Hand lettering Resume and Support Letter

I have been teaching myself how to hand letter mostly just for fun in the last year but now I have been presented with two practical uses for it. I have been trying to make titles and headings for my work resume and my support letter for a mission trip to Haiti this summer. There is a lot to do and I am sure I don't know how to do it all but that is the beauty of teaching yourself, you don't know what you are doing until you figure it out. One of the big things that I need to figure out before this project can be successful is how to make them digital and still look good, not to mention I need to be able to use them in a file. If you have any tips let me know.
Some of my inspirations as of late have been Scott Biersack and Mary Kate McDevitt. It is amazing to see the work they have done and all that I could learn from them and their work.