Love the heron avatar, btw. I share your experience, only I had arrived at the realization in 2013, when I started using LR3. I was completely confounded the first two or three times I tried to use it - not being able to figure out where things went. So it sat on my computer as a project for idle time. I continued to use Capture One - a somewhat similar workflow raw converter/file browser, but it was project based.
I had digital images that dated back to 1999. And for the life of me I could not figure out how LR would deal with them. Luckily I had all my images in folders that were named as follows:
mm.xx - verbose description of shoot/job/trip/subjects - dd-mm-yy. The xx is a sequential shoot number in a given month. For instance 12.09 would represent the ninth time I used the camera in December.
These folders were aggregated by year, and each year was under the parent folder "my pics". I organized this, including the sequence number prefix, to enable me to have somewhat of a chance of finding an old image. Using raw shooter initially, and later Capture One, I was able to keep the folder structure as I had originally designed it. Adding keywords to the metadata helped a lot, and when I finally decided to plunge into LR3, I locked myself in my office, unplugged the phone, turned off the cell, grabbed an unopened bottle of single malt (no glass), and was determined to leave after either I had figured out how LR worked, or the bottle was empty. Well, I didn't have to empty the bottle. I hardly had more than a quick sip. I discovered the "ADD" option when importing files into the catalog, and how importing into the catalog was not necessarily the same as importing from a card or a camera, which explained how the other options for importing worked. I realized that I had an incredibly flexible tool in front of me, and that I could continue to work, using my existing file naming and folder structure, without missing a beat. The rest is history. I now have over 250,000 images in two catalogs - one that covers from the beginning of time to 2015, and another that I started last January. The nice thing is that even though I did not keyword any of my old images, I could still search for images shot during a specific occasion or containing a specific subject, just by opening the library module, going to the top level folder (my pics) and doing ctrl-F to open a search field and typing in a partial character string, like "eagle" to find all of my eagle shots. The filter is instantaneous - and in the tiled view, I can see all of my images. I use a dual screen setup, so when I highlight an image on my LR desktop, I see the full screen version on the second screen. The 100s, maybe 1000s of hours I have saved since 2013 were clearly worth the effort that one Saturday morning when I decided it was do or die with LR.
Love the heron avatar, btw. I share your experienc... (