I've been cooped up inside all winter. Timing

I am hoping to move, or atleast buy some vacation/rental properties down south (florida, california and hawaii) so I can get out of here in the winter time .

Boy sometimes i cuss this state, ( wintertime...), but I tell you, there has been times my "helpers" have forgot to lock a door and turn off lights in rentals, etc., and knock on wood I've never had anybody mess with anything.

I think that the rental market is going to be pretty soft in the winter time.

Now look outside your window: we probably have less than 79 days before the weather changes to winter. Time

But if you trust your team, know the area very well, and feel good about where the market is in the fall/winter time, best of luck!  

It's winter time.

I like the idea of buying lot's and construct sell houses, but its hard or almost not possible in winter time to do it in central/northern side of the country, but flipping would work in winter too.  

My market dies in the winter time.

Why wait to get them out when I can simply start the process now (and not when it is winter time)What are your thoughts?