Hey Jay,
It also depends on how much time and resources have on your hands.
Here is what I would do. I learned this from people who made the transition successfully.
Start straight away with learning some plant propagation skills and start a nursery as R Scott suggested. You will plant trees so have a head start there by propagating your own plants. Literally you can prepare thousands of plants for next year.
Year 1. Observation and Basic Infrastructure Works
-Put temporary accommodation like a camper, small cabin or yurt
something you don't need permit for and something that can serve you while you are improving the land
-Observe and do surveys, make a basic plan and test out different designs
Use this time to test out different designs and get feedback from people about your plans (including posting on this forum)
-Do just basic access and water works and focus on building soil
Make basic access and water works based on the plan, but resist jumping immediately into big
earthworks. In this stage you simply can’t tell what is right or wrong without observation.
Rather, focus on building soil from the get go. You can do that simply by growing green manure cover crops.
Year 2. Big Earthworks and Planting, Making a Business Plan
-Big earthworks focusing on water and access
As
Mark Shepard said: “No matter where you go and what mineral deficiencies you have there are plants who adapted to that, but no plant can live without water.” Think how can you slow, spread and soak water into the landscape. Use your big machinery.
Next, you already have the roads so you have to decide where buildings are going to be situated.
-All at once extensive planting
Ben Falk said that the best time to plant is after the disturbance, so it’s time to spread seeds around and put plants from your nursery into the ground. You already have areas where you improved the soil and decided to put the trees last year.
-Making a plan on early cash flow and doing market research
If you want this farm to be more than just a hobby farm you’ll need some sort of a business plan on what can provide you with an early cashflow while your system matures. Start this by doing market research in your area. Initial market research is important because you want to produce things or offer services that people want to buy.
In case you want to make your farm profitable next year is crucial. However if you plan to keep your off the farm income you don't need the business stuff and can happily enjoy homesteading.
Year 3. Early Cashflow and Starting a Business
-Focus on getting one enterprise up and running
Joel Salatin recommends: “Get 1 enterprise going and well established, run 2nd by using money from first one and get it well established - run 3rd one and so on….” The idea is to focus on getting one thing right before moving to next one
-Choose one of the early cashflow models
Growing Annuals and quick yielding perennials - Market
gardening or alley cropping
Raising Animals - Grazing sheep, cows, and meat birds amongst the growing trees, laying hens also.
Nursery business - Selling other nurseries trees for a commission or buying wholesale and selling 50% to cover costs and making
profit from the other half, also developing your own genetics by using Mark Shepard's STUN method.
Education on the site - If you can do it, other can learn from you. Think courses and workshops
-Minimise expenses and grow what you eat
The easiest way to make more money is to lower your expenses first. Look at your biggest expenses and then try to minimise those. Start with what you can do. In most cases that is going to be cutting the food bill by growing what you eat.
-Do whatever it takes to make it
That might mean putting in a lot of hours, making a lot of sacrifices, cutting expenses and taking some odds jobs to earn money on the side. Plan for the first year being very lean and prepare for that in advance.
Would love to hear about your adventure!