Finally getting started

Welcome aboard.

Hahaahahhaah
Thousand time day 1
Same here

Good for you. You won't regret it and will probably be delighted with your results. Be patient and courageous and be kind to yourself and it will work.

Welcome,

I have a few questions:
What is it you're planning to do differently this time? What went wrong with the other thousand attempts that caused them to fail? What have you learned from those attempts that didn't work so you don't go doing those wrong things and making the same mistakes?

Also, 10lbs+ per month isn't even close to modest. In fact at close 2.5lbs per week it's better described as aggressive. Why do you need to achieve such a difficult and strenuous goal? Why do you need to make things that hard for yourself?

You've set your self a 5 month time limit to lose 50lbs. Why? What happens if you only lose 20lbs in 5 months? What happens if it takes you a year to lose 50lbs?

G'luck

I can understand the having aggressive goals thing, I think there a lots of people here that can relate to wanting results NOW!!, but keep in mind, what's the point of aggressive goals if they're ineffective because they're unsustainable? You have to decide if you want another short term aggressive attempt or try a new approach that doesn't burn you out. The tired old marathon not a sprint analogy is apt here.

Sugar isn't the devil that it's often made out to be but sugar does pack in the calories. Cutting back on sugar can be a good thing as it's a good way to reign in the calories (which is what really matters).

Also, look at the things you're doing and ask yourself honestly if these are things you can commit to forever. Specifically are you prepared to never ever again eat your wife's bread. Ever. If you can't honestly say yes that you'll never again eat that bread again then "cutting it out" is a temporary measure which will yield temporary results. The biggest culprit in the 'restarting' is making temporary changes since when you stop those temporary changes you end up right back where you started and end up having to 'start again'. Bread (and carbs) again are not evil, if your wife makes delicious fresh home made bread then by all means incorporate it into your eating habits and fit it into your calorie target. As long as you're maintaining your calorie deficit you can eat what you like and it sounds like you like your wife's bread

IF can be an effective tool in achieving a calorie deficit for some people but it isn't magic. Other than a cup of coffee in the morning I eat all my calories at night since I'm rarely feel like eating during the day and always tend to be naturally hungry at night. This eating pattern makes sense for me. For others this would be horrible and unsustainable. Meal timing is a personal thing and paying attention to when you consume your calories can be a really helpful tool but forcing an eating pattern that doesn't work for the sake of it isn't a good plan. Play around and see how you go.