I am thinking it may be time to step up from my childhood refractor (I have had a lot of fun with it over the years), and it seems that the general advice is that an ~8" Dobsonian is a decent choice. (I definitely do not want a computerized mount. Hobbies are analog time). I am mainly considering used equipment (most everything new is out of stock). I have not ever used one, and the local astronomy club isn't meeting for star parties due to the pandemic, so trying a club scope is out right now. I have a couple of questions.
My back yard is somewhat sloped (front yard is out due to an annoying street lamp). Does this rule out a scope not on a tripod or table? How easy is an 8" Dobsonian to transport in a small hatchback? Is learning to collimate a telescope relatively straightforward (ie, I can learn from a YouTube video or 2), or will I need mentoring? Finally, are there other telescopes I should be seriously considering (I know this is a loaded question)? I don't want anything much heavier than what I am seeing for an 8" Dobsonian, because I think moving the scope would be a barrier to using it (I am a woman, have back and shoulder pain at times, and anticipate moving the telescope solo most of the time). I appreciate your thoughts on the subject.
Edit: One more question. A number of used scopes listed state that there are dents in the optical tube. How big a deal is this? If they collimate OK do i assume they are good? Sometimes the incident that caused the dents is unknown, as some have been with multiple owners.
You have gotten a lot of good advice above (especially the hand truck suggestion). Just a few other suggestions. Our local club offers loaner scopes which include both an 8 and a 10 inch scope. You may want to ask your club if that is an option. Also, someone in the club may actually be looking to upgrade their scope, so you may get one that is well cared for if one is for sale.
You may want to budget a bit for some better eyepieces, depending on what you own now with your childhood refractor. If you already have a good set, great, but if not, perhaps the seller of the used scopes you are considering will throw in a few.
Also budgeting for an adjustable chair will help given you are dealing with back and should pain. An adjustable chair was one of the best investments I made . There are several threads regarding this here on CN.
you indicated no computerized scopes, however keep an open mind to a dob with digital setting circles (DSC), such as the Orion XTi series (the "i" indicates the addition of their intelliscope module). Depending on your light pollution locally, it will make finding dimmer targets much easier, after your do the initial setup of finding two bright stars and getting them centered in the eyepiece. I live in a 'burb just outside of DC, close to a local mall, so the light pollution really limits my ability to see pointer stars using a Telrad . Using the digital setting circles means I still push it to the point the computer indicates, so it is not "go to" but it really is easy to use with an 8 inch scope. The information that is provided when you reach the target is pretty nice too, as the computer will tell you (among other things) the limiting magnitude of the target. You can also start to create lists of targets, and ultimately add a connection to a program like Sky Safari, which will greatly expand the ability to search on objects and provide detailed information. That said, just starting with a DSC (or adding it later if not equipped) is a great way to increase your time at the eyepiece, rather than straining to find something that may be rather dim in the first place. I have also found it very useful when I change an eyepiece while on a target. If I bump the scope too far when putting in the new eyepiece, i can easily recenter the object. Again, this may be dependent on your local skies (whether dark so you can easily see pointer stars) and your own knowledge of the sky.
A final note, you will love seeing Jupiter and Saturn later this year in the evening thru an 8 inch dob. It is not just about DSOs.