I feel like there are a lot of young families/couples that are not going to be patient enough to save up for 3-5 years.

You want to preserve your retirement safety net.2.

I know Philly safety differ from block to block. 

I usually join all the facebook and meetup groups in the area in which I buy and go through 3 months of posts:)  and then connect and meetup and then see..but then I am very patient...

Be patient.

Hoarding is a protected class, as a disability, but your suggestions of having requirements for neatness/safety built into the lease sounds doable to me, with attorney help.

What kind of financial safety net would be good to have per person? 

My wife is willing to co-sign on the deal and I would like to keep the property under the LLC for safety.

Under Servicemembers Civil Relief Act (SCRA), the following are considered “uniformed members:” Armed servicesActivated National GuardCommissioned Corps of the Public Health ServiceCommissioned Corps of the National Oceanic and Atmospheric AdministrationTo terminate the lease agreement, the tenant must meet the following conditions:Tenant joins the military after signing the lease agreement or signed the lease agreement while in the military then ordered to permanently change location or deploy for more than 90 days;Tenant provides landlord written notice; andTenant provides landlord copy of the military ordering him/her for a permanent change of station or deployment for a period of 90 days or more.Landlord fails to perform its dutiesFailure to do repairsTexas law mandates residential landlords to make a diligent effort in repairing property problems that materially affect the physical health or safety of an ordinary tenant.

The best I can say is give it time and be patient.