Strategic Account Executive

Trajektory is looking for a relentless, highly strategic Account Executive to drive net new mid market and enterprise revenue. You are a senior individual contributor who excels at running complex, multi-threaded SaaS sales cycles from cold outreach to closed-won.

You don't need a playbook handed to you; you know how to map organizations, identify business pain, build a compelling ROI narrative, and navigate enterprise procurement. In this role, you will be selling a highly technical, data-driven sponsorship analytics platform to sophisticated buyers (CMOs, and VPs of Sponsorships, Integrated Marketing and Data/Analytics) at top-tier brands and agencies, focused on the US and Canadian markets.

Key Responsibilities:

Full-Cycle Pipeline Generation: Take ultimate ownership of your $1M ARR quota. Execute highly targeted, outbound strategies to crack into tier 1 accounts, utilizing deep industry research and personalized value propositions.

Complex Deal Execution: Lead sophisticated sales cycles (typically 3–6+ months). Run expert-level discovery (MEDDIC), build custom business cases focused on ROI, and align Trajektory’s data intelligence capabilities with the prospect's core strategic objectives.

Multi-Threaded Selling: Seamlessly navigate matrixed organizations. Build consensus across diverse stakeholder groups, including marketing leadership, data/IT teams, finance, and procurement.

Enterprise Negotiation: Quarterback the closing process. Skilfully handle contract negotiations, infosec reviews, and legal redlines to secure high-value, multi-year SaaS agreements.

Operational Rigor: Maintain accurate forecasting and impeccable CRM hygiene. You know your numbers, your conversion rates, and exactly what it takes to hit your targets.

What You Bring to the Table:

Proven Track Record: 5-7+ years of B2B SaaS closing experience, with a consistent history of meeting or exceeding $1M+ annual quotas.

Sales Methodology: Deep fluency in modern enterprise sales frameworks (MEDDPICC, Challenger, Command of the Message, etc.) and a disciplined approach to deal qualification.

Technical Aptitude: The ability to quickly grasp and confidently articulate complex data concepts, integrations, and business intelligence (BI) architectures.

Executive Presence: Highly polished presentation and communication skills. You are comfortable challenging the status quo and pushing back on C-level executives when necessary.

Trusted Brand & Agency Relationships: You have spent years building credibility with key brand and agency buyers, allowing you to instantly open doors, understand their strategic pain points, and position Trajektory as their go-to intelligence solution.

Why Join Trajektory?

Uncapped Earning Potential: We offer a highly competitive base salary, an aggressive commission structure that accelerates for over-performance, and commissions paid out monthly.

A Category-Defining Product: You aren't selling a nice-to-have tool; you are selling the new independent standard for sponsorship data and measurement.

Total Autonomy: We hire elite ICs and get out of their way. You will have the resources, technical support, and executive sponsorship you need to close deals without micromanagement.

The Trajektory Culture:

We are a high-transparency, high-accountability team that values data-driven insights and authentic human connection. We believe the best growth happens outside of your comfort zone. If you are ready to stop just selling software and start building a category, we want to talk to you.