Yes, but I bet a lot of the members have their own spies and intel gathering...

I doubt they would wait for Rashid to tell them

They might have been if they had known.  I got the impression from what Harry had been told by Lash, what Margaret herself, had told Harry in his soul gaze with Thomas, and others that it was only after she fell in love with Malcolm that she decided to actually conceive one.

Eb knew Malcolm, if nothing else. Would not be shocked if Morgan knew something, and probably Luccio.  There may be others - didn't the Gatekeeper say there was sort of a wilder group?  I'd actually be surprised if Rashid did NOT know. Boy gets around

Maybe Uriel would have been offended if Harry hadn’t tried to circle him? Harry at least tried to take what he thought was a sensible precaution.

However we know that there is only one Uriel in the entire multiverse, he exists simultaneously in every universe, so you would have to draw a circle around the Multiverse to contain him. That’s what Uriel probably found so amusing, not that Uriel could bust through any circle Harry might devise, but it could never capture him in the first place. On the other hand it is one Mab per universe and Harry was able to circle Titania. When he tried it with the Mothers that didn’t work, so I presume the Mothers aside from being the full intellectus exist multiversally like Uriel and are incapable of being circled

I think we had WOJ they are universal. I think they just have too much mojo. Much like they could not lure Ethnieu into a circle and activate it. She'd just break out.

However that isn't the point, have you ever thought why Harry summoned Chauncy in his lab, where he has a circle that is stronger than a mere chalk one? Yes,convenience is important as you say.  But more importantly, Harry's lab is secret, he could get into a lot of trouble with the White Council for summoning a demon.  If Chauncy did get he was as capable of tearing up Harry as the Frog Demon was.  Chauncy is a thing from Hell, Mab, as powerful as she is, isn't.

Chauncey is a lot more aggressive. He may be from Hell, but he is not vaguely on Mab's power level. Harry's circle for Mab is observing the proprieties. Heck, he circled URIEL. He circled Chauncey to make sure to keep himself SAFE.   

We may get communication from the Grey council... do recall Eb is his grandfather - he can get away with a bit more. plus, Blackstaff may claim he is not subject to any WC rules.... Eb has been to Harry's apartment. None of the other SC have. Can claim longstanding personal relationship, even without family roots needing to be known. Harry lived with him, he can be argued knows Harry the best, and is the best qualified to check on him. Luccio was mind controlled, and Carlos is outgunned by Harry - for that matter, so is Luccio now.

Magically-insightful financial info would seem to be among the most-lucrative options.
Knowing how & where to invest -- and not to invest -- looks like a winning strategy.

Where, though, do his insights come from? Sight into the future is not very reliable... it sounds like it can come and go. And time travel is a no.

Harry seems to have a talent for "finding" -- I bet he could "find" all sorts of unclaimed valuables, in the right places.  He could be a gold-miner, a treasure-hunter, etc.

I think when he finds stuff he has to have a link to it - like from a previous owner. He doesn't find all lost pearl necklaces, he finds Mrs. Smith's. So Spanish gold from a wrecked galleon is a no-go. Or a less ethical Harry could decide to find 90% of what he can to turn into the client, and 10% he finds and keeps for him.

If willing to break mortal law, wizards could smuggle amazingly well... veils (or simple illusions) to hide valuables, Ways through the nevernever to bypass customs entirely, etc.

THIS, he could do. Human trafficking. Escorting drug mules. Or even carrying it himself.

 

Vigilante wizards could magically-spy on drug-lords, sleep them, and swipe a bunch of their cash.

But also, it's clear different wizards have different proclivities & talents.  Some will likely be more-inclined to some pursuits than others.  I presume not every wizard has a relatively-easily-monetizable talent... but that most do (if they aren't burdened by the kinds of ethical qualms Harry seems to be).

and, of course, he was offered a contract from Marcone. Heck, he might not have had to actually DO anything. Might have been paid for non-interference. Or a rare consult - like when someone uses magic against Marcone, Harry comes in and says "Ah, the old exploding heart spell. Third time this week."

But that is my point, Harry used a 22 on both Mab and the Erlking, while he used his 270 on Chauncy.  And as an aside, I grew up on a chicken farm and a racoon did get in to go after the
chickens in the middle of the night, I was small but I still remember the pitiful cries of the chickens. My father had plenty of time to grab, I believe he used a shot gun, and he successfully killed it.

And my point was - farmer pulls up to coop, he has the .30-06 in the truck bed already. So he uses what is on hand. Harry is home when he summons Chauncey, so he just goes to the lab where there is a circle already. Easier to go downstairs than to draw one, knowing Chauncey could be dangerous, so he better draw it right.  I think he summons Mab out by the lake. More respectful, rather than his messy lab, and keeps his neighbors safer. If he botches with Mab, he might be able to reason with her.

Shotgun works too. Gives you a little spread, too, if you are sleepy and it is dark and might not be as accurate as you'd be wide awake. And way more than a raccoon needs. 

Don't forget  Chauncy, Harry used his circle for him, the others he managed to contain with a mere chalk circle if I remember correctly.. Also a chalk circle apparently protected Butters back in Dead Beat.  I guess you could say back in Dead Beat Harry knew just enough to be dumb as my brother in law would say.  His education was never complete, and he also admitted to being too lazy to really apply himself and study.

I recall Chauncy, but I simply do not put him in a class with Mab or Titania or the Erlking.  I think those three would swat Chauncy like a bug.  Harry used his circle on Chauncy because he HAD it. If I am a farmer, and I come home from hunting moose, and I see a raccoon trying to get in my chicken house, do I run inside to my gun safe to get a light rifle? No, I use the big rifle I brought to hunt moose - it's handier. Even though it is WAY overkill.