Hire a personal trainer, spend that on the personal trainer and just do what the personal trainer tells you. Even a bad personal trainer will get results if you're spending that sort of money.

How do I find a good personal trainer? I've met some and don't know how to distinguish the good from the meh.

I guess for 1k a month I'd want something more than that. I know HOW to workout and eat right...I just don't. I need a willpower pill. :\

Honestly, find someone fit, ideally someone who does some kind of competitive athletic, who uses the trainer and recommends them.

Personal trainers can be excellent, but the low end is "dangerously incompetent". The only requirement for starting a service, or getting hired at many gyms, is being buff and knowing how to look competent on some machines. As a result, there are plenty of PTs peddling junk-science nutrition, or giving out plausible-but-harmful workout routines that undervalue stretching or produce dangerous imbalances and overextensions.

Assuming you don't need someone teaching you how to be healthy, though, things get easier. Some trainers focus on education and drop unmotivated clients, but some offer "willpower pill" as a decent chunk of what you're paying for. Knowing that someone expects you at the gym at 7PM, and will pump you up to not bail early, can do a lot of good.

Honestly I think one of the easiest ways is to search https://www.precisionnutrition.com/fitness-pros-directory. You need to pass their nutrition course, which is very good on nutrition. It also costs quite a pretty penny, so if they're willing to spend that on training themselves and have passed it, there is probably a pretty good bet that they're good.

willpower pill is literally what a personal trainer is

For a more concrete example, just a random 24 hour Fitness in SF[0]. $1k for 3-4 personalized sessions per week is completely doable.

12 sessions for $828

20 sessions for $1280

[0] - https://www.24hourfitness.com/training/trainer_finder/clubs/... click on Check Prices

Will they, even if the person hiring that trainer is actually undisciplined and unwilling to put in the work? (Or potentially has a medical condition of some sort?)

I would say yes, if you start spending that amount of money on a trainer, you're generally going to do what they say. If they were truly unwilling they wouldn't start paying a bunch of money for the top level service of a PT.

I self funded a startup and worked by myself for a few years. I lost a tremendous amount of money. SOmehow the isolation enabled me to get a handle on the weight problem. I was down about 70 pounds by the end. Best $100K I ever spent :)

The most successful solution I found was Carb Nite. I dropped 30 lbs in 3 months and kept 20 off permanently.

Ferris' 4-Hour Body Slow Carb diet seems to be v2.0 of that diet.

I still want to lose another 20 and that's been tough. I just hired a nutritionist and the key seems to be a balanced diet - eating (almost) all food groups with each meal. My body has been in shock because of how different my food is from meal to meal.

I found Retrofit [1] here on HN and with their help I went from 258lb to 224lb from March to June this year. The next 20lbs are proving to be more difficult, but I've been pleased with their approach and the results.

[1] http://www.retrofitme.com

I would second this, but it would have to include someone to watch a toddler while I work out with a trainer.

You just need to eat less. A lot less than you expect and a lot less than you hear about from traditional diet advice.

olympic lifting classes = $150 nutritionist = $300