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Previous theoretical and empirical literature has advocated growth in the access and use of flexible working arrangements by establishing their link with individual and especially parental subjective well-being. Given this, the current research investigates impact that their own or their partners’ transition to flexitime and teleworking has on parental subjective well-being. The cross-partner dimension has not been explored yet by prior studies. Measures for cognitive, subjective well-being include satisfaction with life overall, satisfaction with the amount of leisure time, and satisfaction with health. Ordered logit longitudinal models are estimated using Understanding Society data from 2009 to 2019. Corroborating prior studies, the current analysis finds that mothers’ transition to flexitime and teleworking has a positive impact on their leisure time and health satisfaction. For fathers, switching to telework improves satisfaction with their amount of leisure time, while adopting flexitime can take a toll on self-reported health satisfaction. However, contrary to expectations, mothers’ move to teleworking can be injurious for fathers’ life satisfaction levels, yet fathers’ adoption of flexitime fosters mothers’ satisfaction with their leisure time amount.