Canada's 2SLGBTQI+ Chamber of Commerce (CGLCC)

Senior Manager/Director, US Higher-Education Sales

Canada's 2SLGBTQI+ Chamber of Commerce (CGLCC)

full-time

Posted on:

Location Type: Remote

Location: WashingtonUnited States

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Salary

💰 $130,000 - $180,000 per year

Job Level

About the role

  • Lead and orchestrate enterprise sales engagements, owning the pursuit from opportunity identification through discovery, solution design, negotiation, and contract finalization;
  • Engage senior institutional leaders —Presidents, Provosts, VPs, system leaders—to build trust, help institutions clarify priorities, and position Riipen as a long-term strategic partner;
  • Run world-class discovery, translating institutional priorities, constraints, and policy drivers into compelling partnership narratives and proposal structures;
  • Develop and execute named-account pursuit plans, collaborating with GTM Strategy & Solutions and Revenue Marketing for ABM-aligned engagement and account penetration;
  • Build and advance a healthy pipeline of strategic opportunities through a mix of direct engagement, ecosystem relationships, and targeted outreach;
  • Collaborate with internal partners—pulling in expertise at the right moments to strengthen solution fit and accelerate deal momentum;
  • Drive responses to complex bids and RFPs, shaping tailored, outcome-focused proposals that reflect institutional goals and measurable impact;
  • Apply rigorous qualification and forecast discipline, leveraging structured frameworks to ensure predictable execution;
  • Represent Riipen credibly at conferences, leadership forums, and other ecosystem events, elevating Riipen’s presence in the sector;
  • Deliver against an individual new business quota, ensuring growth is aligned to partner readiness, impact goals, and long-term success.

Requirements

  • Significant experience closing complex, high-value enterprise deals with US post-secondary institutions (EdTech/Workforce SaaS + Service), with a history of securing multi-year agreements;
  • A proven ability to engage senior decision-makers in higher-education institutions and systems—building alignment across executive sponsors, operational stakeholders, and policy influencers;
  • A history of building trust with senior academic leaders quickly, including comfort navigating politics, ambiguity, and competing institutional priorities;
  • A disciplined, insight-driven approach to discovery, capable of uncovering institutional priorities, barriers, and drivers—and converting them into clear, compelling partnership recommendations;
  • Fluency in structured qualification and pursuit management, using consistent frameworks to assess opportunity strength, navigate multi-threaded buying processes, and progress deals predictably;
  • Understanding of the dynamics that shape educational and workforce ecosystems—including funding cycles, governance structures, institutional readiness, and employer-aligned program needs;
  • Experience coordinating complex pursuits across cross-functional teams, ensuring the right expertise is brought in at the right stage to shape solution fit and strengthen value propositions;
  • A track record of performing in evolving, fast-moving environments, bringing clarity, momentum, and commercial judgment to opportunities without waiting for perfect structure;
  • A confident, executive communication style, able to simplify complex concepts, influence diverse stakeholders, and foster conviction in high-stakes conversations.
Benefits
  • Remote/travel working opportunities (when appropriate)
  • 4-weeks of annual vacation
  • Generous health, dental, and vision coverage
  • 401K matching
  • Work from home stipend
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
enterprise salessolution designcontract negotiationaccount penetrationRFP responsequalification frameworkspursuit managementdiscovery processproposal developmentpipeline management
Soft Skills
executive communicationtrust buildingpolitical navigationinsight-driven approachclarity in ambiguityinfluencing stakeholderscollaborationcommercial judgmentadaptabilityrelationship management