How much traffic are you getting on those sites? I'd say don't try so hard to monetize the mailing list, try to monetize the sites (membership/patreon, premium

How much traffic are you getting on those sites? I'd say don't try so hard to monetize the mailing list, try to monetize the sites (membership/patreon, premium services, new paywalled content verticals, paywalled podcasts) and use the mailing lists as an audience to bring to your sites.