If you haven't already I would look into the profitability on some of those endeavours. I'm not saying that you shouldn't do them - I absolutely think you should, but there are ways to improve your margin and it is always good to have a realistic view on things. One of my heroes, as I'm sure you would dub him, is Aust from Homesteady. Check out his shows (podcasts and youtube videos) on the profitability of most of your planned endeavours if you haven't already :)
Best of luck man, I will be here cheering you on with my two cents.