In my (not anybody else's) experience, I had to begin by studiously learning what equipment I thought I needed and then buy the best and cry once.
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So true! I have made many of the same mistakes and still don't always remember to check my settings before a new shoot. A few minutes invested here can save you a lot of disappointment.My advice applies to beginners and experts alike (though they probably know to do so already). Try and get in the habit of checking all of your camera settings when you first pick up your camera to shoot. I would check ISO, Shutter Speed, Aperture, EC, FX/DX mode, fps, VR off or on and mode (i. e. Sport/Active/Normal), RAW/JPEG, and then size and quality, bracketing (probably should be off if you are not shooting HDR landscape), and make sure your settings are where you want them to be for that day’s shooting.
Then, and I think this is really critical, periodically check your settings throughout the day/night as you shoot. You might not have to check everything, but I try and check critical parameters such as FX/DX mode, EC and the image size and quality. I shoot manual, so I am always changing my Shutter Speed, Aperture and ISO on the fly, so I check and change those as needed.
Unfortunately, I have made the mistake of accidently switching from FX to DX mode without realizing it until I got home (on a Nikon Z8 with 180-600 and lens button set to make the FX to DX change - that won’t happen again). I have also (still not figured out how) changed the size and quality settings on my camera (Nikon D850) and went from RAW + JPEG fine (Full size) to JPEG basic only at the smallest size. I had some really great shots that were barely salvageable based on this screw-up. If I had been periodically checking my settings, I would have lost some shots, but not all/most of them. It can be difficult in the heat of the moment to remember do so, but it is worth it if you can.