Enterprise Account Executive (AI Native & Emerging Tech)

United States Digital Space LLC; Toronto; On-site; CAD 103,000 - 163,000; Full time

Benefits offered by this job

Stock program

RRSP with 6% matching

Benefits package

Job summary

United States Digital Space LLC in Toronto or Montreal is seeking an Account Executive to drive net-new revenue and expansion across Canada’s AI-native startup ecosystem. The role sits at the intersection of developer-led adoption and executive sales execution, targeting companies building AI products and vector search architectures.

You will own a high-velocity territory, partner with founders and CTOs, and position our Search AI platform as the core infrastructure for vector databases, RAG,

Qualifications

• 5+ years of enterprise/mid-market software sales experience.
• Deep familiarity with Generative AI, Vector Search/Embeddings, RAG, LLMs, and Cloud Data Architectures.
• Proven ability to engage with technical decision-makers—from Developers to CTOs and Founders.
• Strong knowledge of Toronto and Montreal tech ecosystems.
• Mastery of MEDDPICC or equivalent qualification frameworks.

Responsibilities

• Territory & Ecosystem Ownership: Build and execute outbound and ecosystem-led strategy across AI-native startups in Eastern Canada's primary tech hubs (Toronto and Montreal).
• Technical Discovery & Qualification: Conduct deep technical and business discovery with AI engineers, data scientists, and technical founders to uncover infrastructure bottlenecks, latency challenges, vector search requirements, and cloud unit economics.
• Value Storytelling & Technical Alignment: Position the Search AI Platform—focusing on vector search, BM25 + sparse/dense hybrid retrieval, RAG architecture, and semantic search—against legacy databases and standalone vector stores.
• Consumption & Cloud Model Execution: Guide customers through consumption-based pricing models, securing commitments across AWS, Azure, and GCP marketplaces.
• Mutual Deal Strategy & Forecast Accuracy: Maintain high pipeline hygiene and forecast precision, utilizing MEDDPICC to qualify high-velocity deal loops and multi-threaded expansion opportunities.
• Cross-Functional Collaboration: Partner hand-in-glove with Solutions Architects, Developer Relations, Cloud Hyperscaler teams, and local Venture Capital / Incubator partner networks to accelerate startup onboarding and expansion.

Skills

SaaS sales

Cloud sales

Technical discovery

MEDDPICC

Startup ecosystem knowledge

Tools

CRM tools

Pricing models

Job description

the company, the Search AI Company, enables everyone to find the answers they need in real time, using all their data, at scale — unleashing the potential of businesses and people. The the company Search AI Platform, used by more than 50% of the Fortune 500, brings together the precision of search and the intelligence of AI to enable everyone to accelerate the results that matter. By taking advantage of all structured and unstructured data — securing and protecting private information more effectively — the company’s complete, cloud-based solutions for search, security, and observability help organizations deliver on the promise of AI.

the company, the Search AI Company, enables everyone to find the answers they need in real time, using all their data, at scale — unleashing the potential of businesses and people. The the company Search AI Platform, used by more than 50% of the Fortune 500, brings together the precision of search and the intelligence of AI to enable everyone to accelerate the results that matter. By taking advantage of all structured and unstructured data — securing and protecting private information more effectively — the company’s complete, cloud-based solutions for search, security, and observability help organizations deliver on the promise of AI.

What Is The Role

the company is looking for a high-energy, technical, and strategic Account Executive based in Toronto or Montreal to drive net-new revenue and expansion across Canada’s fast-growing AI-Native, Generative AI, and Emerging Tech startup/scale-up ecosystem.

In this role, you will be the primary owner of a high-velocity, high-growth territory targeting companies building cutting-edge AI products, LLM-powered applications, vector search architectures, and modern cloud platforms. Sitting at the intersection of developer-led adoption and executive sales execution, you will partner with founders, CTOs, VPs/Heads of AI, and VP of Engineering leaders to position the company’s Search AI platform as the core infrastructure for vector database, hybrid search, RAG (Retrieval-Augmented Generation), and full-stack observability needs.

