Just wondered how long people have been using Cakewalk?
 
I started with Cakewalk v1.0 on a 5.25" floppy disk in 1987; although the company was called Twelve Tone Systems.  
 
DOS, IBM XT with dual 5.25" floppy drives.  All song names had to be 8 characters or less.  At least the filename of the song.  MT-32, Roland D-50, and record out to a cassette deck.  Magic!
 
Later I wrote a DRM for the JD-990 and Cakewalk sent me a hat and a shirt and put my DRM into a DRM text file.  The advancements have been incredible over the years.  Thanks to Greg and crew!
 
OK, back to work.  

Cakewalk Pro 3.0 Win 3.1 cust #A0050 in those days.
 
Now FIX LOOP & PUNCH-IN FOR CHRIS SAKE
 
T

GTex62
I started with Cakewalk v1.0 on a 5.25" floppy disk in 1987; although the company was called Twelve Tone Systems.  
 
DOS, IBM XT with dual 5.25" floppy drives.  All song names had to be 8 characters or less.  At least the filename of the song.  MT-32, Roland D-50, and record out to a cassette deck.  Magic!
 

2.0a in 1988 bundled with an MPU-401 MIDI interface, Roland RD-300s and D-110. 

2.0 here as well.

I don't remember the year...late 80's.  It was then Twelve Tone Systems, and did not record audio at all.  It was a midi sequencer.  For audio, I used SAW Studio until Cakewalk offered the audio feature.

GTex62
Just wondered how long people have been using Cakewalk?
 
I started with Cakewalk v1.0 on a 5.25" floppy disk in 1987; although the company was called Twelve Tone Systems.  
 
DOS, IBM XT with dual 5.25" floppy drives.  All song names had to be 8 characters or less.  At least the filename of the song.  MT-32, Roland D-50, and record out to a cassette deck.  Magic!
 

Wow V1.0! I bow deeply!
I was right behind with V2.0 on an XT equipped with a Roland MPU-IPC. Also had the Mt32 but used an Alpha Juno for keys. Teac Tascam 244 for getting some guitars and vocals down as well.  Actually still have it all except the XT, it might be hard to find the MPU but it's around here somewhere.

Sonar 4.
 
But it stopped with X2.  I'm not interested in a product distributed by Tascam.

Sonar 1
 
Rocky

I started using Cakewalk for DOS around 1991.  I am one of the first composers in the U.S. to score an entire animated TV series (The Adventures of Gumby) using only MIDI instruments.  At that time, I was using a hardware sequencer called the Yamaha QX-3. 
 
I was scoring computer games when I first started using Cakewalk for DOS.   in 1995 I decided to take a break from soundtrack work (scoring over 100 soundtracks) and focus on CD production.  So far, I've created and produced 3 concertos, 8 symphonies, lots of short works--12 albums using Cakewalk/Sonar.
 
When X1 was released I almost bailed on Cakewalk.  It was the most ridiculous software release I'd ever seen, bugs everywhere.   I began looking closely at Cubase and Digital Performer for Windows.  But by X2d, Cakewalk was moving forward and I am now again satisfied that Sonar is the best DAW for my purposes.  X3c is great, as far as DAWs are concerned Sonar has:
 
1.  The best event list around (color coding of types of events is very helpful), DP's event list is tiny and
     cumbersome, both DP and Cubase's event lists don't allow color coding
2.  The most flexible windows management of any DAW (being able to open and lock multiple windows of the
      same type is a great feature other DAWS don't have)
3.  The most logical user interface (subjective, of course)
4.  The best built-in MIDI instrument library management
     a.  The ability to rename MIDI controllers is a great feature, DP and Cubase don't have this
     b.  Creating custom patch lists is easy
5.  Stability in terms of audio recording and editing, MIDI recording and editing and VSTs
 
I'm not sure "loyalty" is the right term.  I use what serves my purposes, for me it's not a question of "loyalty" or "disloyalty", it's a question of what is practical. 
 
JG
http://www.jerrygerber.com
 

Relative newbie here
 
I started with Sonar 6PE back in September 2007