We found that the magnetic couplings in these dimers were primarily governed by kinetic exchange, resulting in anti-parallel spin alignments. Additionally, we unveiled a positive correlation between bandgap, electronic coupling, and magnetic interaction, and propose a prospective approach to explore non-Kekulé radicals with a large bandgap and robust conjugation. We found that the dihedral angle between the monomers can subtly modify the balance between the kinetic and potential exchange, leading to either enhanced AFM coupling or the emergence of FM coupling. In most cases, the AFM coupling was significantly enhanced in planar structures due to the increase of SOMO overlap, corresponding to surface-adsorbed molecules as common, for example, in STM experiments, for which the calculated J value agrees well with the experimental singlet-triplet energy gap. The largest coupling for planar dimers was found for TAM-TAM with J = -165 meV. We discovered a transition from AFM to FM interaction in TRI(N)-TRI(N) with the variation of the dihedral angle, with a J value of 1.5 meV observed in the planar structure, and investigated the impact of steric control units to regulate the magnetic coupling. This approach offers a new avenue to regulate both the strength and the type of magnetic interactions and creates opportunities to design metal-free spin dimers and polymers with desirable magnetic properties for organic spintronics and quantum computing technologies. In summary, our study demonstrates the potential for controlling the magnetic behavior in triangulene dimers and paves the way for the development of new organic materials with tailored magnetic interactions.