Anyway, the two "riskiest" openings I can remember doing recently were the Oktoberfest and the Slingshot.
Oktoberfest: Italy takes Munich and Tunisia in A01. Position post-builds is A Mun, A Tyl, F Rom, F Nap, F Tun. Next turn sees Italy attempt to put its units in Burgundy, Piedmont, Western Med, Tyrrhenian Sea and Tuscany; if executed right, Italy seizes Marseilles to recover from the loss of Munich, and essentially has doomed France from 1902 on.
The Slingshot is a Juggernaut form by which Turkey and Russia arrange to destroy the Russian fleet in Armenia in A01; Russia opens to Armenia, Ukraine and Sevastopol, Turkey opens to Bulgaria, Black Sea and Ankara, and then as Russia supports itself to Rumania, Turkey supports itself to Armenia. Russia retreats the fleet off the board, and if all goes well Russia has a +3. Turkey then convoys Armenia to Bulgaria as Bulgaria moves to, I dunno, Serbia or Greece. The plan involves Serbia, with Rumanian support and Austrian goofing up, but obviously that's not foolproof. Done right, though, it can be.