If a businessperson wants something from a customer, but not their money, they are not a salesperson, they are a:

I explicitly referenced the antique guys that the OP mentioned in a later post.

Asking to paint an ad elsewhere is just a business owner boosting their own business, no different in concept from buying a can of paint to personally use on their own business. All businesses run on purchases of one sort or another. Purchasing an item - even if it winds up being given for free - makes one a customer, no matter the type of arrangement. No special word for the transaction is necessary, IMO.

That’s kind of where I’m at - most of the terms people are offering are too narrow or specialized. It’s all just “doing business”. And there’s a word for that - businessperson (or business owner, if that’s applicable).

Not really. What the OP describes could be part of a project that might be managed by a project manager. But the role of the project manager is really managing the resources, schedule stakeholders, etc.

I think what the OP describes is a business relationship that I often heard referred to as a “partner” or “alliance partner” or something like that.

For example, in my last job (as a project / engagement manager for a consulting firm), I had a side job of managing our corporate relationship with one of our training partners. Informally, I was the “partner relationship manager” for this partnership which mostly consisted of making sure our annual fees were paid, coordinating with our Training group on getting our people trained and certified, making sure our marketing material on their web site was up to date, stuff like that.

judging by the signs available for posting at your door,

No soliciting
No cold calling
No canvassing

In the USA media, ‘canvassing’ is often understood to be political canvassing, but the term is more general: it is, amongst other things, generating and qualifying sales leads, but it can include all kinds of relationship-building, including finding ‘buying’ opportunities.

We didn’t use the term canvassing in our industry looking online, it does look like it’s used.

Another thing that might fit the type of thing I’m asking about in Post #1 is these YouTubers who, for example, pressure-wash dirty driveways or mow overgrown grass, because watching that is calming and satisfying to some people (including Mrs. Homie). So the tradesmen will knock on a door, ask if they can do the job 100 percent for free so long as they can put it on YouTube, yada yada yada. I wonder if someone who did this would be in violation of a town’s soliciting ordinances.

*On the YouTube thing, sometimes the homeowners get hostile, sometimes they have no idea what YouTube is, sometimes both.

Again, it probably entirely depends on how such an ordinance is written.

And to a lesser degree how the police and city attorney or county prosecutor choose to enforce it.

If we’re using the specific example of painting an ad on the side of a barn, then the person at an ad agency would be called the ‘media buyer’. They would normally be dealing with advertising media companies who own existing billboards, but they could also approach sites if the ad agency that’s buying the space, then you might as well call them the CEO, or Doris in the office who gets stuff done.