re: What is/was your plan to gain financial security?

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i think there are two rock solid easy ways to true financial security, investing in stocks with high dividend yields and putting money in every month, ( and dont touch it for 30 years). The other easy way is through rental properties.

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Although I do own some dividend stocks I have never overly fixated on dividends as some seem to. It has been much more rewarding avoiding overpriced financial assets, be it tech stocks in the late 90's, bailing on REITs in 2007, avoiding buying RE when everyone and his sister is buying RE to flip and driving up practices, etc. I expect many former high dividend payers may have limited upside after a multi-year run up.

Good career, good income, high savings rate, good investments over decades while avoiding large losses, efficient tax management of taxable holdings, marry the right person with common shared values, if you make a bad investment acknowledge it and sell if it is the best solution, etc. Sound practices and common sense add up in the long run.