After Ukraine’s stunning offensive in its northeast drove Russian forces into a chaotic retreat and reshaped the battlefield by hundreds of miles, Ukrainian leaders Monday were weighing critical gambles that could determine the near-term course of the war.

Stretching the Ukrainian forces — a military still much smaller and far less equipped than its Russian foe — too far could leave the troops vulnerable to attack. Moving too slow, or in the wrong place, could leave an opportunity squandered. And waiting too long could allow the front lines to freeze as winter sets in.

By expelling Russian troops from a large slice of strategic territory in the northeastern Kharkiv region, Ukrainian forces are now positioned to make a move on the Donbas, the industrialized eastern territory that Russian President Vladimir Putin has made central to his war aims. Just before flooding troops across the border in February, Putin declared the Donbas independent from Ukraine, and he held up the region’s sovereignty as a key justification for the invasion.