I've never been lucky, but I am persistent. I started investing in index funds in the mid 80's and by 2000 I had enough to retire. I continued to work until I was 54 in 2007.
One thing that worked for me was to diversify - not put all my money on one stock, but spread it around in a fund. Also never market timed - just kept adding year in and year out. Worst setback was 2009, but I still kept buying and I'm more than flush now.
YMMV
I opened a SCHWAB account in 1980... Charles Schwab was a regular where my brother worked and mentioned to my brother the benefits of his new Schwab 1 account... still have the account, have not traded in years.
Here's how my original retirement plan started:
In 1982, I started investing in rental properties... I bought my first while still in school... just couldn't see paying money in rent... I had been working paying into Social Security since age 12 and had money for a down payment... had zero chance of getting a loan.
At that time, lenders wanted 3 years in the same line of work, 2 years on the same job, living expenses of 6 months in the bank, 20% down plus closing costs, meet credit requirements, property had to appraise and have a clear structural pest control report... in short, there was no way I was qualifying because working 3 part-time jobs and going to school wasn't going to cut it.
I started looking around and found a home for $30k in the Oakland CA... I went to look at it and it was in the condemnation process and still occupied... utilities were still on.
Home was real bad... I told the agent I was not interested just needed too much work... I could see daylight in the back bedroom from years of leaking roof, the bathroom floor had rotted through and you had to either step on joists or the dirt.
Agent was persistent... finally I said it's not worth more than $11,000 to $12,000 dollars... she said is that your CASH offer? I said what's the point since it was listed for 30k... she wrote up the offer for $11,500 cash with no contingencies and called my later that day to congratulate me on buying my first home...
Family was in shock... step-grandfather came down to take a look and told my grandmother he didn't have the heart to tell me I should just walk away because I was so excited at being a home owner and paying CASH for my house at 21/22
Anyway, I moved in and spent the better part of a year fixing the place up as I could afford... after a year, I was able to get a loan on it and bought my next property and kept house number 1 as a rental... it has been rented ever since...
Back in 2006/07 my net worth on paper was unreal... of course that all changed now... that 11,500 home was up to $250k and now is closer to $85k... property in some areas fell by 80% from peek.
Unlike my mutual funds... my rents have remained constant... I did not raise them in the boom years and some of my tenants have been with me more than 20 years...
I think it is the peasant/farmer stock in me that inspired me to own land... friends have done quite well in stocks, most have lost a bundle and our totally out... especially those that quit work and became day traders...
My Father's and Grandparent's happiest day was the day I went to work for the Hospital... they said I can finally use my degree and have a REAL job with medical and great retirement... something they never had being self-employed.
In retrospect... there have been some good things working for a company... I do believe I would be much farther ahead had I stayed with my original plan to buying and renovating income property...