NoDrop it entirely?
Instead of dropping it, you will give 'your inside man' the tools to shine. You and your inside person are convinced of the value your tool will add to their business and now you need to show your product's power to the owner.
Solution #1 is to talk to the owner directly and show your value to her business. Ask your inside man what the best possible way is. Visit her church on Sunday, walk her dog, do whatever is realistic, as to people thinking about retirement, a personal touch has much more power than some sleazy virtual convincing.
If that fails, or if you don't get a chance to meet up in person or virtually with her at all, see below.
Solution #2 is to give your INSIDERS a free trial and after 2 weeks (or whatever applicable period) your guy can show her hard data to make her buy your product.
If you can't give a free trial or demo, you'll need to create an ROI calculation for the owner and nicely phrase the key benefits you'll add to her life & business.