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 prospect, 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)

Opportunity 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

30-60-90 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-account universe

Identify decision-makers and potential introductions

Test positioning and messaging

Begin executive conversations

Generate and qualify opportunities

Establish a disciplined sales pipeline

Days 31-60

Develop channel and referral relationships

Conduct discovery m

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