The simultaneous realization of high oscillator strength alongside efficient rISC is essential in the design of next generation TADF materials. For the first time we have proven that it is possible to harness homoconjugation as a viable strategy toward this objective. By trimerizing the known TADF luminophore 1 through an iptycene core, homoconjugation was induced in 2, which was observed electrochemically. As a direct consequence of the homoconjugation in 2, simultaneous improvements to PLQY, kr S , τTADF, krISC, and ΔEST were achieved, in-line with TD-DFT calculations which predicted a synergistic enhancement of oscillator strength (ƒ) and spin-orbit coupling (SOC).