Hey Benjamin. Good question about the second letter. For those that I had conversations with, I'll reference our conversation and try to make it more personal. For the rest, I may reference the last mailing, but I also think I'll alter the message a little to have a few pain points that might be relevant to them. Something like...
"I'm reaching out to see if may have any interest in selling your property at (address). If so, we are an investor local to this area, and may have interest in purchasing the property. Many people we work with commonly choose to sell because they are tired of managing a property and tenants from a distance. Sometimes, they do have someone helping them locally to manage it, but just don't feel confident that their house is being cared for as they would like it to be. Other times, people just want to cash out for any number of reasons and don't want to mess around with the hassle of listing the property. If any of this sounds familiar, please give us a call."
I might cut that down so it's not so long, but something to that effect. I'm struggling about the type of mail, because the handwriting and stuffing envelopes takes so damn long, but it seemed effective. If not I might hire it out. I think this message is better in a letter than a postcard, now that I see it written out. Maybe a postcard on the third mailing.
As for tracking, right now I have an excel spreadsheet that I'm updating as well as a spiral notebook. It's all bad and will have to change before not too long, but I'm not quite there yet. I'm trying to focus on some proof of concept on some ideas before I invest in a system to support them all. I'd rather start with a mess and a deal or two, than a perfect and empty system.
Thanks for the question, it helped me to focus on a few questions I've been rattling around in my head.