I would use a service such as vacationrentaldesk.com for this.A direct booking is no more risky than a booking through VRBO or Airbnb; they aren’t verifying identity, either.In fact, my own company has taken thousands of reservations over 19 years, and we don’t verify identity.  

There is not enough money in the associations reserves (built up over time from members monthly association dues)  to pay for the repair of three roofs.

Depending on the exact location of your duplex, this could be an ideal opportunity to rent by the room, particularly given the area's demand from hospital systems and Case Western Reserve University students who are always on the lookout for housing.

If you do a BRRR strategy, you probably could get away with investing only a part of your savings and having the rest as reserves, which will get you out of trouble for any rookie mistakes you make and let you grow faster. 

Before proceeding, ensure you have a comfortable cash reserve for unexpected property expenses and maintenance.Property Management: Decide whether you want to manage the property yourself or hire a property management company.

Most Hard money lenders are going to require 20% of cost so if you have that plus reserves then that is by far the best bet.If this Is for real and they are not just trying to get a thousand bird dogs to pay them a 795 up front fee for their inspector they probably pay 100 bucks to drive out and look at and fund very few deals ( like many mortgage scams) .. then these can be pretty nice set ups for you to gain experience and build your resume'I would also hit Mark off line he is a very experienced licensed Broker in that area and one who knows the investor side of the coin

Terms, covenants, conditions, easements, restrictions, reservations and other provisions, including provisions which provide for a private charge or assessment and also provide for an option to purchase, a right of first refusal, or the prior approval of a future purchaser or occupant, according to that specific Declaration of Condominium"ButThere is also ALTA 4.1 CONDOMINIUM--CURRENT ASSESSMENTS ENDORSEMENT which states: The Company insures against loss o rdamage sustained by the Insured by reason of: Any charges or assessments provided for in the State condominium statutes and condominium documents due and unpaid at the Date of Policy.Looking for advise on next steps.

. • Does the borrower have cash reserves, or do I need to use a program that gives credit for the cash-out funds towards the reserve requirement?

Woodford Reserve is probably my go to but so far my favorite is Jefferson's Ocean.

A few things to consider when starting out:1) Be sure you have liquidity for the down payment, but also a healthy reserve account, since unexpected costs will come up while owning real estate.