Sales Executive

Pilothouse Digital

. Respond to qualified inbound opportunities, assess fit, and guide prospects through Pilothouse’s sales process .

Posted 9/15/2026full-timeRemote • CanadaJuniorMid-Level💰 CA$50,000 - CA$70,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in sales processes, including leading discovery conversations, managing opportunities, and achieving revenue targets. Proficient in using CRM tools to maintain accurate pipeline visibility and improve sales effectiveness through automation and data-driven strategies.

Highest-signal resume keywords

Sales Process ManagementCRM ProficiencyRevenue Target AchievementDiscovery ConversationsRelationship Building

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

SalesBusiness DevelopmentAccount ManagementProposal DevelopmentNegotiationSales Objection HandlingSales ReportingOpportunity ManagementPipeline ManagementSales Automation

Soft Skills

Clear CommunicationOrganizational SkillsCoachableCuriositySelf-Motivation

Tools & Technologies

HubSpotSalesforcePipedrive

Industry Keywords

SaaSECommerceMediaProfessional ServicesAgency

About the role

Key responsibilities & impact

Respond to qualified inbound opportunities, assess fit, and guide prospects through Pilothouse’s sales process
Lead discovery conversations to understand prospects’ businesses, priorities, challenges, current marketing approach, and reasons for considering a new partner
Partner with Pilothouse leaders and subject-matter experts to shape recommendations and develop proposals
Communicate the value of working with Pilothouse
Maintain momentum across opportunities, navigate objections, coordinate decision-makers, negotiate commercial terms within established parameters, and close new partnerships
Build trusted relationships with founders and marketing leaders
Keep CRM information accurate and current, manage follow-up cadences, identify stalled opportunities, and maintain pipeline visibility
Contribute to focused outbound activity, event follow-up, referrals, and strategic account outreach when needed
Improve sales materials, workflows, automation, reporting, qualification, and prospect follow-up
Coordinate handoffs with growth, marketing, and delivery teams from sales into onboarding
Work toward monthly and quarterly revenue targets and improve commercial-funnel conversion rates

Requirements

What you’ll need

2–4 years of experience in sales, business development, partnerships, account management, or another revenue-generating role
Experience leading discovery conversations and managing opportunities through multiple stages of a sales process
Demonstrated ability to work toward and achieve individual or team revenue targets
Experience using a CRM such as HubSpot, Salesforce, or Pipedrive
Strong discovery, relationship-building, and follow-up skills
Clear and confident written and verbal communication
Ability to understand business needs and connect them to a proposed solution
Comfortable discussing pricing and navigating common sales objections
Organized and able to manage multiple opportunities in a fast-moving environment
Coachable, curious, and motivated to build new industry knowledge
Comfortable collaborating with technical or subject-matter experts
Self-motivated, target-oriented, and accountable for results
Interested in using AI, automation, and data to improve sales effectiveness
Experience selling services or complex solutions is an asset, but not required
Agency, SaaS, eCommerce, media, or professional-services experience is an asset, but not required

Benefits

Comp & perks

Uncapped commission plan
Opportunity to take on increasingly complex opportunities and grow alongside Pilothouse’s commercial organization
Industry knowledge, tools, and support provided to build credibility over time