If it's a family style single family home or multifamily unit, unfurnished, in non-core areas, the timing doesn't really matter as most likely your tenants a re locals who can relocate at any time regardless of the season. 

A great place to find local networking groups is in the Events and Meet ups section of the forum.

I rent out a little mother-in-law apartment in my house, as well as a couple RV pads on my property.

I was just curious if any other local investors in the area had a different take or feedback. 

It's got a village like feel with locally owned shops and eateries.

Send him a letter, emphasize that you are personally yourself the end-buyer, include proof of funds, include something attesting to you being financeable (unless your proof of funds is for the full cash purchase price).If he owns 20 local businesses, good chance he's in at least one chamber of commerce, and if he's not, he 100% knows people that are, who will spill the beans and offer to do an intro if you mention you're interested in buying a gas station over a beer or a meal (there's probably like 3 people in that city that fit this description, why not get introduced to all 3?)

Best bet would be to go to your local REIA and ask around. 

The hard money lenders we deal with mainly focus on local rehabbers with history. 

I assume the laws are fairly similar in this situation from state to state but I would definitely recommend checking with another source in your area.

)  - 60K in cash for downpayment +more for renovations- Strong local connections with contractors of all trades - Ability to get building materials at cost through family/business connections- Have a strong eye for style and design (Tends to lean on the high end of things as that is my business)  - 750+ Credit.