Lowell Heddings Is Very Bad at Coding. Your Job Is to Replace Him

While the job ad is refreshingly candid I'm suspicious that you'll attract the right type of candidates.

It has "challenging" written all over it, but probably also "run away as fast as you can" for a candidate with the right type of experience. YMMV of course but, speaking for myself, I once accepted a similar job and rapidly put the experience to an end. The technical debt was such that refactoring anything (I was alone) while needing to add more features on a day to day basis, all while avoid booby traps in a mostly untestable code base, was far too much to overcome. If your code base is in a state anything close to what I encountered then, you likely need a seasoned CTO or engineer lead, and several developers to successfully overcome the challenge.

Best luck though.