What You Will Do

• Territory & Ecosystem Ownership: Build and execute an outbound and ecosystem-led strategy across AI-native startups, scale-ups, and tech innovators in Eastern Canada's primary tech hubs (Toronto and Montreal), generating pipeli

• Technical Discovery & Qualification: Conduct deep technical and business discovery with AI engineers, data scientists, and technical founders to uncover infrastructure bottlenecks, latency challenges, vector search requirements, and cloud unit economics.

• Value Storytelling & Technical Alignment: Position the company’s Search AI Platform—focusing on vector search, BM25 + sparse/dense hybrid retrieval, RAG architecture, and semantic search—against legacy databases and standalone vector stores.

• Consumption & Cloud Model Execution: Guide customers through consumption-based pricing models, securing commitments across AWS, Azure, and GCP marketplaces while helping high-growth startups scale their usage cost-effectively.

• Mutual Deal Strategy & Forecast Accuracy: Maintain high pipeline hygiene and forecast precision, utilizing MEDDPICC to qualify high-velocity deal loops and multi-threaded expansion opportunities.

• Cross-Functional Collaboration: Partner hand-in-glove with Solutions Architects, Developer Relations, Cloud Hyperscaler teams, and local Venture Capital / Incubator partner networks to accelerate startup onboarding and expansion.

What You Will Bring

• Proven SaaS & Cloud Sales Track Record: 5+ years of enterprise/mid-market software sales experience, with a track record of selling SaaS, API, database, developer tools, or consumption-based cloud infrastructure to fast-growing tech companies.

• AI & Search Domain Fluency: Deep conceptual understanding of modern AI stacks, including Generative AI, Vector Search/Embeddings, Retrieval-Augmented Generation (RAG), LLMs, Observability (logs/APM), and Cloud Data Architectures.

• Founder & Developer Credibility: Proven ability to build trust and navigate sales cycles with technical decision-makers—from Developers, ML Engineers, and Data Scientists up to CTOs, VPs of Engineering, and Founders.

• Canadian Tech Hub Acumen: Deep familiarity with the Toronto and/or Montreal tech ecosystems, venture-backed startup hubs, cloud accelerators, and incubator networks.

• Methodology Rigor: Mastery of MEDDPICC (or equivalent qualification frameworks) tailored for fast-moving startup environments with consumption or product-led growth (PLG) mechanics.

• Growth Mindset & Curiosity: Passion for staying ahead of rapid advancements in AI, machine learning, and open-source software communities.

• Location: Must be located in Toronto or Montreal.

Compensation for this role is in the form of base salary plus a variable component, that together comprise the On-Target Earnings (OTE). The OTE is based on a 50/50 pay mix (base salary / target variable).

The typical starting base salary, variable and OTE range for new hires in this role is listed below. The OTE range represents the lowest to highest OTE we reasonably and in good faith believe we would pay for this role at the time of this posting. We may ultimately pay more or less than the posted range, and the range may be modified in the future.

An employee's position within the OTE range will be based on several factors including, but not limited to, relevant education, qualifications, certifications, experience, skills, geographic location, performance, and business or organizational needs.

the company believes that employees should have the opportunity to share in the value that we create together for our shareholders. Therefore, in addition to cash compensation, this role is currently eligible to participate in the company's stock program. Our total rewards package also includes a company-matched Registered Retirement Savings Plan (RRSP) with dollar-for-dollar matching up to 6% of eligible earnings, along with a range of other benefits offered with a holistic emphasis on employee well-being.

The typical starting salary range for this role is:

$103,200—$163,300 CAD

The typical starting Target Variable range for this role is:

$103,200—$163,200 CAD

The typical starting On-Target Earnings (OTE) range for this role is:

$206,400—$326,500 CAD

Additional Information - We Take Care of Our People

As a distributed company, diversity drives our identity. Whether you’re looking to launch a new career or grow an existing one, the company is the type of company where you can balance great work with great life. Your age is only a number. It doesn’t matter if you’re just out of college or your children are; we need you for what you can do.

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