HeyMilo is at the frontier of how modern recruiting teams, staffing agencies, and employers interact with candidates. Our intelligent platform powers high-quality, candidate conversations at scale - helping organizations discover top talent faster, more fairly, and with less overhead.

Were proud to be a category-defining product trusted by fast-moving teams who want better hiring outcomes. And were just getting started.

As we scale across industries and geographies, were looking for exceptional people to help us deliver great experiences, not just for recruiters, but for candidates too. If youre excited to work on something with real impact at a company growing fast, HeyMilo is the place. What Youll Do As an AI Product Specialist (Agents) , youll work closely with our enterprise customers to configure, deploy, and evolve intelligent agents that help them screen and evaluate candidates.

Youll be responsible for understanding customer needs, crafting thoughtful prompt strategies, and working with our product and engineering teams to ensure agent performance stays high over time.

• Lead Enterprise Implementations: Configure and launch agent-based workflows/integrations for new and existing customers.
• Act as a Strategic Partner: Work with business stakeholders and hiring teams to understand role requirements and ensure our agents are tuned to meet their business needs.
• Craft Great Prompts: Use prompt engineering techniques to tune agent performance and maximize clarity, coverage, and tone.
• Collaborate Cross-Functionally: Partner with product, engineering and sales to influence improvements based on customer usage patterns.
• Ensure Success at Scale: Monitor and improve agent behavior as customer needs evolve.
• Communicate Clearly: Translate complex technical ideas to both technical and non-technical audiencesincluding hiring teams and HR leaders.

What You Bring

• 35 years experience in B2B SaaS, with a customer-facing product or technical role
• 23 years working with AI systems, including prompt engineering for LLMs or conversational tools
• Proven ability to interface directly with enterprise customers, including implementation or solutions experience
• Strong written and verbal communication skills; able to navigate business and technical conversations
• Highly organized and comfortable owning customer workflows end-to-end
• Passion for designing smart, human-friendly systems that drive impact

Bonus If You Have

• Experience with Python or React (even at a basic level)
• Experience working at an early-stage tech startup
• Exposure to HR tech, recruitment platforms, or workflow automation tools
• Understanding of agent design, LLM tuning, or building with OpenAI / Anthropic APIs

Why Join HeyMilo

• Full Ownership: Play a defining role in building the next breakout company in the future of work.
• Exceptional Team: Collaborate with a sharp, mission-driven group of builders who move fast and care deeply.
• Real Impact: Work on products that directly influence how people get hired and how companies scale.
• Hands-On Learning: Partner closely with the founding team and gain exposure across AI, product, and customer strategy.
• Meaningful Upside: Competitive salary and significant equity in a high-growth company.

Our Values

• Customer Obsessed: We work backwards from customer needs and move fast to make sure our platform delivers real outcomes, not just features.
• Craftsmanship: We take pride in every interaction, whether its the agents tone, the customer experience, or a Slack message.
• Intensity: We care deeply about our work, move fast, and fix what isnt working without hesitation.
• Balance: We believe people do their best work when theyre supported as whole humans. We work hard, but not at the cost of each other.