I understand where you are coming from. I want folks to be strong and confident. It can be frustrating to see someone that you care about continue to be afraid, or at least hesitant.
Encouragement can done in a few ways. I understand that discretion is required, so choose whichever one or ones you think best.
1. Giving encouragement can be verbal:
I believe in you.
I am rooting for you.
I am on your side.
God is on your side.
2. Asking questions can encourage some:
Is there anything I can do to help?
Would talking about it help?
Do you just want some space for a while?
3. Giving credit for smaller victories and/or effort.
Good try!
I know you put your heart into it.
Congratulations! I know it's not the ultimate goal, but it's a step in the right direction.
4. Offering partnership.
Would it help if I went with you?
Do you want me to be closeby?
Is there someone that helps you feel more confident that can help?
Can I help you make a plan?
5. Serving in small ways:
For example, I know you're busy with two small kids, how about I babysit for a couple hours while you go do ...
6. Just listening, even if you've heard the same thing many times.
It's been my experience that continued encouragement leads to others feeling loved. Love overcomes fear as echoed in 1 John. Complacency comes when others feel like I am doing instead of teaching, or trying to meet an agenda. They tend to think that I care more about their behavior rather than them as a person. I had to learn the hard way that sometimes I wanted a person to be different so much, I would try to force them to be different. That never worked - ultimately a person has to overcome their own fears, I cannot do it for them.
Hope that helps in some way. I will pray for you and the person you care about.
PS sorry for the lack of paragraph breaks. Something about my linux box doesn't translate well. I've even hard coded paragraph and line breaks into the HTML with no success.
Thank you for the response, I am struggling on the best way to encourage. I am a very patient person but I fear that if the correct encouragement is not given then that could cultivate complacentcy. In my experience it in not a lack of love but a lack of self-diciplne and conviction.
I need to focus of how to help them realize the gift that has be Given to them.