AI tool spots red flags in dating profiles and job offers
This article is a part of Startup Spotlight, a series that features young, up-and-coming startups.

Photo credit: Timmy Loen
Leon Liao was reviewing a questionable freelance contract for a friend. Later that evening, he encountered a suspiciously flawless dating profile and felt a similar skepticism. He built the first prototype of Checkie-AI that night to verify digital information.
😟 Problem
US consumers reported losing US$16 billion to fraud in 2025. Job scam losses alone rose from US$90 million in 2020 to US$501 million in 2024. Generative AI makes creating convincing digital fakes increasingly easy.
💡 Solution
The platform provides an instant second opinion on digital documents and images. Users can access several core features, such as:
- Upload screenshots or PDFs of contracts, dating profiles, and offers.
- Analyze content using optical character recognition and image analysis.
- Receive a conversational report highlighting inconsistencies and potential red flags.

Image credit: Checkie-AI
📊 Market size
The startup calculates a US$2.1 billion total addressable market in the US. This segment focuses on 10.5 million high-risk individuals. The target demographic includes 3.5 million freelancers, five million online daters, and two million young renters.
🤝 Team
Leon Liao. Founder. He previously worked in AI product management, engineering, and fintech compliance.
🚀 Traction
- Reached the number one spot on the Today ranking of There’s An AI For That.
- Secured top rankings in project management and risk detection categories on platforms including BAI.tools and AIbase.
- Listed first in several categories on TopAIHubs, including AI legal assistant.
🏆 Competition
Existing alternatives include Bitdefender’s Scamio for fraud detection and LegalOn for corporate contract review. General AI assistants require users to write precise prompts. Checkie-AI offers consumers accessible analysis across everyday situations without requiring technical prompt engineering.
💰 Financials
The startup is fully backed by publicly listed parent company D2 Intelligence. It charges individual consumers a US$9.99 monthly subscription. A planned B2B model will charge platforms at least US$1,000 monthly for API access.
🚩 Risks
- Checkie-AI’s US$9.99 monthly consumer plan depends on users facing repeated moments of doubt across contracts, dating profiles, offers, and rentals. Paid recurring programs work when customers see clear and continuing value, as McKinsey notes.
- Directory rankings may create awareness, but they do not solve the trust barrier at the point of use. Checkie-AI asks users to upload sensitive screenshots or PDFs before they know whether its report is reliable. Research on chatbot adoption highlights privacy and accuracy concerns as real adoption barriers, which makes directory-driven growth a weak proxy for sustained usage.
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