I can see all sides of this discussion, I'll chip in with my view
Background first, I've been flying R/C for 30 years or so. I went solo and then got instructors rating in a ridiculously short period of time, so short it wouldn't happen in today's regulated environment. In fact someone at the club was so put out over it they made a formal complaint to the MAAA who ruled if I could pass the assessments it didn't matter if I had been flying 5 minutes or 5 years I got the certification, these days there are minimum hours in place.
I was a nationally ranked first person shooter player at the time and afterwards which gave me a large advantage, I'm ambi, I do not have a dominant eye or hand and within a year I could always fly all 4 modes, inverted, whatever just as I can play guitar left or right handed. I never have to think about it much. It most certainly does not make me think that I'm better than anyone else and I *do* realise not everyone is as fortunate as I am and some people have to work far harder than I did at it but I've taught a lot of R/C pilots from 6 to 86 so on balance I'm across the situation pretty well.
So let me start out the inescapable facts
1. You ARE going to crash. Probably multiple times over the course of your time flying. Accept it now and let the worry go.
I have piled it into the dirt twice in my time flying. Both times being totally 100% pilot error.
2. Fear has no place in your mind while you are in the air
It's totally normal to have a few nerves before take off, especially if the conditions aren't the best or you have a challenging flight ahead but from the minute the bird leaves the ground you should be focused to the point you don't have time to worry.
3. Yes, you should do your initial flights up to the point where the control throws start to happen without thought in an open area. A foot ball field size is plenty. Practice vertical and horizontal boxes, diamonds and circles both nose in and nose out. Spend the last 10 minutes of every training flight flying figure eights tighter and faster as you imporve. Don't even use a tablet if you are flying with a machine that will do it. Don't worry about using the camera. That will come when you can fly well enough to spare attention for it. AT the start make it just the controller the aircraft and you. 5 to 10 hours of that and the average person is ready to take off the trainer wheels and go live.
4. After you are flying mostly instincivly really where you are flying should be immaterial. Obstacles are are part of life. If you are flying in an obstacle rich environment and you haven't "walked the course" before hand making notes of distances and objects you're not being careful enough.
5. Fly within you limits. 20 minutes of flight time is enough to leave you mentally fatigued, if as a learner you are not then you're probably not trying hard enough. At the same time don't be frightened to call a halt if you are feeling out of your depth, it's not a competition.
Don't be shy of stopping where you are and taking the bird up to a safe height and let it hover there while you get your bearings, adjust your camera setting, wipe away the sweat ..then go back to the flight. If you find that you don't have enough time to comfortably accomplish your goals in the battery life and you are rushing then you are planning poorly. Set yourself more modest goals per flight and make more flights. Scale it back to the point where you can achieve your aims and be relaxed enough to have fun.
6. Never leave anything to chance, make pre and post flight checklists, take notes, stick cheat sheets to your controller. Double and triple check everything before and after you fly and then when you are in the air trust in your preparation and put worry out of your mind. Remember, Safety and safety followed closely by safety.
Addressing the other two common points in the thread. By all means find a local aero modelling or "drone" club and go down on a flight day. I'd be surprised if you couldn't find someone who would give you a go on the sticks. I know when I was instructing no one who showed enough interest to turn up at the field ever went away without a turn on the controller. I'd do the take off and landing of course but they'd get a go in the air. Even now when I am working on a job I very often will give a flight to someone who comes over to me with genuine interest, if I have the time and they will hang around until I have finished working I break out one of the company's Sparks (I always carry one even if I don't need it for that job) and let the person burn through a battery or two. I've brought a fiew people into the hobby and changed more than a few preconceived views. If the O.P. lived in Australia and near me he'd have already received a PM and an invite to go flying.
As for the final point "cheap starter aircraft or more expensive and autonomous aircraft?" For my money the latter 11 times out of 10.
I spent 95% of mt R/C flying life before the advent or IMUs, compasses, gyro's, "Return to home" or any redundancies what so ever and I've flow it all. Fixed wing, Gryo, Heli and now muti rotors ... for most of my life it has been just "mark one eyeball, hand and eye and me". There wasn't even dual controllers when I started and I generally didn't use them to instruct. I well remember the terror I felt before take off when I started and the same fear in the eyes of virtually every student I have taught ... honestly, why would you do that to yourself now that we don't have to anymore?
Yes, it is obviously important that every pilot have the skills to fly and recover under any conditions, loss of satellite, disorientation , equipment or aircraft malfunction whatever. You need to be able to manage that when and if it happens, but that's not the way you learn in manned aviation. You are allowed to reach a level of comfort first before the rug gets pulled out.
My advice for anyone wanting to learn to fly R.P.A. and for the O.P. is this. Buy a good second hand Spark. It's going to cost you about twice what a new Tello would cost. It's one of the most robust and bullet proof machines around as long as you take a little care, cheap on batteries and accessories and if you buy it second hand it's already depreciated as much as it's likely to. When you outgrow it or if you lose interest then you'll most likely sell it for what you paid for it and in the meantime ..
You get a learner machine that has a good enough camera to capture footage you'll be happy with. It has some obstacle avoidance. It has GPS and barometric pressure sensors ... if you get disoriented just take you hands of the sticks! It'll stop and hover. As long as you set the app up correctly if you fly out of range or the app crashes .. it'll fly itself home. It'll monitor battery level for you (just set real world warning thresholds in the app) If you lose sight of it, have a panic attack or just get too fatigued then just stab the RTH button and she'll come home wagging it's tail behind it. Is it bullet proof? No of course not but it's way more than we had "back in the day" and I believe in embracing progress. Just because we had to jump off the deep end doesn't mean you should now.
There's that old English saying "Penny wise and Pound foolish" I've seen a lot of people go through 2, 3 or more cheaper aircraft when for that money they could have bought one Spark which would have seen them through, and let's face it for all it's diminuative stature the Spark is a real DJI drone. If you can master it you're ready for almost anything else with a DJI logo on it and you've had the benefit of a safety net while you gained valuable skill and confidence.
Just my opinion of course, many will disagree
Long one again ... sorry.
Regards
Ari