Thanks again for all the advice! I ended up biting the bullet and ordered the Tecsun PL-310ET from Amazon. It was roughly ~$43 US or $57 CAN with free shipping. I had about $50 CAN saved up in Amazon gift cards already (for filling out some Developer surveys over the past year) which covered almost all of it. And best of all, it will arrive in 1-2 weeks instead of 2-3 months (like stuff I order from eBay)!
Meanwhile I have the following e-books to read through:
Ham Radio For Dummies 2nd Ed (2013)
The ARRL Ham Radio License Manual (3rd Ed) - Technician
The Beginners Handbook of Amateur Radio (4th Ed)
Basic Amateur Radio Course (EmComm)
So that should get me started and "scratch the itch" with minimal cost invested at this point, to see if I enjoy and want to get into the hobby more. Again, the issue is mostly time. I am already stretched thin with work/family and the wife/kids are not going to enjoy this unless I bring them along with the hobby. So I think this is an easy way to nudge along, do some family listening and exploring and learning.
Once I have had my fill of the Tecsun, I will probably explore a RTL-SDR dongle. I run Ubuntu Linux so will need to play around with some of the software and get drivers to make it work, plus figuring out how to set up some antennas. I don't have the ability to go crazy with antennas, so I think I will need to find a solution involving some wires that I can string up in the upstairs bedroom temporarily when I am using the radio, or a clip-on wire that I can make myself (I have plenty of 1/8" jacks, wires and metal clips, coax cable, etc). I was tempted to buy one of the Tecsun "retractable wires" that came suggested by Amazon for another $15 but reviews were mixed as to how much better it was over the standard flip-out telescopic antenna already attached to the unit. So before I shell out more money, I will try the existing antenna and if needed I will try to build something out of scrap from home and see if it helps.
Yes I also agree that both the Tecsun and RTL-SDR are cheap enough and fairly portable so I can move them around and play with it on trips, at work, camping, etc.... I looked at some of the cheapest SSB options and they are at least 2-3x the cost of this model. They start around $100-150 CAN and quickly go up in the $200+ range. I also realized that most Ham used equipment is still going to fetch a fairly high price, and anything that is in the lower end is not going to have the convenience of this Tecsun with digital tuning and memory presets. That is the reason I chose the PL-310ET over the R-909, which is less than half the price ($15-20). The tuning on the R-909 will make life harder. At least with a digital display I can save and log signals I find.
I also got the Tecsun manual which I downloaded from here:
https://www.tecsunradios.com.au/store/wp-content/uploads/2015/12/PL-310ET-MANUAL.pdfIt shows the following frequency range:
FM 87~108 MHz
Russia 64~108MHz
Japan 76~108 MHz
EU, USA 87.5~108 MHz
MW 522~1620 kHz
USA 520~1710 kHz
LW 153~513 kHz
SW 2300~21950 kHz
I am assuming that "FM" specifically looks for FM signals in that range (Frequency modulated mode). Then should I assume that the signals that are interpreted by my Tecsun in the other ranges (MW, LW, SW) are going to be considered all be "AM" type (amplitude modulation) of the carrier wave? I have seen that all kinds of signals can be transmitted at all kinds of frequencies, from digital signals to TV/picture, to AM/FM encoded and more. I guess the radio will hear a bunch of weird noise when I tune into those frequencies if it is not AM? Will plugging the output into my computer and recording the sound and using some decoder on it be likely to decypher anything? I guess the RTL-SDR software will have various modes that I can use (or it will detect) at each frequency to try and figure out what type of signal is being broadcast?
Anyways, I'm jumping ahead of myself. First step is finish reading those e-books while I get my early Christmas present and exhaust the potential of the Tecsun! I think after that I will pick up a RTL-SDR kit and will be kept busy a few more years playing with that on my Linux machine. With my limited time, I will be kept busy enough with this hobby for the foreseeable future with <$100 worth of equipment!