In this Letter, we report the discovery of the highest redshift, heavily obscured, radio-loud (RL) active galactic nucleus (AGN) candidate selected using JWST NIRCam/MIRI, mid-IR, submillimeter, and radio imaging in the COSMOS-Web field. Using multifrequency radio observations and mid-IR photometry, we identify a powerful, RL, growing supermassive black hole with significant spectral steepening of the radio spectral energy distribution (f1.28 GHz ∼ 2 mJy, q24 μm = −1.1, α1.28−3 GHz = − 1.2, Δα = − 0.4). In conjunction with ALMA, deep ground-based observations, ancillary space-based data, and the unprecedented resolution and sensitivity of JWST, we find no evidence of AGN contribution to the UV/optical/near-infrared (NIR) data and thus infer heavy amounts of obscuration (NH > 1023 cm−2). Using the wealth of deep UV to submillimeter photometric data, we report a singular solution photo-z of zphot = 7.7-+0.30.4 and estimate an extremely massive host galaxy (log M* = 11.92 0.5M) hosting a powerful, growing supermassive black hole (LBol = 4−12x × 1046 erg s−1). This source represents the farthest known obscured RL AGN candidate, and its level of obscuration aligns with the most representative but observationally scarce population of AGN at these epochs.