I think one of the most challenging things for a person who has an apologetical mind is to console a friend or loved one in a time of distress. When a person experiences a tragedy, they don’t want to know the nature of God. They don’t want to know the purpose of Christ’s mission. They don’t ask “why so much evil if God is good?” and they don’t want to hear “God brings good out of evil”.
They ask the question “why did my little Susie get shot?” - “why did my wife get cancer?” - “why did my brother get killed by a drunk driver?” - “why me!?!”.
It is at these times that an apologist must stop being an apologist and be Christ to them. Be there as a shoulder to lean on. Bring a big box of tissues and sit and listen. Weep with them! If they will listen, you may say “God loves you”, but if they can’t accept that, then let it be. Offer to run some errands, or cook them a meal. And after that, sit down and listen some more.
As it says in Ecclesiastes, every thing as its time and a time for everything. There is a time for apologetics and a time for being a friend.