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Lenny.ai

Lenny.ai is Kenny Sandorffy's scholarship auto-apply platform (he also founded ScholarshipOwl). Public pages push speed: profile matching, Quick Apply, and a Pro upsell to apply while you sleep. Homepage meta claims 1,000+ scholarships. An account is required before matches. Confirm every award on the sponsor site.

At a glance

Best for: Students who want a high-volume auto-apply tool and will create an account, not families hunting a short list of good-fit awards.
Limitation: Sign-in wall, then a Pro upsell to let Lenny apply while you sleep, plus Quick Apply on no-essay cards. A finished profile (male, Caucasian, US citizen, no LGBTQ field) still showed the Sherri Eisenpress Scholarship for LGBTQ+ Excellence as a 100% match, with no reason given, only "Solid match, your profile fits this one perfectly." The header claimed 83 matches while the list showed about 21. Opportunities are sweepstakes. Student loans are in the nav. Public privacy text says Lenny may sell ethnicity and citizenship. Marketing-style SEO scholarships show up in the matches.
Account needed: Yes, sign-in required before matches

Our rating

1.9/ 5

Match Power2.0 / 5

Scholarship Quality2.0 / 5

Ease & Time to Value2.0 / 5

User First1.5 / 5

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Our ratings are our opinion of the site, not a prediction you will win money. Being listed here is not an endorsement. Always check eligibility and deadlines on the official page.