This property will be my primary residence for the time being, but I believe it will be very easy to rent in the future.Currently I am learning all I can about REI and hope to begin investing in properties other than my primary residence in the next 1-2 years.

I don't think demand for $100k primary residence will be strong in that area, there are so many 1950s ranch houses $60-70k, even though yours is the nicest.From an investment standpoint, that area is a stretch to rent over $925 on a 3 bdrm.  

Its 60 days from the date of closing for primary residence, the general rule applies to most primary occupancy conventional, FHA, and VA loans. 

There are more restrictions on the 5-10 loan program but its doable.I say you can only get 9 properties because I'm assuming you own your own primary residence.

All the properties I've done I targeted to have 80% ARV (or better) after renovation, where I only look at non-owner occupied at 70%.I am not a tax adviser and this is not advice, but the primary reason we went this route is that if you live in the property for 2 of the last 5 years you can get a tax exemption on the capital gains.

Beyond the immediate goal I hope to acquire another property by the end of the year, but I have to narrow it down to a vacation rent-able home I can still use as my primary residence when not travelling or another multi-unit property.  

I have it in my primary and it is not maintenance free!

I started at 65, and have 6 properties now (if you don't count the forested lot next to my primary that I don't want to build on).  55 is young - wish I had started then!  

@Julie Meche Out of town iinvesting is good but there's a primary prerequsite for its success: you must have booths on ground, credible people to work with.I must advise that you must be very very careful....most of the people who claim to be turnkey providers are mere marketers......I am speaking from personal experience and so you will need to do your independent research to distil this.

The primary objective of a wholesaler is to work with the end buyer (usually investors) and negotiate a fair price for the owner's property "AS-IS".