Second half goals from Jordan Smith and Alex Beck saw Boston Town move off the bottom of the table with this deserved win.
The Poachers were dominant for the opening half an hour, enjoying long periods of sustained pressure.
Tom Charlesworth and Richard Ford provided a solid midfield base for the pace and trickery of Jack Wightwick, Jordan Smith and Curtis Revell to cause plenty of headaches for a beleaguered Oadby defence.
Craig Parker also enjoyed an outstanding game, marauding forward from left back and coming close to breaking the deadlock after one lung-bursting run.
Revell missed the best chance of the half and as the interval approached, the visitors started to play with more self-belief. It was 35 minutes before they managed any sort of effort on goal, with Michael Wood marshalling the home back line with such assurance that it was hard to believe Boston had conceded so many goals this season.
Two more missed chances early in the second half added to the nervy mood among the home supporters, Alex Beck sliding a shot just wide of the far post and then Smith failing to convert a fine pull-back from Beck.
Oadby hit the bar with their most dangerous attack of the game, but after 66 minutes the hosts were finally in front.
Smith charged clear on the left, cut inside and lashed an unstoppable shot into the roof of the net for one of the goals of the season.
With Fraser Bayliss causing problems on the right wing after replacing Revell at the break, Boston looked for a second that would seal a vital win.
But with 10 minutes to go, Parker was sent off, first yellow-carded for kicking the ball away and then shown red seconds later for confronting the referee to complain about the decision.
As the rain started to lash down, the home side now faced a true test of their character.
There were a few shaky moments as the Leicestershire side pressed for an equaliser - but James Lambley looked commanding in the air and was rarely seriously threatened.
Beck showed his value as an outlet, holding the ball up and allowing his side to relieve the pressure on their goal.
And with three minutes left, the striker grabbed a deserved goal to clinch all three points.
Beck rampaged forward to create space for himself and fired in a shot which the Oadby keeper seemed to save initially but then allowed to squirm from his grasp and over the line.
Remarkably, it completed a league double over Oadby - and those are Boston's only league wins of the season.
Town: J Lambley, L Lambley, Parker, S Ashton, M Wood, Ford, Smith, Charlesworth, Beck, Wightwick (Freeman-Burdass), Revell (Bayliss)