I know some machinists with CNC and Sinker EDMs that I work with in business. I will ask them to quote a steel mold based of a basic design so that we have a reference point. I can complete the 3D CAD modeling of the mold and that may help save some cost. In reality, the steel isn't very much upfront cost, I can do the 3D CAD modeling for free, and we are probably looking at a few hours machine time + setup. I am speculating at under $5K for a custom steel mold that would last decades for light duty molding like this.
Also, I am reaching out to a retired Kodak mold engineer who has designed molds far more complex than what we are after. This guy has pioneered molding tech while working for Kodak over his career and will be an excellent resource for our adventure.