I haven’t done outbound in a couple of years but for the most part, I haven’t had much luck. I did sell a 2 word .ca in 2021 via outbound email to the CEO of a major rates company for 4 figures.
You do have to be careful as an outbound email can lead to a CDRP. My recommendation is that if you have a decent 1 word/2 word or good 3 letter .ca would be to email but always be prepared for something legal….. As in funds in hand to defend yourself.
I tried it years back but it seemed a bit desperate, today I am more likely to send a little tweet with a link to a company I think might be interested in one of my domains.
I did sell a domain once by reporting one of my own though, it was done via email and an excellent story to whoever wants to read it.
I owned a 100% direct hit generic two word domain. The company had a hugely popular product and I pretended to be a concerned consumer and sent an email from a generic inbox to the head brass of the company reporting the fact that someone was using their name. Of course I did my research for trademarks and such before I pulled that little stunt.
About a week later I was contacted by the company and I sold the domain for 12k
Now I would like to say this is the only time I've done that but.....
I would not email potential users as 99.9% of the time you will get no reply or a negative reply and the 0.1% will slam you with a CDRP, which is already heavily slanted towards their corporate overlords, but with a sales contact to hold up to the panelists, it's virtually a slam dunk win for the company.
Domains are not something that companies buy on the spur of the moment (that is unless you're liquidating for $100 or so) and all you'll get in return is trouble.
I have never direct marketed, but early on I did get an inquiry + nice offer on a 1-word that was thinking about selling but wanted to make sure I wasn't leaving money on the table, so I phoned several companies using that 1-word to see if they were interested.
Most said no, but a few others ones had some choice words for me (#%^&@!! - mostly women/Karens, surprisingly) so I never did that again, and just make due with passive sales.
P.S. I did get a second call back from a guy higher-up at one of the "Karen companies" and I'll leave it up to your imagination what I said to him.