With the option he also may raise objections that you could walk away from your option and now he's in a worse spot than before.

So many people want the shiny object.

As a professional programmer I have multiple objections to any Cloud service. 

Also, if you want any help looking at a property--I've done that for people who are at a distance who want an objective set of "investors eyes" on the property.

When using the fireplace, Tenant agrees to:a.not leave burning materials unattended.b.keep all burnable objects at a safe distance from flame or surround.c.make appropriate use of fireplace damper and spark screen, so as not to allow smoke to flow into the room or sparks to fly out of the fireplace.d.use only seasoned firewood or manufactured logs in the fireplace.e.not burn paper, plastics or other materials.f.keep fireplace clean of ashes.g.dispose of ashes in a safe manner by waiting until ashes completely cool and by placing them in a metal container prior to disposal.

Otherwise you'll be chasing the shiny object. 

The property also seems to have appreciated about 20% from when we purchased it though that wasn't my main objective at the time of purchase.

I wouldn’t pay too much attention to the investors that have different objectives.

You will be able to overcome age objections with the experience you have gained in the deals you have already done.

Consumer debt default, rights of creditors and consumers to object, time lines to act and recording requirements.