Does anyone know what it entails to be endorsed by Cakewalk?

I don't know the answer to your question, but I'd bet it would go something like this:

1. Make a hit recording using Sonar.
2. Sell a million copies.
3. Mention Sonar every time a reporter sticks a mic in your face.
4. Clip the resulting magazine articles and enclose them in a letter to Cakewalk, with your request that they make an offer to endorse you.

Good luck.

Darn! I have every step except #4 down.

I would suggest that if you can sell a million recordings, you probably can get by without a Cakewalk endorsement. 

Given the low cost for Cakewalk products, i'd be surprised if an endorsement deal would be worthwhile from either side.
 
If you're big enough to give CW more publicity, you can just buy the product.  And if you can't afford to buy their product, chances are you're not going to get them much publicity.
 

Damn - I got 3 and 4 covered.

PilotGav
Darn! I have every step except #4 down.

Can we blend my #4 with your #1-3?

Uh Oh. I thought # 1 and # 2 were about post count.
 
My bad.
 
Carry on.

slartabartfast
I would suggest that if you can sell a million recordings, you probably can get by without a Cakewalk endorsement. 

Making .05 per recording is only $50,000 which is pretty much equal to the average salary in the US by most reports.  Which is also about average for a recording engineer.  
 
If recording is your full time job, most would hope to be seeing a million recording sold across their customer base, or close too it to keep afloat.  
 
I'm not sure on the OP's question, but I'd bet it isn't about one licence really.  I have the opportunity to run some clinics at a music school, right now they are set up with pro-tools, but I told them I was only interested in showing others how to run Sonar.  It is a scenario like that where an endorsement makes sense.  I (the instructor) exposing multiple people in a learning environment how to use the program, a better than educational price structure would make sense based on exposure, the value the endorcer brings to the relationship, etc.  

bapu
Uh Oh. I thought # 1 and # 2 were about post count.
 
My bad.
 
Carry on.

You did much better than I. I was certain the whole thread had something to do with the amount of coffee imbibed during the wee hours of the morning while using Cakewalk. I'm not too sure now just how I got that meaning out of the post.

 
Seriously, though: users endorse products they (hopefully) believe in and use, right? Manufacturers simply have groups of artists that endorse their products; they don't endorse the artists, per se.
 
For instance, these very serious artists endorse Frederic LeBayle Mouthpieces:
 

 

 

 

 
(The mouthpieces are actually very good. LeBayle is a master craftsman.)