Some thoughts Ive had.

Trading competitions. There are plently of free site, https://niffler.co/, that only require an email to sign up. Ideally, with unlimited resources, steem leo would set up there own trading simulator, but i doubt it would cost much to join with other websites to conduct free or paid competitions where leo is the entry fee and the reward.

Achievments, badges, etc added to the site. Something like steemitboard but integrated with steemleo.

Premium content and trading groups. I dont necessarily think paid training groups create much value but im sure there are plenty who disagree.

Would be near if steem leo took the lead in funding the development of steem-engine or some other smt/crypto exchange.

Ive also had similar thoughts on sports talk but for fantasy leagues with prizes hosted by either the sports talk creators or community.