Leptospirosis in NZ has historically been associated with male workers in livestock industries; however, the disease epidemiology is changing. This study identified risk factors amid these shifts. Participants (95 cases:300 controls) were recruited nationwide between 22 July 2019 and 31 January 2022, and controls were frequency-matched by sex (90% male) and rurality (65% rural). Multivariable logistic regression models, adjusted for sex, rurality, age, and season—with one model additionally including occupational sector—identified risk factors including contact with dairy cattle (aOR 2.5; CI: 1.0–6.0), activities with beef cattle (aOR 3.0; 95% CI: 1.1–8.2), cleaning urine/faeces from yard surfaces (aOR 3.9; 95% CI: 1.5–10.3), uncovered cuts/scratches (aOR 4.6; 95% CI: 1.9–11.7), evidence of rodents (aOR 2.2; 95% CI: 1.0–5.0), and work water supply from multiple sources—especially creeks/streams (aOR 7.8; 95% CI: 1.5–45.1) or roof-collected rainwater (aOR 6.6; 95% CI: 1.4–33.7). When adjusted for occupational sector, risk factors remained significant except for contact with dairy cattle, and slaughter without gloves emerged as a risk (aOR 3.3; 95% CI: 0.9–12.9). This study highlights novel behavioural factors, such as uncovered cuts and inconsistent glove use, alongside environmental risks from rodents and natural water sources.