2026-01-27 HR Screen — Hailey (Asana)

30-minute phone screen with Hailey, HR Recruiter.

What Hailey Asked

"What are you looking for?"
- Andrea mentioned: Asana power user, mission-driven org building helpful products, innovation

"Recent role?"
- Tucows up to 2024, finished parental leave, volunteering and consulting

"Experience?"
- Gave chronological summary

"Integrations?"
- Mentioned Zendesk products, complex workflows

"User obsession?"
- Discussed loveable products, transactional email work

Easy Questions

"Actively interviewing?" — Ready to start next month

"Hybrid ok?" — Yes. Mon/Tue/Thu in office, Wed/Fri flexible. Lunch included.

Hailey's Description of the Comms Role

• "Asana everywhere, go where the users are"
• Beyond standard integrations: inter-AI experiences
• Orchestrating how Asana AI could integrate with partner surfaces
• Partnerships: influence their roadmaps, joint visions
• Improve quality of integration
• Prioritizes user empathy, user-facing features, backend technical stuff

Key Signals

• "Sophia prefers large enterprise experience background" — direct signal about the gap. Important to prepare the reframe.
• Success in 12–18 months: extending Asana AI
• "Great environment for parents" — culture signal
• Hailey proactively introduced the second role — suggests they see Andrea as potentially fitting AI Growth

Second Role Introduced: AI Growth

Hailey brought this up unprompted during the call:
- "New role: PM oversee integrations for AI growth"
- Described as "very unique opportunity"
- Enable all teams, 2–2M, create champions for life
- Users migrating from traditional search engines to chat, Gemini, etc.
- 0→1 stakes, discovered-and-experienced-LLM-to-trial pattern, growth heavy
- Brand new industry acquisition, growth role, platform builder
- Convert discovery into adoption

Next Steps

• Hailey sending insights email (expected 2026-01-28)
• Next round: 45-min deep dive conversation with Sophia
• Total process: 3–4 weeks, 3 steps total