We experimentally examine the impingement of a fully turbulent round jet (with diameter Dj) on a long circular cylinder (with diameter D) in the crossflow plane coinciding with the jet axis for D/Dj = 2.5 and ReDj = 20,000. Particular focus is placed on the kinematics of boundary layer transition that occurs and subsequently leads to a second thermal peak on the cylinder surface downstream of the primary thermal peak near the stagnation point when placed inside the jet’s potential core. To this end, spectral analyses of wall shear stress data and time-resolved velocity data within both laminar and turbulent boundary layers have been performed. The present study demonstrates that the root mean square (rms) fluctuation of the stream-wise velocity component increases along both boundary layers due to the propagation of external perturbations from coherent structures that are shed from the jet exit, which incites the transition of the laminar boundary layer. The transition causes the local heat transfer elevation that interrupts the monotonic decrease from the primary thermal peak whereas it plays no direct part in forming the second thermal peak. Instead, the second thermal peak occurs at a delayed downstream azimuth angle from the transition where the rms velocity fluctuations of the boundary layer flow reach their peak at the dominant frequency, equivalent to that of the coherent structures of the jet.