Jupiter square Lilith (orb 1.4°) creates concrete friction between the two planets. The orb is very tight; this describes a stable character pattern more than a passing reaction.
Here, Jupiter in Aries in House 8 brings personal fulfillment, confidence, encouragement, and broader horizons into House 8 (sexuality, shared power, crisis, and invisible bonds), with Aries style (initiative, speed, confrontation, and direct action); Lilith in Cancer in House 11 brings pure ideal, absolute demand, fascination, and refusal of compromise into House 11 (networks, audience, groups, ideas, ideologies, political beliefs, and collective projects), with Cancer style (memory, protection, belonging, and family sensitivity).
Concrete friction: this aspect creates tension between confidence, fulfillment, excess, impossible ideal, and non-negotiable desire. House 8 (sexuality, shared power, crisis, and invisible bonds) is in friction with House 11 (networks, audience, groups, ideas, ideologies, political beliefs, and collective projects); this can create blockage, inhibition, overreaction, or repeated conflict between the two fields.