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We present a new minimal flavor violation (MFV) scenario in which the up-type quark dipole coupling matrices $C_{uV}^{ij}$, $V=W$ or $B$, are not only diagonal in the up-type mass eigenbasis but also have the eigenvalues that are inversely proportional to the quark masses. Namely, $C_{uV}^{11}$ is the largest Wilson coefficient in the three families. We analyze several aspects of $\mathcal{O}_{uW}$ in this ``inverse hierarchy MFV quark dipole'' framework. In the infrared regime, we compare the flavor changing bounds of the $K^0-\bar{K}^0$ oscillation and exotic decays of the charged pion $\pi^+\rightarrow \bar{e}\nu_e\gamma$. Due to the GIM cancellation and the helicity suppression, these bounds are loose for the first generation quark and require $|C_{uV}^{11}|<\mathcal{O}(10){\rm TeV}^{-2}$. In the ultraviolet(UV) theories, the quark dipole operators are induced by the heavy states in the loops. Consequently, the quark masses receive sizable radiative corrections, leading to the light quarks' naturalness problem. In our framework, we provide a type of UV model in which the loop corrections to the mass cancel each other out. As a key part of our phenomenological study, we simulate the $pp\rightarrow W h\rightarrow \gamma\gamma\ell\nu$ process at the FCC-$hh$ colliderwith $\sqrt{s}=100$ TeV and $\mathcal{L}=30$ ab$^{-1}$. High-precision measurements there could set an upper bound on $C_{uW}$ in the ballpark of $10^{-2}$ TeV$^{-2}$ which is an order of magnitude stronger than the existing bounds obtained from LHC dilepton Drell-Yann channel analysis. As to $\mathcal{O}_{uB}$, we discuss it relation with $\mathcal{O}_{\varphi q}^{(1)}$ in the presence of the $H\leftrightarrow H^*$ symmetry.