I recorded a 4 minute song in 1990. It was done in the most professional studio in our area. All world class gear, engineer/owner had credits on projects for MJ and Madonna and was lead engineer on Little River Band's last album in the 80's. The guy took a liking to me and mentored me as I started buying gear and learning the craft just so I could augment my songwriting and kept on helping me as I stepped up through 4 tracks, then true multitrack analog and then my jump to DAW in the late 90's. (all on PC might I add, MAC schmack, who needed SCSI anyway.) He even stayed with me after I backed into recording others for profit.
Somewhere in the mid 2000s, he started calling me to take some of his overflow work. I told him that made me nervous as I did not have the gear or experience he had. He said to me; "You understand the craft and have enough tools, talent and ears to get the quality I need, you are one of the few people I trust in the area to associate my name with, I no longer consider you a student, you are my peer."
In 1990 when I recorded that song, he had near a $500,000 worth of gear.
I still have less than $20,000 invested in my studio since starting in 1994.
All of my work was done in Cakewalk with the very bottom edge of pro-quality mics and hardware (no "B"word gear though). Granted, I have never mixed "in the box" since I jumped to CW in the late 90s. I have always used it as a fancy editing and tape machine that had the ability to add effects straight to the tracks before they hit the mixing board but I never had a truly high quality board either, Mackie, then 02R, now X32. (can I admit I finally have 1 piece of Behringer gear here?)

We listened to some of my recent work against that early 1990's work done on his $500,000 worth of gear and what I am doing is easily equal or superior to that. The power of Cakewalk's products allowed me to do that. My loyalty to Cakewalk allowed me to make music instead of learning software constantly by jumping around from DAW to DAW. I actually used PA9 forever, all the way up to Sonar 6. From 6 I landed on 8.5 and used that up to X2. Each time I upgraded, I found a slowdown from a learning curve so from X2 on, I decided to upgrade every chance I get. That makes continuing the subscription a very welcome option for me. I have instant access to the one or two workflow changes a month I need to start learning, (they call them enhancements but not everybody has the same experience) rather than a whole new paradigm like going from PA9 to Sonar, and 8.5 to X2.
Granted the cost of gear and the move to software replacing hardware has brought the cost of starting a studio down so much that it hurt both our studios for a few years as any hack could buy an interface, a $99 Chinese mic, download Reaper and hang out a $25 an hour shingle to open a "studio". I lost a TON of business to refusing to drop my price to meet that. However that is changing slowly back as people are starting to understand it takes more to record (especially mix) than just the bare bones tools needed to capture sound. It takes experience, knowledge, stability, acoustics and talent to name just a few.
My recording and mixing space has decent acoustics, I have been told I have reasonable talent but I know I have to constantly hone it or lose it. Therefore, I'll keep paying monthly so that the experience with, knowledge about and stability of my chosen platform does not take me away from where I need to focus.
Others mileage may vary, but roughly $17 bucks a month to replace about $480,000 of that $500,000 worth of 1990 gear with the latest and greatest CW product is a bargain to me.