I definitely think you should. I wish I would've discovered this course when I was younger. Although $249 would have seemed like way bigger investment for me back in high school going into college. Now that I am 35 and have tried so many different self help books and career & business development programs, internet business training programs, as well as started and succeeded (and failed, or wouldn't call it a failure now but a learning experience on what I wanted and didn't want to do), I have to say Leo's program (along with his free material) is by far the most comprehensive and well thought out program (I just finished the program and will summarize this and send in a testimonial after this post).
Like Leo said, "you need to '...thoroughly...' do the exercises!!!" though to make the program worth the money. Even if you go through the whole program but still lack some life experiences, you can still come back to it years later. I've taken so many different seminars and business programs, and found that I lose steam after awhile... mainly because it didn't align with my values and life purpose. I've event gone through a whole internet business program and created a couple internet businesses and ended up shutting it down because they lacked the purpose/values driven foundation.
Anyway, no regrets on my end as sometimes you have to go through the experiences to learn what works and doesn't work for you, but I definitely wish I could've found this program sooner, would've saved me a lot of time and effort on trying things that didn't align with my purpose. BUT, when the student is ready the teacher will appear, as they say
Hope this helps you and anyone on the fence about it. I was already on my way towards my purpose and the program helped eliminate so many negative values in my life that was confusing me and holding me back (and almost made me quit!). That alone is worth way more than the cost of the course. Good luck and I hope you find what you are looking for!