(5) Be in Communion
By this I mean be in constant and consistent prayer for this type of work. The Lord said "without me ye can do nothing.”John 15:5 and that is absolutely the most important aspect of this type of outreach work. There are no "pat answers" to trot out in standard situations. There is no such thing as a "standard situation". Everything and everyone is considerably more complicated than you could ever imagine. Personal experience is no guarantee of anything and any dependence on time spent in this ministry is sure to lead to disaster.
Everywhere and every day in dealing with addiction and homelessness problems I face situations and people I have never encountered before and need fresh help, strength and wisdom from the Lord. He has promised to grant the necessary wisdom as required as we ask for it (“If any of you lack wisdom, let him ask of God, that giveth to all men liberally, and upbraideth not; and it shall be given him.” James 1:5). The streets are literally the frontline of the battle with the enemy who comes “ to steal, and to kill, and to destroy...” (John 10:10) this is a spiritual battle (“For we wrestle not against flesh and blood, but against principalities, against powers, against the rulers of the darkness of this world, against spiritual wickedness in high places.” Ephesians 6:12). If ever there was a situation when we should be adorned with the armour of the Lord it is when we are out in the streets reaching those very definitely captured by the enemy.
So the great victories are won in prayer (“ Praying always with all prayer and supplication in the Spirit, and watching thereunto with all perseverance and supplication for all saints;”Ephesians 6:18). Be sure to make sure you have a strong personal prayer life as well as enlisting the help of your local assembly and other interested believers. Joshua was on the frontline against the enemy Amalek but was totally dependent on Moses on the mountain with Aaron and Hur interceding on his behalf (see Exodus 17). Material relief plays a part in this type of outreach work on the streets but is nothing compared to the great spiritual resource of prayer. Pray as much as you can and enlist many others to pray with you for this type of outreach work.
This is a very paltry attempt at offering advice from my very limited experience. If you need further help or clarification please contact me at firstname.lastname@example.org.