We report measurements of the ratios of branching fractions $\mathcal{R}(D^{(*)+}) = \mathcal{B}(\overline{B}{}^0 \to D^{(*)+} \,\tau^- \, \overline{\nu}_\tau) / \mathcal{B}(\overline{B}{}^0 \to D^{(*)+} \, \ell^- \, \overline{\nu}_\ell)$, where $\ell$ denotes either an electron or a muon. These ratios test the universality of the charged-current weak interaction. The results are based on a $365\, \mathrm{fb}^{-1}$ data sample collected with the Belle II detector at the SuperKEKB $e^+e^-$ collider, which operates at a center-of-mass energy corresponding to the $\Upsilon(4S)$ resonance, just above the threshold for $B\overline{B}{}$ production. Signal candidates are reconstructed by selecting events in which the companion $B$ meson from the $\Upsilon(4S) \to B\overline{B}{}$ decay is identified in semileptonic modes. The $\tau$ lepton is reconstructed via its leptonic decays. We obtain $\mathcal{R}(D^+) = 0.418 \pm 0.074 ~({\mathrm{stat}}) \pm 0.051 ~({\mathrm{syst}})$ and $\mathcal{R}(D^{*+}) = 0.306 \pm 0.034 ~({\mathrm{stat}}) \pm 0.018 ~({\mathrm{syst}})$, which are consistent with world average values. Accounting for the correlation between them, these values differ from the Standard Model expectation by a collective significance of $1.7$ standard deviations.