Technical Sales Specialist

This is a fully remote position, open to applicants in Canada.

📋 Description

• Reduce the ramp-up time for representatives by taking charge of the technical aspect of sales onboarding and continuous enablement, enabling them to manage most technical discussions independently, without relying on TSS for every query;

• Mitigate the risk of a single point of failure regarding technical expertise by alleviating the workload of current TSS across pre-sales, expansion, and partner-led transactions, ensuring that no deal is delayed due to dependence on one individual;

• Accelerate deal cycles by providing demonstrations that set the benchmark for internal standards—serving as examples that representatives can study, replicate, and learn from;

• Propel deals towards closure as a technical co-closer, rather than merely a validator—emphasizing value, addressing gaps with roadmap and vision, and maintaining momentum when the response isn't a straightforward "yes, today";

• Influence the product roadmap by converting field trends into structured feedback that product managers can effectively utilize—and ensuring communication back to representatives when new features are launched;

• Enhance Migrate-to-Protect attach rates by assisting in expansion discussions with current clients and aiding AEs and AMs in linking various products;

• Multiply the team’s technical leverage by creating reusable resources and AI-driven workflows, preventing repetitive issues from continuously landing on the team’s desk.

⛳️ Requirements

• Proven experience in a customer-facing technical sales position within a B2B SaaS environment;

• Knowledge of the Microsoft 365 platform (experience in governance, migration, or related areas is a significant advantage);

• Strong business acumen with a history of successfully influencing deals to closure;

• Exceptional demo skills—approaching it as a discipline rather than just a task;

• A builder mentality: you pursue systems and AI workflows that enhance your knowledge without sacrificing your time for every issue;

• Genuine fluency in AI—capable of creating your own workflows, not just utilizing tools at a superficial level;

• Clear and confident communication skills across various audiences, from IT administrators to CIOs to partner sales representatives (bilingual proficiency in French/English is a considerable asset).

🏝️ Benefits

• Health insurance

• Flexible work hours

• Remote work options

• Professional development opportunities