Enterprise Sales Leader for AI-Driven Training

Stride, Inc.; Topeka (KS); 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 learning and workforce development solutions. This home-based role requires prospecting, engaging senior decision-makers, and closing enterprise deals with a quota focus.

Responsibilities include building a robust pipeline, owning the full sales cycle, and coordinating with Marketing and Operations to maximize growth while maintaining CRM accuracy. Travel may be required.

Qualifications

• 5+ years of quota-carrying enterprise sales experience.
• Proven ability to generate pipeline and close enterprise deals.
• Experience selling SaaS and workforce development solutions.
• Ability to navigate long sales cycles with multiple stakeholders.
• CRM and marketing automation experience; HubSpot a bonus.
• Strong communication and executive engagement skills.

Responsibilities

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

Skills

Quota-carrying enterprise sales

Complex sales

SaaS sales

Prospecting

Executive engagement

HubSpot CRM

Tools

HubSpot

Job description

Stride, Inc. is seeking an Enterprise Sales Manager to drive new business growth for its learning and workforce development solutions. This home-based role requires prospecting, engaging senior decision-makers, and closing enterprise deals with a quota focus.

Responsibilities include building a robust pipeline, owning the full sales cycle, and coordinating with Marketing and Operations to maximize growth while maintaining CRM accuracy. Travel may be required.