Girls don't care about your age. All they care about is how you make them feel and how boss you are.
If you are boss, she will be happy to sleep with you into the 50s and beyond.
The deeper issue is that you shouldn't just be chasing youth. Learn to appreciate what a more mature girl offers.
What you really want is not youth but depth of love.

5,000-10,000 approaches and a lot of inner work.
Personally all my awakening work and psychedelic work has skyrocketted my inner game to crazy levels. I can walk around like a god sometimes. 100+ awakenings have given me crazy confidence, self-love, and groundedness. But also lots of approaching is needed.

@Medhansh You should maximize your looks but never at the expense of going out.
Do whatever you can to max your looks, but ALWAYS go out and approach no matter how you look. You should be able to approach in a dirty bathrobe and hook girls.

Living off $1,000,000 would be tough.
If you earn 3% interest through investments per year, you could maybe live off $30,000 of interest per year without touching your principle if you own your own home and are frugal.
Gotta figure about $6,000 just for property tax. $2,000 per year for water and electricity and natural gas. $2,000 for internet and phone. $2,000+ for car insurance and gasoline without any maintenance. Probably $5,000 in groceries for 2 people.
That's already $17,000/year just on the basic necessities to live without pet food, clothing or shoes, cleaning supplies, dentist/medicine, entertainment. Assuming you never need to replace a furnace or roof or any other big expenses.
In 40 years your money will be worth 20x less, so $30,000 a year will be more like $1,500 and you'll need to start eating into your initial $1M. It would cut it really close and be a stressful way to live out your final years.
If you wanna live stress-free never having to worry about money, you probably need at least $10 mil
Keep in mind this is still to live just an average life of a normal person who has a salary of like $50k/year, nothing extravagant at all. Living in a townhouse or a duplex with a 5 year old car. Your neighbors wouldn't know you were rich except the fact they never see you leave for work.

I'm 32 and still feel like I have until 40 before I'll be "too old" to start a business or do other major life accomplishments.
Really I think having kids are when it's "all over", whether you have them at 20, 25, 30, 35. So much of your life will become about meeting their needs once you have kids, and you'll only have a few hours in the evening after they go to bed to do your own thing, is the impression that I get.
Being over 30 has its pros and cons. My body is more achy and inflexible each year. But proper diet and exercise has helped mostly reverse that for me recently. Within the past year or so, my sex drive has noticeably gone down. That might seem like a bad thing, but actually it's a lot less time spent obsessing about sex and porn. Not like I can't get it up, I just don't have the desire any more. In some ways it's nice not to be a slave to it as much, more time to focus on business, exercise, hobbies, etc.
At the end of the day... there's no use worrying about the years you've wasted so far. You'll never get those back. All you can do is make the most of the years you've got left. 

Making a girl have 4x gushing orgasms back-to-back. Shoutout to Leo's "how to make a girl squirt" video haha. I get what he's mentioned a couple times about being able to enjoy your partner's orgasm as much as getting off yourself.

Depression is real and there are people who have it induced by brain chemistry through no fault of their own. And it can be debilitating to the point that you can't do anything when it hits.
BUT
I would say the vast majority of people who claim to be "depressed" this doesn't apply to. Either they over-exaggerate their depression, use it as an excuse to avoid working on themselves, or haven't tried anything like exercise or changing their diet to fix it.
With the TikTok generation it's trendy and cool to say you're depressed and anxious. Mental illness and being part of any kind of minority group is glorified. If you don't have some medical diagnosis and you aren't a member of the LGBT community you aren't cool.
Most depressed kids these days it's just because they have too much time, too much opportunity and potential. Paradoxically, the better your life is, it seems like the more depressed you are. That's why so many rich people are depressed and drug addicts. Literally if you made these kids go and work in a factory for 12 hours a day they'd be less depressed than sitting around on their phones all day. Because when you constantly have something to do and you go home tired at the end of the day, there's no time to sit around and be depressed.
I've been hit with this depression of decadence multiple times in my life, especially when there isn't much going on, if you're between jobs or school or projects, or you're just coasting in life without much effort and not actively trying to improve yourself. Yeah it's real and you feel depressed. But with a little willpower you can start actually doing stuff and pull yourself out of it pretty quickly. If you wallow it just keeps going.
It's like if you wake up and focus on how groggy and sleepy you feel, it'll last like that for hours. If you just put your shoes on and go for a walk even though you're groggy, you'll be fully awake in 5 minutes. If you give depression your attention you breed more of it. If you allow yourself to believe you're depressed then you'll be depressed.
The other 5 - 10% require medication

