I have really enjoyed reading everyone's comments and suggestions for @Jeff Byrne in this thread. I have had literally over a 2000 students over the past 20 years and most of them have had the same negative response from family and friends who just don't have the entrepreneurial spirit or the vision to understand these dreams. People may love you and they don't want you to fail, so we can appreciate that, but the only way not to fail is not to try at all. That is completely unacceptable for anyone who wants to grow and become more and do more with their life. This business is the only one proven time and time and time again to create true long term wealth. What could possibkly be better than letting other people buy your properties for you so that you can retire in comfort and do the things you want to do later in life?
Yes, there are risks, but anything worth doing has risks. Sure there will be learning curves and maybe even some losses, but if you keep going you will always recover and learn something in the process, making the mistakes valuable too.
My advise is like many others have stated. Don't take what they say personal. Stay motivated any way that you can. Get a mentor's help and guidance and keep moving forward with your plans. Revise your plans as needed to stay ahead of market shifts and make your adjustements to stay safe. Screen your tenants thoroughly and interview your property managers carefully. This is an adventure, not a job. Making money is real estate is the most fun you will ever have making money.
I've used all the investing strategies over the years except owning major commercial, which I am in the process of implementing now by buildinig a large, senior, (55 and older) luxury apartment building, using a successful model. I could not be more excited about it. My mother was always supportive and has even partnered wiith me, but my huisband of 34 years has never taken an interest in my investing and has even been negative about it at times, although he lets me use some of his resources once in a while becasue he trusts me and knows that I know what I am doing.
My point is that this is your life and your dreams and no one else can live it for you or hold your visions as their own. Be smart, network, learn from others who have done it, apply lots of logic and common sense to your decisions, plan and prepare well and then go for it! Never look back or second guess your decisions. You can't change the past so let it go. If you make a mistake, find a solution and fix it. Moving forward at all times. Baby steps can take you very far, so take those baby steps, get out of your comfort zone, get creative and do not allow anyone to box you in with conventional wisdom or standard practices.
There is a lot of support here for all of you. Take advantage of it and most of all, enjoy all of it! I always tell my students who are being hassled by family about the risks, or who are struggling to juggle this with a day job, to treat this like an inside joke. When you are needing support, go into your own mind and remember that this is your way up and out of another unfavorbale suituation. If you really want this, you will find a way to make it happen.