@Kyle Bigger Your challenge is coming from something you perceive that is making you feel unworthy. It is not how you run your business that is the problem here. You appear to be running it as an honorable, ethical individual. The problem is one that is common to many people when they start to enjoy a level of success beyond their comfort zone. Or more importantly, why many fail to have success and that problem is called guilt.
When some individuals get near to a point of success in their lives that they are not accustomed they can be prone to self sabotage out of a guilt complex that stems from some time earlier in their life. This is a common event and one that can be dealt with when professional help is sought. This is what may be happening to you. You do not feel worthy of your success. It has nothing really to do with the deals or if people could get more money from some other buyer. It has to do with how you feel about your own success and why you have this underlying guilt complex that is causing you this angst.
My wife works as a personal coach and deals a lot of the time with this kind of thing. Successful business people wanting to disengage from their businesses for one apparent reason or another. On investigation they usually find, with help, that they are carrying some past guilt that sits in their subconscious mind and affects their current actions. These hidden feelings do not surface until we reach a point where we are moving beyond what is our normal comfort level.
There is nothing wrong with you that cannot be readily fixed. Nothing is ever wrong, it is just that sometimes we are not aware of why we are doing the things we do and unless you have been exposed to these sorts of events and situations you would flounder, as you are , to find an answer. You have the power to change your thoughts around this matter and empower yourself to find the inspiration you appear to have lost, which has not really gone anywhere, it is just struggling with this hidden feeling of guilt.
Over the past 30 years or so I have met many individuals that should have been financially successful. People with great talents and what some might say great opportunities, yet they have failed to create financial independence. Not because they were not skilled enough or in the right place at the right time, but because their real values in life, what we call their highest life priorities, are not being met. I don't mean integrity, honesty, etc as values. I mean what really matters to them as individuals. What is it that gets you out of bed in the morning without any prompting from any outside source. The thing that inspires us as individuals.
Let me give an example. Imagine two people, one who has family as their highest life priority and another person who has money as their highest life priority. These two people work for the same company and do the same job. The boss walks into the workplace and asks who wants to work on Sunday to get a job done and the pay will be double the normal rate. Now, what will likely happen is that the family person will probably decline because Sunday is family time. The money minded person will probably grasp the opportunity with both hands because making money is highest on their values, their highest life priority.
But doesn't the family person need the money also? Probably yes, but spending time with their family is more important to them than the money. However, the money driven employee may well have a family too. So why are they prepared to give up their family time to make money? Because they probably see how more money can provide a better life for their family. Neither of these situations is wrong nor right. They just are!
Every person on the planet is living by their highest life priorities and the decisions we all make are based on these priorities. If someone wants to sell their property for less than someone else thinks it is worth they are doing so because that action satisfies their highest life priorities, whatever they may be. It is not for you or I to judge that. We need only respect their decision to do what they choose to do for their reasons. Just as we are free to do what we do for our reasons. If you feel that you are taking advantage of them you may in fact be denying them the opportunity to do what they want to do. For their reasons.
Are they ignorant of the real value of the property? Who knows? Are you ignorant of what the sale really means to them in their life with their highest life priorities? Absolutely! We cannot know what other people's highest life priorities are if we do not know them intimately. We can only work to our own set of highest life priorities and trust that the universe will deliver to us whatever we need to meet them. If, as you appear to be doing, you are having a conflict with your inner thoughts about your highest life priorities then the answer may be to seek help from someone who can help you identify what those highest life priorities are now and then you can adjust your thinking to rid yourself of the hidden guilt that is causing you this distress. The guilt comes from doing things that are not in harmony with our innermost highest life priorities and it is our body's mechanism to tell us that we are not in sync.You have the power to change your thinking, no one can do this for you.
I hope you can find the answer. I know it is out there, but it is not giving away your money to those who value it less. Good luck on your journey!