Enterprise AI & SaaS Mentor

About the role

Mentors will work directly with early-stage founders building AI-first companies focused on enterprise software, workflow automation, agentic systems, decisioning, operational infrastructure, and scalable B2B platforms.

Responsibilities

• Provide guidance on product strategy, customer validation, enterprise go-to-market, and scaling operations
• SUPPORT teams developing production-ready AI systems with clear commercialization pathways
• Share expertise around enterprise software architecture, AI deployment, SaaS scaling, integrations, workflow orchestration, and operational execution
• Advis[e] founders on navigating complex enterprise environments and selling into large organizations
• Participate in workshops, office hours, founder sessions, and cohort programming
• Help connect founders to customers, strategic partners, operators, investors, and technical experts
• Provide insight into emerging trends across AI, enterprise systems, automation, and vertical software markets
• Support founders preparing for fundraising, pilot deployments, and enterprise adoption

Requirements

• Founder, operator, executive, or technical leader with experience in SaaS, enterprise software, AI, automation, infrastructure, or workflow systems
• Experience building, scaling, or deploying enterprise-grade products or AI systems
• Strong understanding of startup execution, product development, and go-to-market strategy
• Familiarity with enterprise operations, B2B software sales cycles, or workflow automation platforms
• Prior experience mentoring founders, startups, or high-growth teams is strongly preferred

Qualifications

• Strong network across enterprise technology, AI, SaaS, venture, or startup ecosystems
• Excited to work closely with technical founders building next-generation applied AI companies
• Able to participate in select in-person events and programming in Cambridge, MA throughout the summer

Skills

• Strategic thinking and problem-solving skills
• Excellent communication and interpersonal skills
• Ability to provide constructive feedback and mentorship
• Knowledge of enterprise software and workflow automation
• Experience with AI and machine learning

Benefits

• Early access to emerging startups and applied AI innovation
• Collaborate with experienced operators, technical leaders, and investors across the AI ecosystem
• Shape the future of enterprise AI, workflow automation, and vertical software
• Exclusive events, workshops, and Demo Day programming

Pay

The pay for this role is competitive and commensurate with experience.

Schedule

Mentors will be expected to commit to regular meetings and programming throughout the summer.