I have actually had this exact argument with one of my friends on multiple occasions.
First we have to recognize some semantics here. Failure, mistakes, errors, etc. can mean different things in different contexts. If you define a failure as a mistake, an error, or even a lack of success (even if its temporary), then I think I can safely say that you, Mike, along with everyone else, has failed before, no matter what your mentor taught you. Now if you define failure as a permanent state of a lack of success, then I think its arguable.
The fact is that you WILL make mistakes and you will fail, but by persevering through and learning from the mistake/failure you can develop yourself that much more. I think the point is that working through and learning from the mistake/failure is the key. As Paul Meyer puts it, " 90% of all those who fail are not actually defeated. They simply quit."
Yes, it is good to learn everything you can, but there will most likely be a limit to your access to book or other's knowledge that can only be superceded by personal experiential knowledge.
Are you saying Mike that you have never failed in any single endeavor in real estate? You got every deal you were shooting for? You've never been burned by a contractor, or a seller, or a buyer, or a tenant? You've never fell short on a projected time frame or profit margin? You've always gotten exactly what you wanted? Have you never failed?
Now my question is not, did you work through those things and learn from them and adapt and become a better investor for them? My question is not, did you make the most of it and push through and in the long run make it a success. My question is have you ever faced failure. Have you had EVERY deal work out perfectly? Have you never made a mistake? Has it been that easy of a journey for you?
Lack of success (failure as defined by Merriam-Webster) in different degrees and expressions is an essential aspect to the journey of success. Not that you can't have success along the way, but you will have mistakes/lack of success/failure along the way also. It is unavoidable, and I think if you analyze your investment career, Mike, you will see that you've had some mistakes/failures. Now you may have adapted quickly and minimized the damage. You might have learned from others and avoided many pitfalls, but I think it would be naive of anyone to think that they won't experience mistakes and lacks of success in their career.
Mike, I think I understand your mentality because it seems very parallel to my friend's, but I think the disagreement here might just be more about the connotation of the words and not actually the concepts. I think your mentality is a very robust, adaptable style, and it prevents long term failure. I think it also prevents you from understanding that those short term mistakes that you adapt through quickly are still " failures." Most people don't put the diligence or discipline into it to fix those little mistakes quickly so they don't turn into big mistakes. But the fact remains that you will error, you will make mistakes, you will fail, the issue is, first, will you persevere through it and, second, will you learn from it? Now Mike you may have no decision process on will you persevere. You may immediately move on to learning from it and adapting to fix the problem immediately, but most people don't.
I think to have any measure of real success, you will in one measure or another face adversity, you will fall short, and hence you will experience failure. Now your perception of and response to that adversity, to that falling short, to that failure will determine if you will succeed or not. The key being to understand that you will fall short, and what you do when it happens will be the determining factor in your life.
I personally think failure holds more opportunity in life than any other experience possible. If you persevere through it, it will make you face more in life than anything else will. It will require you to dig deeper than you ever have. If you overcome it, you will be stronger than you ever could have been through easy success. I know this not from books or mentors. I know this from my own personal life.