Job Description ABOUT CINCHY Cinchy is a Toronto-based, investor-backed enterprise software company.

Our flagship platform, Peri

Mind, is the AI Connectivity & Control Plane purpose-built to govern, manage, and secure autonomous AI agent interactions in real time.

Every time an AI agent queries a database, invokes an API, or triggers a workflow, Peri

Mind authenticates, authorizes, and audits that action instantly.

Trusted by leading institutions, including RBC, TD Bank, Raymond James, iA Financial Group, and Brookfield Properties, Peri

Mind gives CISOs, Chief AI Officers, and CTOs real-time visibility, hard boundary controls, and cryptographic auditability across their AI ecosystems. THE OPPORTUNITY We are looking for a dedicated sales hunter based in Toronto (GTA).

In this commercial role, you will drive net-recent pipeline through targeted Land-and-Expand and Vertical Penetration strategies across legal, professional, and business services mid-market to lower Enterprise accounts (500–5,000 employees).

This is a pure hunter role.

You bring the executive network and industry access; we provide a category-defining product, urgent market tailwinds, and equity upside at a key inflection point. COMMERCIAL PRINCIPLES Voice of the Market: Serve as the critical feedback loop between enterprise prospects and our product engineering team, directly influencing the Peri

Mind product roadmap based on real-time buyer signals.

Strategic Playbook Author: Build, test, and refine the repeatable go-to-market playbook, establishing standard sales motions for Vertical Penetration.

High-Velocity Execution:



Own the entire revenue lifecycle from initial contact and discovery to negotiation and closing. WHAT YOU WILL DO Build and execute a high-impact territory plan focused on Land-and-Expand opportunities and Vertical Penetration across in region financial and business services accounts.

Execute a structured sales methodology to qualify, advance, and close complex, multi-stakeholder enterprise deals with average contract values of $100K–$250K ACV.

Develop and manage relationships with VAR and MSP partners to source, co-sell, and accelerate pipeline.

Navigate enterprise buying committees, engaging IT, Legal, Compliance, and the C-suite simultaneously and owning the deal from first meeting to signed order form.

Engage CISO, Chief AI Officer, and CTO personas with compelling narrative-driven discussions on agentic AI security and compliance.

Synthesize field insights to act as the primary Voice of the Market, guiding product feature prioritization with product leadership.

Partner closely with the CEO, CTO, and Customer Solutions team (including dedicated Sales Engineering/Technical Account Management support) on deal strategy, demos, and technical due diligence.

Represent Peri

Mind at Toronto (GTA)



industry events, relevant industry tech conferences, and partner forums. WHO THIS ROLE IS NOT This is NOT a role for a sales professional who relies on a Solutions Engineer for every call.

While you will have dedicated access to a Sales Engineer (SE) and Technical Account Manager (TAM) for deep technical validation and architecture design, you must possess strong Technical Fluency to independently articulate AI architecture, agent control planes, and governance frameworks, leading high-credibility technical conversations directly with CISOs and CTOs.

This is NOT an account maintenance seat.

We are seeking a hunter who thrives on outbound pipeline generation, cold account entry, and accelerating multi-threaded enterprise deal cycles from scratch. WHAT WE PROVIDE We back our seller with full executive commitment: Direct executive access: CEO and CTO available for strategic deals, executive-to-executive outreach, and customer escalations.

Pre-sales and demo support: Customer Solutions team (including SE/TAM) joins discovery calls and POCs from the first month.

Proven product-market fit: RBC, TD Bank, Raymond James, iA Financial, and Brookfield Properties are live customers.

Sales infrastructure: CRM tooling configured before you start.

We will fund the tools you identify as necessary to close business.

Marketing air cover: Marketing generated leads, case studies, a published threat matrix, regulatory reference materials, and analyst briefing support.

Equity upside commensurate with the risk

📌 Senior Account Executive (Toronto)
🏢 Cinchy
📍 Toronto