The Self Doubt

I've been working on growing my Mary Kay business while working two other jobs.
I have goals that I am setting that are personal AND professional.
The number one goal is:
TO HAVE A BABY!!! This is where I want to go with my life this year! I want to have a baby before my 40th birthday! I have ONE YEAR to do this!
My professional goals are this:
I want to become a sales director in Mary Kay by January. To do this, I will need to add around 23-28 active team members!
In doing this, I will be able to make Mary Kay my full time profession.
My first small goal is to wake up early enough every morning to put on my make up.
This is an extreme struggle for me!!! I've been watching videos about how to wake up in the morning. So far, nothing has worked for me. I have also been trying to get to bed earlier, but yet, I can't seem to fall asleep before 1am or later.
I need to be more productive at my day job.
I end up having a lot of distractions at my day job. I need to keep myself consistent until January. In December, I will re-evaluate how this is doing.
With these goals, I have had some self doubt issues. I am normally a positive person, but the last two years with the infertility issues have been severely harsh on my psyche. Since my body can't make a baby happen naturally, my mind says I can't do anything else right either. Health, business, job, etc.
Every so often, my brain says, "You can't do this. You are crazy to even fathom those types of goals!"
I usually try to to "shake off" these thoughts and feelings, but some days, it's hard to do!
I am sick of being a "slave" to my 9am-6pm job. I have other goals that I need to accomplish in my life.
I WILL BE A SALES DIRECTOR in Mary Kay!!!

The Statement

People don't understand why women have such a hard time with self esteem. A while back, my husband and I went out with a friend of ours. We were deep in conversation about another friend, and what she was doing in her life. That's when it happened. The friend turned to me and said, "Well, you're not that attractive, and you do pretty well for yourself!"
I've been a little broken ever since that moment.
I try to be extremely positive all the time. Sometimes it's real positivity, and sometimes it's just a facade.
In my mind at that time, I tried to justify the statement with, oh, I know what he means. I have a job. I have a boyfriend who loves me. (This was pre-marriage.) I have friends. I have all of these positive things in my life. But lately, the statement he made almost two years ago, has been extremely damaging.
I've done things to try to improve myself with diet and exercise and trying to dress properly, but that really doesn't change my looks. My parents didn't believe in braces when I was a child, so, my teeth are crooked, and I'm extremely obese.
Maybe I should start looking into getting braces and an adult, but we just don't have the money right now.
Part of me just can't believe that something that was said almost two years ago is bothering my psyche so much now. I've never let anything get to me like this before, but this was coming from someone who is supposed to be my friend. My husband was there, but he didn't correct him. Maybe my husband didn't realize how awful the statement was at that time.
It's really hard to look at our examples of what looks feminine in media, because I'm not it.
Hearing, "Oh, but you're beautiful inside!" doesn't fix the situation either.
Why this person thought it was ok to say this, I have no idea.
Body image is such a part of our sense of self whether or not it's good.