seeking personal hair and makeup coach/trainer + recommendations for short term (Portland)

Hello I am a straight male who enjoys drag a lot! However I am not so open about it with anyone and keep my love for it a bit on the hidden side.
Because of this, I can’t really ask any of my friends who are female for advice and hands on teaching about how to do makeup and what is necessary for products and how to use them.
That’s where you come in, I am looking to hire a knowledgeable female or makeup stylist specifically to help me hands on with it and critique my own efforts and ultimately teach me how to do most basic makeup fundamentals and possibly some information on what works well and what to just avoid Please email me with a few things for consideration: - picture of yourself and some of what you consider some of/if not your best self application of makeup.
This will help my anxiety of just getting to see a face to message and show some of your talent -how often you wear make up? Do you have a one trick pony or are you pushing artistic boundaries on your facial palette? -do you curl/straighten your hair? If so how often.
Also; do you happen to or atleast know how to braid hair? -what would you say your ability to pick good matching products for my skin or anyone’s skin upon some non medical inspection The person I choose we will meet and chat about goin on a shopping trip to get necessary products and tools for a makeup kit.
I would like to work with this person for maybe a month, off and on.
Until I become comfortable with doing it myself without asking for help or advice.
I will pay $40 an hour, that means just the time we are together and doing things related to me and my makeup/hair.
Paid in cash, weekly.
I will pay for all products / transportation etc and personally do not want to use any of yours (with no offense) We will spend most if not all time at my house.
I am located off 122nd and NE Fremont Please send me responses to my above bullet points on information to email me, and I look forward to hearing from you.