Senior Sales Executive

atPilothouse DigitalRemoteCA flagCanadaFull-timeSalesSeniorC$70k – C$100k/year

Posted Aug 24

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

📋 Description

• Guide qualified prospects through the Growth Discovery process.

• Develop proposals and secure new partnerships.

• Enhance sales systems and processes.

• Identify strategic growth opportunities and build confidence around recommendations.

• Achieve and surpass monthly revenue targets by closing high-value deals and expanding business relationships.

• Establish trusted-advisor relationships with founders and senior marketing leaders.

• Qualify incoming leads and assist prospects throughout the sales process.

• Cultivate client relationships with outbound prospects and inbound leads.

• Identify and engage potential clients through cold outreach, networking, and strategic prospecting.

• Collaborate with marketing and delivery teams to ensure smooth post-sale transitions.

• Report on pipeline health, lead trends, and performance metrics.

• Maintain high-quality CRM data for accurate forecasting.

• Enhance conversion rates within the commercial funnel.

• Expand the sales operating system utilizing AI and automation.


⛳️ Requirements

• Strong business and eCommerce understanding.

• Capability to engage in credible business discussions with founders or marketing leaders.

• Proficient in discussing contribution margin, customer acquisition, cash flow, retention, pricing strategy, and incrementality.

• Highly organized and self-driven; maintains accurate CRM data and adheres to cadence.

• Experience in selling complex, consultative solutions to founders or senior operators.

• 4+ years of experience in outbound sales, inbound sales, partnerships, or business development.

• Documented history of consistently meeting or exceeding revenue targets across both channels.

• Proficient in using CRM tools like Salesforce, HubSpot, or Pipedrive.

• Familiarity with sales automation tools.

• Strong skills in qualification, negotiation, and closing.

• Ability to manage a high-paced sales cycle effectively.

• Capacity to collaborate effectively across various teams.

• Experience in agency or DTC operations (preferred).

• Knowledge of advertising platforms such as Meta, Google, Amazon, Klaviyo, and Triple Whale (preferred).

• Experience in building or managing sales automations and reporting (preferred).


🏝️ Benefits

• Uncapped commission structure.

• Opportunity for growth alongside the business.

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