They probably won’t have websites and though they may hint that they lend (sometimes they give large hints) they will not do any serious advertising.

Code pt. 1450, govern the business of real estate brokerage in Illinois.The Act, as amended, defines a real estate “broker” as an individual, partnership, limited liability company, corporation, or registered limited liability partnership other than a real estate salesperson or leasing agent who, whether in person or through any media or technology, for another and for compensation, or with intention or expectation of receiving compensation, either directly or indirectly:(1) Sells, exchanges, purchases, rents, or leases real estate.(2) Offers to sell, exchange, purchase, rent, or lease real estate.(3) Negotiates, offers, attempts, or agrees to negotiate the sale, exchange, purchase, rental, or leasing of real estate.(4) Lists, offers, attempts, or agrees to list real estate for sale, lease, or exchange.(5) Buys, sells, offers to buy or sell, or otherwise deals in options on real estate or improvements thereon.(6) Supervises the collection, offer, attempt, or agreement to collect rent for the use of real estate.(7) Advertises or represents himself or herself as being engaged in the business of buying, selling, exchanging, renting, or leasing real estate.(8) Assists or directs in procuring or referring of leads or prospects, intended to result in the sale, exchange, lease, or rental of real estate.(9) Assists or directs in the negotiation of any transaction intended to result in the sale, exchange, lease, or rental of real estate.(10) Opens real estate to the public for marketing purposes.(11) Sells, leases, or offers for sale or lease real estate at auction.

Milk, kitty kitty...Of course you can't advertise or verbalize that you want to rent to an older couple, but you can think of attributes that older people are more likely to have that you are interested in.  

NOTE: I would only do this if the home is being foreclosed on by a local bank...the major banks are a little more strict with who they choose to let play.The good part about following the foreclosure process is that in the end you might be able to catch the property before the local bank lists it with an REO agent.That means that you get in touch with them before anyone else even knows that the property is going into REO...The bank has not listed it on the MLS or began advertising which means you have a chance to take the bad loan off of their books early...which they will LOVE!

They normally don't have a for sale sign in the yard, and they aren't advertising the property in any way.

One of the strategies to to price way below market to get attention, and advertise Wed thru Sunday.

You can advertise (obviously not here) if you are doing a 506 (C) offering and you are only accepting accredited investors otherwise it's considered a general solicitation. 

His broker will not approve of this, I can pretty much guarantee that. in my case, the "advising" would be telling me what I need to do, not which offer to accept or price to advertise.

I'm not sure at what point to tell potential tenants that I will be living in the downstairs.Do I put it in my advertisement or wait until right before the back-ground check?

I think about it from a future perspective where I'd have 30 days notice to advertise the property, thus minimizing that vacancy.