Seeking Advice on Creating + Monetizing My Newsletter

Hey IH community! I’m looking for some advice to optimize my email newsletter strategy.

I have a highly targeted email list of 20,000 HubSpot customers (growing by 1,500/month) who’ve installed my HubSpot themes to build websites on HubSpot CMS. My main call-to-action in current emails is to upsell Generator, the paid version of my theme, and it’s going really well.

Now, I want to add a second revenue stream through affiliate marketing.

I’ve already got affiliate partnerships with tools like SEMrush, Outgrow, Jasper.ai, Copy.ai— all super relevant to my audience.

My idea is that, now that my customers have the tools to build their site without code, they now need the strategy to create a site that will actually generate leads.

My plan is to create a sequence of emails (one every five days), where each email shares tips on creating a lead generating machine: Each email will contain one tip for traffic generation (promoting an affiliate) and one for website conversion optimization (which could promote either an affiliate or a feature in my paid theme).

I’m also thinking of adding a "Tool of the Week" section in each email to spotlight an affiliate tool.

Does this sound like a solid strategy? Would love to hear any insights!

Thanks in advance!