@Sunshine Chow Sorry I missed your response and for the delay. It's really hard to answer your questions broadly other than to say mastering nuance is the real opportunity.
The best way to get at those answers (and market yourself in the process) is to do the research.
I learned this from Sean at PropertyRadar.
Pick a specific target that you believe have the attributes that might make them a great potential deal. Let's say there's 1,000 of them.
Start by knocking on doors and asking them questions. Call some. The point is NOT to find a deal, but to confirm your assumptions that lead to that list of 1,000.
Guess what, they're going to be so much more willing to talk to you and answer/confirm assumptions than they are going to be to hear a pitch. Have some InkJet printed mockups of a 'couple postcards. Ask them which they like, do not like. What would get their attention, not. People for the most part LOVE giving their opinion (right or wrong) - hence why BiggerPockets is so big.
By the time you've talked to 100, you will be an expert in that local niche. You're goal is to make find out the nuances that matter. That will significantly improve the chances getting more response from the 900.
BUT! You don't just send to that 900. You test. Send 100 of one creative. Send 100 to another. Then call.
Again, market research. I'm terribly shy and hate cold calling. So I warm it up with just a small ask:
"Hi Sunshine, it's John Collins. I'm calling to ask if you recall seeing a postcard from me. I'm trying to determine if people noticed the bright pink paper. That's all. Not selling anything. Just trying to see if I'm wasting my money or not."
Almost every conversation that starts with research leads into why I am doing the research. "Oh, well since you asked..."
And what have they learned from me with that small interaction? That I'm a professional. I care deeply about not spamming people, that my message resonates. That I'm a good guy. Honest. Interested. Care about my community.
And you know what? People like to do business with people they know, like, and trust. People are STARVING for real honest interactions. Again, hence why BiggerPockets is so big.
In the long run, you rinse and repeat this process and you will not only become a local expert, you will uncover deals at a rate that exceeds the folks looking for the easy "secrets" and expect everything to be handed to them pre-packaged with a bow on top.
Are you going to make mistakes!?
Heck yeah you will. That's what is called EXPERIENCE.
Just make lots of small mistakes. Far better to screw up $100 than $1000.
My rule is 20/30/50:
20% of my time is looking for market and deal opportunities and managing/organizing my lists.
30% research and really getting into the nuance that helps...
50% trying to connect and qualify
Inexperienced folks, in my observation, spend too much time in analysis paralysis. You only gain experience by doing, so while as terrifying as it may be, you gain the same skills making one postcard as you do 1,000. So start with one. Then 5. Then 10. Same with calling (which I personally hate but am getting better at). I avoided it and avoided it until I set a goal I knew I could achieve. I made ONE call. Then TWO.
Hope this helps!