Boron dipyrromethene (BODIPY)d yes represent a particular class within the broad array of potential photosensitizers.T heir highly fluorescent nature opens the door for theragnostic applications,c ombining imaginga nd therapy using as ingle, easily synthesized chromophore. However, near-infrareda bsorption is strongly desired for photodynamic therapy to enhance tissue penetration. Furthermore, singlet oxygen should preferentially be generated without the incorporation of heavy atoms,a st hese often require additional synthetice fforts and/ora fford dark cytotoxicity.S olu-tions for both problemsa re known,b ut have never been successfully combinedi no ne simple BODIPYm aterial. Here, we present as eries of compact BODIPY-acridine dyads, active in the phototherapeutic window and showingb alanced brightness andp hototoxic power.A lthough the donor-acceptor design was envisioned to introduce a charget ransfer state to assist in intersystem crossing, quantum-chemicalc alculations refute this. Furtherp hotophysical investigations suggest the presence of exciplex states and their involvement in singlet oxygen formation.