Enterprise AI & Workforce Development Sales Lead

Stride, Inc.

Lansing (MI)

Remote

USD 90,000 - 110,000

Full time

11 days ago

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Job summary

Stride, Inc. is seeking an Enterprise Sales Manager to drive new business growth for its education technology and workforce development solutions. The role targets enterprise customers, managing prospecting, pipeline generation, and end-to-end closing in a quota‑carrying capacity.

You will engage senior decision-makers, navigate complex buying processes, and collaborate with Marketing/Operations to maximize opportunities. A strong track record in SaaS or enterprise training sales is essential.

Qualifications

  • 5+ years of quota‑carrying enterprise sales experience.
  • Proven success in a complex sales environment with多 stakeholders
  • Experience selling SaaS, corporate training, workforce development, learning solutions, technology solutions, or related services into enterprise organizations
  • Strong prospecting, discovery, negotiation, and closing skills
  • Experience managing long sales cycles and multiple decision‑makers within large organizations
  • CRM and Marketing Automation systems experience, HubSpot a bonus
  • Excellent communication, presentation, and executive engagement skills
  • Self‑motivated with the ability to work independently and consistently achieve performance targets
  • Highly resilient, competitive, and energized by the challenge of creating new opportunities and exceeding goals
  • Foundational understanding of AI, software, data science, and agile concepts

Responsibilities

  • Build and manage a robust pipeline of enterprise prospects through outbound prospecting, networking, referrals, and strategic outreach
  • Own the full sales cycle from initial outreach through contract execution
  • Generate new opportunities that support quarterly and annual revenue targets
  • Engage senior business leaders to understand workforce development challenges and talent priorities
  • Present tailored learning and workforce development solutions that align with customer goals
  • Navigate complex enterprise buying processes involving multiple stakeholders and procurement teams
  • Advance opportunities through qualification, discovery, proposal development, negotiation, and close
  • Collaborate closely with Marketing and Operations to align outreach efforts and maximize growth opportunities
  • Maintain accurate CRM records, pipeline reporting, forecasting, and sales activity metrics

Skills

Quota-carrying enterprise sales
Prospecting and pipeline generation
SaaS and enterprise solutions sales
Negotiation and closing
Executive engagement
CRM & Marketing Automation (HubSpot)
Communication and presentation
Independent work ethic
AI/software/data concepts

Tools

HubSpot CRM

Job description

Stride, Inc. is seeking an Enterprise Sales Manager to drive new business growth for its education technology and workforce development solutions. The role targets enterprise customers, managing prospecting, pipeline generation, and end-to-end closing in a quota‑carrying capacity.

You will engage senior decision-makers, navigate complex buying processes, and collaborate with Marketing/Operations to maximize opportunities. A strong track record in SaaS or enterprise training sales is essential.

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