Amazing notes and feedback. Thanks for the in depth reply and some quality key points here.
This project is still 1% away from completion, so I'll take note or adapt any new ideas you may have.
For multiple accounts, I could create a relationship database where you could add accounts as part of your "Family" and it'd be displayed as family members on the bottom side of the page. This would in fact help our cross selling idea for checkout, where we could upsell the buyers to use another account for 10% off or higher. Great idea!
Here's what we could do next, get all your accounts signed up to adstronaut.co, and I'll create a family link for all of them, in example:
adstronaut.co/family_link_promo, then when that is done, submit a form telling us all your accounts, and what the package deals you would like for all of them here:
adstronaut.co/contact and include the custom packages too so we could change that for you too!