Whats going to help me decide between the two is whichever is easier to get started in without a ton of financial capital.

Here are some recommendations for you:Find and connect with other BP members that are in your area: http://www.biggerpockets.com/meetSet up keyword alerts to be notified of the topics that interest you: http://www.biggerpockets.com/alertsRead Beginner’s Guide: http://www.biggerpockets.com/real-estate-investingCheck out BP Podcasts: http://www.biggerpockets.com/renewsblog/category/podcast/If you wish to tag someone in the conversation on the forum, type @ followed by their name and then select the name of that person which should appear below the comments box.

Here are some recommendations for you:Find and connect with other BP members that are in your area: http://www.biggerpockets.com/meetSet up keyword alerts to be notified of the topics that interest you: http://www.biggerpockets.com/alertsRead Beginner’s Guide: http://www.biggerpockets.com/real-estate-investingCheck out BP Podcasts: http://www.biggerpockets.com/renewsblog/category/podcast/If you wish to tag someone in the conversation on the forum, type @ followed by their name and then select the name of that person which should appear below the comments box.

There’s also tools like tunroverbnb which allows you to automate cleaning to make hem easier to manage.

Even if your wrong it's easier to recover from a $50k (Im including repairs) mistake than a $200 or $300k mistake.

if so, be prepared to wait another 6-Months for closing.If it appears, this is something that can be rectified in a short time (whatever a short time means to both parties), you might propose renting the house from Seller until the Liens can be satisfied. 

I do JVs like this all the time (Just completed my 5th).Send me a DM and I can provide some details (little easier than by msg)

Here is a link:http://www.masslandrecords.com/MiddlesexNorth/then in the upper left corner hover over "Search Criteria"  From the dropdown under "Recorded Land" choose "Property Search" or under "Registered Land" choose "Property Search" (depends on whether it went through land court or not, such as a foreclosure deed.A search bar will appear for Street Number, Street Name, and TownHave at it.Alternatively, although not as up to date as the Registry of Deeds, the Tax Assessor databases will have owner information. 

For me, probably.If you're toward the $325K price, I think this decision becomes MUCH easier for me.I'm curious what is causing you to hesitate with waiting?

Harder to find a motivated seller willing to sell at a discount or creatively than to find any old seller and easier to find any buyer than one that can buy at a big discount for cash or with creative terms.