I know that the biggest hurdle for many to starting their permaculture homestead is money - from saving up enough to get land to sustaining it once you have it. I've been there done that and have something that I am really excited about for people interested in making their homestead a reality.
Me? I came from the rat race with no savings, money and piles of debt. The transition was a giant leap, quitting my job on the spot and moving to a off-grid hut in the jungle. But I learned a lot, and it took a few years to build myself back up and start a permaculture homestead from scratch. Anyways, thats 7 years condensed into two sentences but a lot more of the story I'll share soon.