Enterprise Account Executive (SaaS)

TL;DR

Enterprise Account Executive (SaaS): Driving net new business and expansion within high-value enterprise accounts for a converged AI workspace with an accent on outbound prospecting and strategic account penetration. Focus on executing land-and-expand sales models, navigating complex stakeholder environments, and maximizing ROI for large-scale organizations.

Location: Remote (US), specifically based in Chicago

Compensation: $225K – $275K OTE

Company

hirify.global is an AI-native company building a converged workspace that unifies tasks, docs, chat, calendar, and enterprise search.

What you will do

• Identify and convert high-value Enterprise and Strategic prospects into customers through proactive engagement.
• Develop and execute penetration strategies for new accounts and build relationships with key decision-makers.
• Exceed pipeline and sales targets by generating opportunities via outbound prospecting and networking.
• Drive expansion, upsell, and cross-sell opportunities within existing Enterprise accounts to increase adoption.
• Deliver compelling product demonstrations and present value propositions and ROI to prospects and customers.
• Collaborate with Growth, Marketing, and Customer Success teams to optimize lead generation and sales cycles.

Requirements

• Must be based in the United States, specifically Chicago.
• 3+ years of experience with full-cycle ownership of large, complex deals.
• 3+ years of Enterprise SaaS sales experience, including expansion sales (upsell, cross-sell, renewals).
• Proven track record of achieving an annual quota of $1M+.
• Experience managing and completing Requests for Information (RFI) or Requests for Quotes (RFQ).

Nice to have

• Experience selling productivity or project management solutions in a fast-paced SaaS environment.
• Success in high-velocity, transactional sales cycles.
• Familiarity with the land-and-expand sales model.
• Ability to influence multiple stakeholders within large organizations to accelerate post-sale expansion.

Culture & Benefits

• Comprehensive health, dental, and vision insurance with spending accounts.
• Financial benefits including Equity and 401k.
• Work-life balance with flexible paid time off and paid parental leave.
• Professional development and employee wellness stipends.
• AI-native work environment where AI fluency is integrated into daily operations.