Remote Enterprise Sales Lead - AI Training Solutions

Stride, Inc.; Austin (TX); Remote; USD 90,000 - 110,000; Full time

Job summary

Stride, Inc. is seeking an Enterprise Sales Manager to drive new business growth for its enterprise learning solutions. This role targets large organizations, manages the full sales cycle, and requires strategic outreach to senior decision-makers.

You will build a robust pipeline, convert opportunities, andCollaborate with Marketing and Operations to maximize growth. This home-based position requires 15–20% travel and offers a compensation package including base salary and commission.

Qualifications

• 5+ years of quota-carrying enterprise sales experience.
• Proven success in a complex sales environment with multiple 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.
• 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 sales

Prospecting

Executive engagement

HubSpot

SaaS/enterprise sales

Tools

HubSpot

Job description

Stride, Inc. is seeking an Enterprise Sales Manager to drive new business growth for its enterprise learning solutions. This role targets large organizations, manages the full sales cycle, and requires strategic outreach to senior decision-makers.

You will build a robust pipeline, convert opportunities, andCollaborate with Marketing and Operations to maximize growth. This home-based position requires 15–20% travel and offers a compensation package including base salary and commission.