The tips/comments in all above posts are good and necessary. Outbounding is getting more and more difficult; so many domainers are doing it now, and smaller companies are getting inundated with solicitations for these kinds of long tail geo domains.
Up to a couple years ago, I was nabbing a lot of these domains, outbounding them was - if not easy, at least not difficult - and I'd get a lot of sales. But it's become very saturated. If you have, for example, a city + carpetcleaning domain, used to be a safe bet you'd sell it via outbounding, if you had a reasonable (low to mid xxx) price. But since so many domainers jumped into outbounding these kinds of geos, the dozen or so carpet cleaning services in some small city might receive solicitations for (city)carpetcleaning.com, carpetcleaning(city).com, (city)-carpet-cleaning.com, (city)-carpetcleaning.com, carpetcleaning-(city).com, etc. And then also for other extensions like .net/.org/.info, with and without hyphens. And maybe some solicitations for the same domains but with more words added, like Best(city)carpetcleaning.com, My(city)carpetcleaning.com. And with those added words, even soliciting for variations with more hyphens and other extensions.
And then even more variations: domainers will reg (city)carpetcleaner.com, (city)carpetcleaners.com, and with hyphens and in other extensions, etc etc etc.
So now those poor 10 or 15 carpet cleaners in that small city might, over the years, receive solicitations for a dozen (mostly crappy) or more versions of the geo domains. They've become inundated with crappy solicitations. And add to that being inundated with huge amounts of spam for 'need a web designer?!', 'Get your website on the first page of google!!!!!!', and all those.
So yes, small businesses have now gotten 'solicitation overload', they just delete the email as soon as they figure it looks like a solicitation.
That is a generalization, of course; you will still get some replies, maybe some sales; what I'm saying is that it's become much more difficult to get replies and sales of these kinds of geos, especially in the last year or so. I've noticed a huge difference. I still do some outbounding to them, still get some sales... but there's a huge difference in how many replies I receive and how many of these I sell, compared to a couple years ago.
Thus (egad, did I just say 'thus'?) (and did I just also say 'egad'?), to sell these long tail geos, you either have to do more work to get your email to the eyeballs of someone higher up in the company... or change your business plan, reinvent it and keep it fluid so your domain portfolio and sales are concentrating on where the market is still open or emerging, and let go of domains that are becoming harder and harder to sell.
With my own portfolio, I've been letting go of the geo domains for smaller cities and towns, just keeping the good ones for larger cities that have a lot more competing businesses in the same industry. And I only keep what I can tell the potential buyer is 'the best'. You know, I'll keep VictoriaCarpetCleaning.com, because that is the very best incarnation of those keywords. I'll never have VictoriaCarpetCleaningServices.com, or Carpet-Cleaning-Victoria.com, or any lesser incarnation or extension. To me, only one incarnation of a city + service is the best (proven to sell and be attractive to buyers more than any other), and all the other incarnations... are what is making it so difficult nowadays to sell even the best one.
If a potential end user has received solicitations for 10 crappy versions already, as well as dozens of solicitations for shoddy web services... by the time you email them for your 'best' domain keywords... they've already got spam-blindness and they just don't want to see it.
To sum:
Yes, I'm still getting replies and sales with these long tail geos. But the ratio of replies to emails sent is way, way, waaaaaay down, and sales are far fewer. There are members here still doing real well with these... but still, I think even their numbers are way down, and they're looking at reinventing how they're selling these.
So stay smart: if you want to keep trying these long tail geos... try get only the best ones, with the least amount of keywords (don't add extra ones), preferably no hyphens, only .com, and yes, try harder to find an email for someone higher up in the company, rather than just sending to the 'info@' email, or the contact form. That still works too... and people are still selling crappier versions with lots of extra words, hyphens, lesser extensions... but all those are also quickly killing our ability to outbound and sell the 'best' versions of these geos.