Enterprise Sales Leader (Canada)

Company shown to members 🔒 · Remote · Canada, UK, Poland +1 only

Canada, UK, Poland +1 onlyExperience not statedPublished 5 November 2026Check carefully

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First recorded by Psst: 6 November 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.

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The 20-second read

Experience
Experience not stated
Where you can live
Canada, UK, Poland +1 only
Skills and tools
salesforce, forecasting, ci/cd, prospecting, crm, b2b
Degree or licence
Mentioned (master)

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Job details

Where you can work
Canada, United Kingdom, Poland, Czech Republic
Employment type
Not stated by the employer
Advertised pay
Not stated by the employer
Experience
Experience not stated
Employer publication date
5 November 2026
First recorded by Psst
6 November 2026
Last checked at the source
9 November 2026

About the job

Company Overview

We provide a mission-critical DevOps and Data Management platform purpose-built for the Salesforce ecosystem. Our suite of products—including CI/CD, automated testing, backup & recovery, and data masking—empowers organizations to release code faster, more securely, and with total data integrity. We are entering a phase of hyper-growth and are looking for a foundational leader to build our Enterprise presence in the United States.

The Role

Director of Enterprise Sales to serve as the "Incubator" for our U.S. sales organization. This is a unique "zero-to-one" opportunity. You will not be an armchair manager; you will be a hands-on builder responsible for the entire end-to-end operation of this business unit—from pipeline generation and prospecting to closing high-value deals.

You will begin by personally leading and scaling an initial "pod" of 8 to 10 representatives. Once you have identified, tested, and nailed the repeatable processes, you will rapidly scale the organization to a team of 40+ remote representatives across the U.S., hiring and mentoring a layer of Sales Managers to support this growth.

Key Responsibilities

  • Business Incubation: Design, implement, and document the end-to-end sales process for the Enterprise segment.
  • Full-Cycle Ownership: Drive the entire revenue engine, including outbound prospecting strategies, pipeline development, and closing.
  • Hands-on Leadership: Act as a player-coach, joining discovery calls and demos to ensure the business is rock-solid at the 10-rep level before scaling.
  • Rapid Scaling: Lead the aggressive expansion from 10 to 40+ remote reps, identifying and hiring internal Managers as the team grows.
  • Data-Driven Operations: Establish KPIs and a rigorous, data-backed forecasting model to ensure predictable revenue growth.
  • Messaging & Positioning: Master the technical value proposition of our DevOps and Data security tools, coaching the team on how to move from "feature selling" to "value selling."
  • Culture Building: Create a high-performance, accountable, and transparent culture within a 100% remote workforce.

Requirements

Qualifications

  • Proven Track Record: 8+ years of B2B SaaS sales leadership experience, with a documented history of building teams from the ground up.
  • Ecosystem Expertise: Deep familiarity with the Salesforce ecosystem or DevOps/Data Management industries is highly preferred.
  • The "Builder" DNA: You must be a hands-on problem solver who prefers "doing the work" over high-level observation.
  • Scaling Experience: Proven ability to manage a remote organization of 30+ people and a history of developing "leaders of leaders."
  • Operational Excellence: Expert-level understanding of CRM hygiene, sales stack optimization, and outbound prospecting methodologies.
  • Residing in the USA: This role is remote but requires residency in the United States to manage the domestic market.

Why join us?

  • Autonomy: You own the Enterprise P&L and have the authority to build the team in your image.
  • Impact: Your processes will become the blueprint for our global expansion.
  • Complexity: Work with a sophisticated, technical product suite that solves real-world engineering and security challenges.

Benefits

What We Offer

  • Opportunity to shape the digital strategy at a high-growth Salesforce ISV.
  • Collaborative, innovative, and mission-driven culture.
  • Competitive compensation and benefits.
  • Career growth in a fast-scaling company serving global enterprises.

Extras (Benefits & Perks)

  • Competitive compensation, incentive structure, and company equity
  • Daily coaching, mentorship, and growth opportunity
  • Be part of a global, mission-driven team
  • Learn from top leaders in Salesforce DevOps and SaaS sales
  • Work on exciting challenges in a rapidly growing industry

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