Enterprise Growth Leader — AI Training Solutions

Stride, Inc.; Indianapolis (IN); Remote; USD 90,000 - 110,000; Full time

Benefits offered by this job

Home-based position

Travel 15-20%

Commission-based earnings

Job summary

Stride, Inc. seeks an Enterprise Sales Manager to drive new business growth for enterprise training and workforce development solutions. This home-based role focuses on acquiring new enterprise customers, generating pipeline, and closing deals with senior decision-makers in large organizations.

You will thrive by prospecting, opening new doors, and meeting ambitious revenue targets. This quota‑carrying role offers a clear path to high earnings through base salary plus commissions, with 15-20%

Qualifications

• 5+ years of quota‑carrying enterprise sales experience.
• Proven success in a complex sales environment with pipeline generation.
• Experience selling SaaS, corporate training, or enterprise learning solutions into enterprises.
• Strong prospecting, discovery, negotiation, and closing skills.
• Experience managing long sales cycles with multiple decision-makers.
• CRM/Marketing Automation experience; HubSpot is a bonus.

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 opportunities to 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 aligned 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 with Marketing and Operations to align outreach and maximize growth opportunities.

Skills

Enterprise sales

Prospecting

Negotiation

Complex sales cycles

Executive engagement

CRM proficiency

Tools

HubSpot

Job description

Stride, Inc. seeks an Enterprise Sales Manager to drive new business growth for enterprise training and workforce development solutions. This home-based role focuses on acquiring new enterprise customers, generating pipeline, and closing deals with senior decision-makers in large organizations.

You will thrive by prospecting, opening new doors, and meeting ambitious revenue targets. This quota‑carrying role offers a clear path to high earnings through base salary plus commissions, with 15-20%