It sounds like you just need a friend. There are lots of subreddits on Reddit for this purpose for example /r/Needafriend/ /r/internetfriends /r/meetnewpeoplehere /r/kikpals /r/skypepals /r/penpals
However I think you'll continually run into problems for one reason -- it sounds like you are going to demand too much from people and not really give anything back to them. It sounds like you are asking for a best friend who will drop everything to listen to you whenever you need it and constantly provide reassurance. That kind of thing is very emotionally draining for anyone, and people will quickly start ghosting you from that sort of one-sided friendship.
If you have never been to a therapist I think it would be a good idea. It sounds like there are potentially abandonment issues, or conditions like bipolar or borderline personality disorder. If you find a person to meet your needs and they leave, you'll end up back in this exact same spot again. You need to get personally strong in yourself and a position where you don't need other people to calm you down and meet all of your emotional needs.
I mean this in the nicest and most constructive way, but I've been observing your behavior on this forum for a long time and the amount of time and energy you spend here is not healthy. I'm sorry for whatever trauma and bad things you've been through, but spending hours per day making dozens of posts on this forum is not going to be something you can sustainably do for several more years. You need to find a more sustainable solution that makes you stronger and more confident with yourself. It's okay to use a friend to prevent loneliness and listen to minor emotional problems, but it's not fair to use a friend as a therapist.

Most nights I would be out with a wing. But it's not like the wing is approaching with me. A lot of time the wing will be somewhere in the area but I will do my approach solo.
Maybe 80-90% with a wing.
WAY, way less.
You have to take into account that many of those approaches were done when I was totally clueless and inexperienced. I started from ground zero.

I don't rate girls on a numerical scale.
I talk to a very wide range of girls. I'm also willing to sleep with a relatively wide range of girls. Although my natural standards are some of the highest of all my wings. I've only met one wing who has what I could consider higher standards than mine. But I deliberately lower my standards.
Attracting what you guys refer to as 8s and 9s is certainly possible.
I have attracted girls who would be considered the hottest girl in the club (a Vegas club). Of course this is rare. You'd have to do a lot of approaches for that and you'd need to develop some solid game.
The gist of it is, it's possible to attract stunners once you get good. You basically won't believe how hot some of the girls you attract will be if you go out long enough. You will be puzzled why she is attracted to you. You will also lose a lot of stunners due to your core insecurity and lack of entitlement.
If you don't feel entitled to her, you won't be able to keep her. Therefore you should brainwash yourself to feel like you are a 10/10 and entitled to any girl in the world. I know a guy who has 11/10 tattooed on his wrist. That's the attitude it takes to get the hottest girls. You need the confidence of a psychopath or a god.

I agree that Actualized is not a cult and have said this many many times. There is a difference between a cult (like Scientology) and a cult of personality (like the fanatics around Donald Trump, even though Trump himself is not the leader of a cult).
Actualized is not a cult, but there is a cult of personality around Leo which results in groupthink, delusional thinking, and is in my opinion pretty ridiculous.
I make this distinction in the video, its even right there in the thumbnail. Again if you actually listen to the words then its not thst unreasonable.

The truth is that you are God.
Everything else is your game.
The end.

If you are sleeping with her more than once a week, it's already started.
Obviously you already succeeded in attracting her. You don't need to work to attract her any more.
Less than once per week is fuckbuddy territory. More than once per week is girlfriend territory.

From Wikipedia:
If God is Infinite Mind, and you are God, there is nothing outside of You.
God is an Infinite Mind which imagines other minds within itself.

