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For Make Your Own Luck, Oathbound have both a unit and a tactical operation that can give 100% crit chance for your next hit. Combined with high morale (which Oathbound are also good at getting iirc), it's not too difficult to get that one naturally in a large enough battle.
One tip/remark concerning "Hide and Seek" though: "Call Insider" doesn't work as you noted, but at higher levels (11-12) the Shakarn heroes unlock "Insider's Insight" which also *reveals* a Sleeper Agent and is the exact same skill as the Tactician's. That one does work for the achievement. In a normal game you probably won't reach that level before the game is essentially over, but in Galactic Empire mode you can easily start at or close to that level and thus get started on your Sleeper Agent farming right away.