I have a property on the barrier island that I do not want to list on MLS but I am interested in connecting with realtors or investors who typically sell or buy pocket listings and may be interested in this property.

If you "need" to get five listings, you won't get them.

I think it makes most sense to create a buyer's list, and then move to contacting prospecting sellers.

All brokers, realtors, wholesalers, etc... you need to check this list before you call anyone!!!!

I'm getting ready to list my first large property with 3 separate units (Main Unit, ADU, DADU) on a SFH.

But my suggestion for future listings.Look at days on market in the area that you are going to list.

I do try and tweak pricing just so it sees that there is active updates on the listing sites.

They will just wait for you to cancel the contract and offer on the listing themselves. 

Probably every dialer company has lists they can sell you.I think it is better to call yourself vs using cold callers. 

Create a simple spreadsheet or written list to compare the features of each and identify the ones that align with your requirements.