Following someone else's financial freedom journey

So this guy I work with has inspired me a little bit to get back to where I had started a few years ago. Finding financial freedom.
He is a little bit more optimistic than me and so I am following his journey to financial freedom with baited breath.
I have my fingers crossed for him as I sit back and watch, for two reasons, even though I know it will be much later on, and probably too late for me to ride any coat tails.. I know that if he can do it, then so should I be able to. He is braver than me... maybe because he is ok with taking risks that I have already taken and failed with, or because he is more positive than me.... an optimist rather than a pessimist... I am sure, if he stumbles on this he will laugh to himself. YES I AM ADMITTING I am a negative pessimist at the worst of times.
And secondly, I truly hope he succeeds. He is a great person and I believe that he has it in him to do great things.

I would be leary in this economic state to invest in properties, but he feels it is the way to go.. so I keep my eyes out. I suppose I am a little bit ahead of the game... I do own a rental property.

So I asked myself the other day after I had been emailing back and forth with him why it was that I felt I should just follow his progress rather than start my own?

I have owned a website for probably 5 years... and all this time I was missing out on the revenues that are possible from there.. because I gave up maintaining it.. so I started to refresh it.
But as I rewrite it, I realize that I have figure out what audience am I targeting?

Other moms? Parents? Kids? Craft ideas, fitness ideas, stay at home and make money ideas? I have a little first hand knowledge about alot of things... what should I design an entire website around that will bring the droves of people I need to the website to help generate that adsense income?

I want to hear from you out there.. there are so many people out there who are making money online. I want to be one of them. I have done the ebay route.. I did the direct sales. I have tried almost every MLM out there. Only one have I stuck with.

What are you guys doing? While I follow one person... I hope to find the niche that will help me.