Would I rather have been born a cis woman? Since I am a woman definitely yes. I know that I am a woman because I have my own personal test for myself. Would I be more emotionally comfortable being Attila the Hun, John Wayne, or Robert Redford or can I see myself as Marilyn Monroe, Mae West, or Dolly Parton. No matter how I look at it I can only be Marilyn, Mae, or Dolly and I can't even conceive of being Attila, John, or Robert.
This being said, the only change in my birth family, my father dying, and my life in my 2nd dad's family would I would have been the oldest girl instead of the eldest pseudo male (butch female). As a girl I would have had different expectations of myself, like being able to knit, sew, take care of my man, and my brother's and sisters, etc. instead of fixing everything in the world, drinking unlimited amounts of booze, being a jack of all trades, living dangerously, indulging in sex, being able to strong arm and carry unlimited weight, etc. As a butch female, I tried the male life, but I was emotionally unsuited for it.
Now given my personally and motor skills the sewing and knitting would have been stressful, but I have a taking care of personality and household chores are not hard for me. I would have been as good of a cook as my mother, she did simple cooking excellently.
I would probably have had as many biological children, but they would have grown inside of me instead of my spouse. The kids would have been different people, but the kids would have probably been as strong-willed and bullheaded and intelligent as my kids are. I would been the same kind of dependable spouse, but that doesn't mean that my husband would not have been the same kind of person my wife was. And my family would have had the same problems and ended pretty much the same way. I don't wish my current kids and grandkids out of existence. But, wishing for and getting any change in circumstance or personality traits, could have consequences for the children you now have.
I probably would have had all the same emotional struggles and insecurities but because I was not struggling with my gender identity, I would have dealt with life in a way that had less negative consequences for myself and the other people in my life. I would have enjoyed and been more comfortable in my sexual relationships with my partner as a cis woman. I also would have been happier and more comfortable with myself as a cis woman. In chosing a partner for marriage as a cis woman, I might have chosen a husband with the same personality flaws as my ex-wife had, and therefore had the same kind of marriage problems.
Looking at everything being born a cis woman would have changed me, and made me a happier person, but despite everything, I probably would have ended up in the same place as I am in now, without the stress of being a woman born with a male's body.