I'm a huge fan of Strategy Games and Economic Games to start off with. And I also want to get everything in one go.
Some Games I think Ross would enjoy under these categories would be
Space Warlord Organ Trading Simulator - Economic Game
SWOTS is a stock market game but not just any stock market game, an economic game where you are to become the best organ trading simulator space has to offer. how many space cults worshipping ancient Old Ones will you supply?
How many distant alien princes will offer you fortune for free? Who knows? Will you become rich or die trying? Also, the soundtrack is killer too, I bought it, something which I have never done before.
*The soundtrack is available to stream off Bandcamp for free.
I would love Ross to say this...
Port Royale - Economic Game
Port royale is a somewhat famous game. You play as a trader playing as a colonial power in the Caribbean from anywhere in the 1500-1700s. I love this game the amount of strategy that goes in to being a merchant vessel vs a privateer vs a pirate is insane. Will your supply of Cocoa and Coffee become worthless because some new idiot flooded the market when you were on your dangerous journey?
*Port Royale 3 has the added bonus of a very decent town sim
Open TTD - Economic Strategy Game
Open TTD is a free cracked version of Transport Tycoon Deluxe. This game is great. you become a CEO of your own Transport business as you try and reach for the top of the state-of-the-art trains planes and automobiles which are constantly changing. Will you crumble as a government operated monopoly out cargos you, or will you become the greatest transport tycoon?
Crusader Kings II and/or Crusader Kings 3 if possible - Strategy Game
CKII and CKIII are my favorite games of all time and while they are decently known amongst strategy fans I feel as more people could know about them. In most strategy games you are trying to paint the map a specific color. Red for the U.S.S.R, Black for Germany or Blue for the Good Ole USA. In Crusader Kings though this is different. you are trying to expand your dynasty and your dynasty's power. In a regular strategy game, you might invade Estonia for more resources. In Crusader Kings a Russian Duke has murdered your dad because of a satanic plot to take over France so you must march your army to Moscow to avenge him. CKIII has more refined mechanics, especially when it comes to culture and religion, however CKII is older and has loads more content... but 90% of it is locked behind a paywall. What can I say I hate Paradox's business model, but they make my favorite games. While I would Love Ross to do either or both of these games, he might not be able to for quite some time due to hardware or budget constraints.
Crusader Kings is about the journey and the stories you make.
Mount and Blade Warband - RPG Economic Strategy Action Game with town building elements
Another one of my favorite games Mount and Blade Warband is an RPG Economic Strategy Action Game with town building elements or RPGESAGWTBE for short. You play as a minor noble or a peasant and work your way up through trade and/or conquest (or perhaps... love?) to become a feared combatant of the land of Calradia. Work your way up through the ranks to become king of Calradia, but it's never that easy, is it?
the game can have massive battles, holding upwards of 120 soldiers on each side I believe.
Vampire the Masquerade Bloodlines - FPS RPG
VTM bloodlines is considered a cult classic. It released in 2004 and is considered one of the best RPGs ever. It's also a shoe in for a Halloween episode. There's not much I can say that people haven't already said. Great Story, Voice Acting, Writing, atmosphere and Soundtrack... but the combat is terrible so...0/10 never play again. 
suck off the homeless and kill elites... if that's what you want to do.