, an accident, a loved one passing away etc.

    We would all be infinitely better off by just doing what we want to do, when we want to do it!

    Reply

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