Founding Commercial Partner (Enterprise AE for B2B SaaS, Independent Incorporated Contractor) Sales & Business Development Toronto, ON Contract Permanent Hybrid Description Digi Cosmos (operated by HealthCart Inc.) is a Canadian technology pioneer building the digital & AI transformation and governance ecosystem for SMEs, agencies, and consultancies. We fuse Digital Transformation, Growth, Governance, and Risk Intelligence to help organizations scale with algorithmic certainty, compliance execution, and auditable readiness. DigiAudit AI Engine - Assesses digital maturity, identifies opportunities, prioritizes investments, and creates actionable Fortune 500-grade transformation roadmaps. Smart RMOS - An AI-powered Governance Office as a Service that helps organizations manage the growing complexity of AI, privacy, compliance, technology, and digital risk. Important: Digi Cosmos is currently a pre-revenue startup. Please review the qualifications carefully before applying to ensure your background aligns with our core needs and long-term vision. About the Role We have built the technology, methodology, and commercial foundation for an emerging AI and digital transformation business. We are now looking for an experienced commercial partner to help turn that foundation into a growing Canadian enterprise. This is not a traditional sales job or a conventional salaried position. This is an opportunity to join an early-stage, pre-revenue startup as an independent Founding Commercial Partner - with uncapped commission upside, a performance-based equity opportunity, and the potential for a deeper long-term co-founder relationship. There is no established Canadian sales machine waiting for you - you would help build it. You will identify the right ICP, open executive relationships, test positioning, develop partnerships, win early customers, and establish a repeatable commercial model across our digital transformation and AI governance portfolio. Our growth trajectory is clear:



Key Responsibilities As our Canadian Founding Commercial Partner , you will own the full commercial motion from the ground up: Refine the Canadian Ideal Customer Profile (ICP) and market strategy Identify and develop target accounts across Canada and the U.S. Generate qualified, executive-level opportunities through outbound prospecting Own the full sales cycle - from lead generation through to close Build channel and referral partnerships Lead discovery sessions, proposals, and negotiations Close new business and secure collected revenue Manage post-sales relationships and identify expansion opportunities Convert early customers into referenceable accounts Establish a repeatable Canadian Go-to-Market (GTM) model Identify cross-portfolio opportunities across DigiAudit AI Engine and Smart RMOS Provide market intelligence that informs product development and positioning Digi Cosmos provides: technology platforms, product expertise, sales enablement, demonstrations, technical support, proposals, delivery capability, and founder-level support. You bring: enterprise sales experience, commercial relationships, market access, and the ability to close. What You'll Do — Measurable Outcomes This engagement is measured against objective, contractually agreed performance outcomes - not time controls. Typical deliverables include: Product Readiness - Rapidly learn our tools and services; be demo-ready from the outset Pipeline Generation - Achieve a minimum number of qualified meetings per week (to be specified in the services agreement) Prospect Progression - Maintain pipeline value and advance deals through defined stages with accurate forecasting Closed Revenue - Meet quota targets and close deals per the commission schedule CRM Hygiene - Deliver timely, accurate CRM updates and sales documentation Customer Engagement - Attend scheduled prospect and customer meetings; support onboarding and expansion as required Day Success Plan First 30 Days Confirm our target ICP: $10M-$500M mid-market companies actively adopting AI and pursuing digital transformation Develop a Canadian target-

📌 Sales & Business Development (Toronto)
🏢 Digi Cosmos
📍 Toronto