Spiritual work will make you more attractive in many ways:
You will be more present, more secure, more grounded, more confident You will be more authentic, your personality will project more clearly You will have stronger eye contact You will be happier and more positive You will be more clear on your own values, life purpose, and what you want out of life You will have more integrity You will be more loving You will be more honest and truthful You will appear higher value, you will be seen as "relationship material" You will be able to form deeper connections and intimacy You will be more conscious and observant You will be less needy and more detached, which is highly attractive Etc. It will be especially attractive to people who are themselves into spirituality, because that is so rare. You can form an instant connection based on that alone. If I ever bump into a spiritual girl, she will be really into me just because she rarely meets a guy at or above her level.

As I said in my video Part 1, the problem is deeper than just getting laid. Many guys are simply horrible as socializing. Pickup is the most direct way of addressing that.
And as I said, some people get laid easily simply from the kind of job or career they have where they are constantly talk to new girls.
If you don't have a problem socializing or getting laid, then obviously you don't need advice on this topic.

1) Most guys don't end up with hot girls at all.
2) Even if they get lucky and find a hot girl, they will likely lose her at some point and become very frustrated. You are not taking into account how these guys feel when they lose their one lucky girl.
3) Just being a social extrovert will get you girls.
4) Talk and jokes is game. Looking nice and being chill is game.
5) If you are good-looking you need way less game.
6) If you are extroverted you need way less game.

Just change the topic to something else if it comes up. No need to lie but also no need to show all your cards. Act chill and normal. She does not need to know your social/dating life.
Best date location is a cafe or bar in an outdoor shopping mall area near your house.
Your biggest problem will be not leading enough. You need to lead her throughout the whole date. Take her by the hand and walk her around. Tell her where you're going. Be decisive and clear.

Teflon is highly toxic. You must throw away all your nonstick pans. They are trash and this applies to all nonstick pans of any kind, even if they are "green". None of these coatings are healthy and they all flake off.
Buy all stainless steal cookware. It lasts a lifetime.

You guys need to find better girls. Most girls are loyal to a fault. If your girl is not falling in love with you you're doing something wrong. When you become a high value guy your problem will be that girls fall in love with you too hard.

It is hard to explain the difference. I far prefer -MALT now and I have had my most complete awakening on it.
They are similar but also different enough to have a fave.

Keep trying. You just gotta find the right girl.
Yes, women reward player behavior. They can't help it. It's what they are attracted to.

It's hard to avoid all powders. Just be cautious. Research the powders you're taking chronically.
The beauty of mastering chelation is that you don't need to eat as perfectly because you have a tool now for cleaning up your system every year.
Do maintainence chelation a few times a year for the rest of your life.

For me I need to have a completely clear schedule for at least two days.  No responsibilities to anyone or anything.  If I know I have to be able to perform at my job the next day it is just too distracting for me and that becomes part of the trip.  I also prefer having a clean environment.  No clutter or mess.  I have fixated on a dirty carpet once with a mind loop that wouldn't let go.  I have done LSD enough times now that I don't feel the need for a trip sitter.  Most of the time I'm fine, but having someone sober around to help ground you if you start going down a rabbit hole of crazy thoughts is quite helpful. 

I usually wait until I feel a calling to revisit the psychedelic space.  I use LSD 2 - 3 times a year now.  Every time I have taken psychedelics because of my ego, I get little to no insight or benefit from it.  Having a clear intent and my mind focused on specific issues or positive intentions helps direct the trip.  I do not use these substances as an escape or party drug.  It is for deep personal work and I always do them alone or with my wife.  If I'm in the frame of mind I want to be entertained vs. I want to self-realize it makes all the difference. 
That is what works for me.  Your mileage may very. 

He was an alcoholic, but he died of a heart condition.  While I may not agree with him completely on the use of psychedelics, he was one of the greatest spiritual minds of the 20th century.  Mozart was likely an alcoholic as well, but that doesn't change the fact he was one of the greatest composers of all time.  Who else should we cancel for their personal failings?  Van Gogh (psychotic)?  Thomas Jefferson (slave owner)?  Einstein (he married his cousin)? Steve Jobs (a megalomaniac who denied his own child)?
This "Woke" culture of canceling someone's genius because of their personal failings is perhaps the saddest thing about our current cultural zeitgeist.