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Jillian Leslie

Printable Planners and Checklists

Printable planners, checklists and decision systems for everyday life problems

Video published Oct 14, 2026 by Jillian Leslie

Startup cost: Near-zero cost (our estimate; the video doesn’t give figures)

Source video

Jillian Leslie · 35 Digital Product Ideas You Can Build in a Weekend (Steal These) ↗

One of 6 gigs covered in this video

What It Is

You design printable or digital planners that solve one specific everyday problem. The creator's examples include a quarterly tax planner for freelancers, a weeknight dinner decision system for busy parents, a travel packing checklist for families with toddlers, a weekend decluttering checklist, a Sunday-night lesson prep system for teachers, a new-puppy first-week routine, a backyard party planning kit, a family vacation memory journal, a date-night idea deck for couples and a capsule wardrobe planner for women over 50. You sell them as downloads.

The Pitch

The creator says buyers pay for an outcome, such as saving time, moving away from stress or toward happiness, not for a PDF. Products that 'name the real frustration, then show a believable next step' sell, and for happiness-focused products the visual proof (the finished party table, the couple having fun) is part of the sale.

Who It’s Best For

Organized people who enjoy design and understand a specific group's daily pain points, such as parents, teachers or new pet owners.

The Truth (as we see it)

Printables are among the easiest digital products to start, but also among the most crowded. The creator herself warns against the generic 100-page planner 'for everybody,' saying it has no clear buyer and no reason to pick yours. Expect low prices and a need for strong visuals and a specific audience. The creator is a co-founder of MiloTree, a platform for selling digital products, and the video promotes its free AI product finder and building inside MiloTree, so this is partly a product pitch.

Our assessment, based on the video and what’s typical across similar videos. We don’t independently verify income claims or prices.

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