The Saints gaffer takes his side to Pittodrie tonight bullish about the Buddies' prospects of beating Aberdeen to nail down a place in the last four of the Scottish Communities League Cup, despite having seen his men slip to three defeats on the bounce in the SPL.
During his first season in charge in Paisley, St Mirren lost out 2-1 in a William Hill Scottish Cup quarter-final replay defeat to the Dons in the North East.
Last term a shock home loss to Ayr United in the League Cup last eight and a controversial replay loss to Hearts, again on Paisley soil, cost Saints the chance of a Scottish Cup semi-final slot.
It is no surprise then that Lennon's determination to break his quarter-final jinx was palpable.
He said: "We are determined to make it fourth-time lucky and to get past the quarter- finals for the first time during my time with the club.
"Making the semi-finals would represent a big prize both for the club in terms of finance and in terms of the Kudos attached to making the semi-finals and earning a big day out at Hampden.
"Hopefully we will take a big support with us up the road to Aberdeen and I'm sure the St Mirren fans will play their part as the 12th man.
"We've been very consistent in making this stage in both cup competitions in my two years but tonight we must show we can go further.
"We know that Aberdeen on their patch will represent a real challenge but we have already been up to Pittodrie this season and kept a clean sheet. We can take plenty of encouragement from that.
"We will go to the North East determined to be positive and impose our football on Aberdeen."
Buddies midfield ace Kenny McLean, who missed Saturday's 1-0 defeat by Dundee United at St Mirren Park, is expected to shake off a knock to return to Lennon's plans.
Meanwhile, despite the 1-0 defeat which caused Saints to slip to their third defeat on the bounce and drop to 11th place in the league table, Lennon remained upbeat about a much improved performance from his men.
The Saints gaffer said: "Obviously there were a few questions asked about the players in the wake of the 5-0 Celtic defeat and although we did not get anything from the United game we certainly did everything we could.
"In fact for me the only disappointment was that we did not get something from the game as we certainly deserved a return. Throughout the team there was improvement from the Celtic game and the number of crosses we put in the box was tremendous.
"Ultimately it was very frustrating to end up empty handed but the performance as a whole represents a regrouping after the Celtic defeat.
"Now we've to lift ourselves again for Aberdeen but with this being such a massive opportunity there will be no problems in doing that.
"Every player wants to play at Hampden and with such an opportunity at stake I have no doubt we will be ready to go again.
"It is definitely a benefit that we are back in action sooner than later and it's up to us to make the most of our chance."