Leroy Matthews

Lead Product Designer

Work Play
About

AI Video Interviews

Simplified screening process which generated better matches for everyone

Problem

Upwork is the world’s largest work marketplace where clients post jobs and freelancers submit proposals for jobs they’re interested in. Clients struggle to identify and confidently vet the right freelancers when reviewing proposals and freelancers struggle to understand client expectations with cryptic job descriptions.

My work

  • Designed the end-to-end client and freelancer experience, from interview setup through scoring and summaries, partnering with senior and principal designers on new components and interactions.
  • Led cross-functional problem-solving sessions with product, engineering, research, and marketing partners to generate concepts and align on the initial product direction.
  • Created prototypes, conducted moderated concept tests with the lead UX researcher, and translated findings into design recommendations.
  • Developed go-to-market assets with visual design, content design, and product marketing, including video storyboards and a customer-facing product demo.

Results

  • 42% of clients opted into the experience within 7 days of test start
  • +4% lift in client spending during test window
  • 56% of freelancers dropped off before even starting their interviews reporting concerns about AI fairness, cost, and language bias
  • Qualitatively clients validated hypothesis that video interview recordings helped improve their hiring journey
  • 2025
  • Upwork
  • Product Design
  • AI
  • Prototyping
  • User Research
Brainstorming exercise I led to validate interview solutions
Brainstorming exercise I led to validate interview solutions
Concept - Interview setup with interview goals and questions
Concept - Interview setup with interview goals and questions
Concept - Interview summary including overall score
Concept - Interview summary including overall score
Interview set up provides three relevant questions and can suggest additional ones to ask
Freelancers can set up their mic and camera and learn about the experience before starting
Freelancers can set up their mic and camera and learn about the experience before starting
Freelancers receive an interview rating, which clients can see attached to their proposals
Freelancers receive an interview rating, which clients can see attached to their proposals
Clients receive an interview summary where they can review details about their performance