Enterprise Growth & AI Solutions Sales Lead

Stride, Inc.; Des Moines (IA); Remote; USD 90,000 - 110,000; Full time

Job summary

Stride, Inc. is seeking an Enterprise Sales Manager to drive new business growth across our enterprise training and workforce development solutions. This role is remote with travel 15–20% and focuses on acquiring new enterprise customers, building pipeline, and closing deals.

You will own the full sales cycle, engage senior decision-makers, and navigate complex buying processes to deliver tailored learning solutions that meet customer goals. A quota-driven, proactive mindset is essential.

Qualifications

• 5+ years of quota-carrying enterprise sales experience.
• Proven success in complex sales environments with pipeline generation.
• Experience selling SaaS or training solutions to enterprises.
• Strong prospecting, negotiation and closing skills.
• CRM/Marketing Automation experience; HubSpot a bonus.

Responsibilities

• Build and manage a robust enterprise pipeline through outbound prospecting and referrals.
• Own the full sales cycle from outreach to contract execution.
• Generate opportunities to support quarterly and annual revenue targets.
• Engage senior leaders to understand workforce development challenges.
• Present tailored learning solutions aligned with customer goals.
• Navigate complex procurement and multiple stakeholders.
• Advance opportunities through qualification, discovery, proposals, and closes.
• Collaborate with Marketing and Operations to maximize growth.
• Maintain CRM records, pipeline reporting, and forecasting.

Skills

Quota-carrying sales

Enterprise sales

Prospecting

Executive engagement

HubSpot CRM

Tools

HubSpot CRM

Job description

Stride, Inc. is seeking an Enterprise Sales Manager to drive new business growth across our enterprise training and workforce development solutions. This role is remote with travel 15–20% and focuses on acquiring new enterprise customers, building pipeline, and closing deals.

You will own the full sales cycle, engage senior decision-makers, and navigate complex buying processes to deliver tailored learning solutions that meet customer goals. A quota-driven, proactive mindset is essential.