I am not admitting anything. you put a ton of effort into airline miles and for such a high roller you are after cheap discount tickets. But, you spend more time making new screen names.
I know that you are old, so let me help you out.
There are a ton of these easy-to-use websites that allow you to put in your departure region, your arrival region, the dates you want to fly, and it will spit back a bunch of different prices and options for airlines. It takes about 30 seconds to do.
One of the best ones is Google flights. When you input the info, it will show you a calendar of the cheapest price to fly each day for weeks surrounding the day you choose. So you can see that flying a day earlier or two days later than what you had planned can save hundreds of dollars each way. Of if your date(s) is locked, you can see if it is worth it to pay $200 less per ticket to fly Frontier/Allegiant/Spirit for a two hour flight than it is to fly Delta. Again, that takes about 30 seconds to browse.
If taking one minute to save $200-$400 is "putting in a ton of effort" to you, then I'd hate to see your work ethic.
Currently, I have about 400,000 Ritz Carlton points (which is enough for five nights at their very best properties anywhere in the world plus a free sixth night for booking at least four nights - value approximately $4000), about 140,000 Chase travel points (cash value of about $1400 or about $2100 in traveling through any of their dozens of air/hotel partners, a $300 travel credit (any type of travel) from Chase, 102,000 Delta miles (Delta miles suck compared to other airlines), a free roundtrip flight with Delta, 13,000 miles on American, a free night at any level 5 or lower Marriott property, 12,000 miles on Frontier, 11,000 points with Hilton, 38,000 miles on Southwest along with a companion pass through the end of 2020 that allows free travel for anyone with me. And I'm sure I also have some points on airlines I don't fly often (United's Mileage Plus, etc.) and hotels I don't stay at much.
I also have the Priority Pass which gives me free lounge access and free food at just about every major airport. Last week, I flew out of Syracuse. They didn't have a lounge, but the pass allowed me $84 of free food at Johnny Rockets. I bought an early lunch for me and three strangers which was free for me. I flew out of Baltimore the week before that. The pass gave me free lounge access at BWI along with their free buffet, their unlimited bar, tons of snacks, etc. I've flown out of Denver twice in the last month. Each time, the pass gave me $84 to spend at the steakhouse in the airport.
I have a habit of never using my points when I travel and just letting them accumulate. Some of the other things (free roundtrip flight, free night stay at a hotel, etc.) have to be used in a calendar year, so I use those. But when you have a shit ton of points and status with these brands, you're treated like royalty. When I was in Berlin a few months ago, the Ritz Carlton upgraded my room without asking, gave me bonus points for staying with them without asking, and gave me free breakfast buffet (probably the best buffet I have ever had) for my room every morning. They had a Mercedes to take me anywhere I wanted while staying there and the desk attendants and servers at the buffet each day knew my name.
I stayed at a Ritz Carlton property in DC twice during February and March. Each time, they comped my breakfast buffet, gave me a $50 gift card to the connected hotel each time, and gave me a travel tote each time.
You don't have to spend much time doing it. When you sign up the first time you stay at a hotel brand or fly on an airline, simply have your browser save your log-in info. I also keep all of my log-in info in the notes section of my iPhone for everything. Once you do it the first time, you never have to worry about it again.
It takes one minute to see how much cheaper it is to fly on Frontier, Alaska, Allegiant, Spirit, or Southwest compared with Delta/United/U.S./etc. Southwest allows to watch live television. I like that perk and am willing to pay a bit more for it. Delta has a ton of free movies to watch on their app, but that is worthless to me considering I can watch any movie I download on my iPad. So why would I pay $200 more for a one way trip on Delta than on Frontier? Because you think their planes are safer? Pfft.