Enterprise Account Executive

Strive - GTM Talent Partner; Illinois; On-site; USD 350,000 - 500,000; Full time

Job summary

STRIVE is partnering with a rapidly growing global eCommerce technology company to build out its US enterprise sales organization from Chicago. You will own new-logo acquisition across complex enterprise and global accounts, helping them connect and manage multi-system environments.

As an Enterprise Account Executive, you will run the full sales cycle from prospecting through RFPs and close, engaging CTOs, operators, and other executives with a consultative, value-led approach in a high-growth

Qualifications

• Proven ability to prospect, engage, and close enterprise deals.
• Experience navigating complex, multi-stakeholder purchase processes.
• Track record of selling to CTOs and senior leaders with a value-led approach.
• High ownership and thrive in a high-growth, ambitious environment.

Responsibilities

• Own new-logo acquisition across enterprise and global accounts.
• Sell strategic opportunities averaging $300K–$500K ARR, with larger deals up to $1M–$4M+.
• Run the full enterprise sales cycle from prospecting to close.
• Navigate 3–9 month cycles across technical, operational and executive stakeholders.
• Help build the US enterprise sales playbook with GTM leadership.

Skills

Enterprise SaaS selling

New-logo hunting

Multi-threaded sales cycles

Executive engagement

Consultative selling

Job description

OTE: $500K ($200K Base / $300K Variable) + Uncapped Commission

STRIVE is partnering with a rapidly growing global eCommerce technology company as they continue to build out their Enterprise Sales organisation across the US.

The company has built an end-to-end operating system for eCommerce, helping brands connect and manage marketplaces, omnichannel retail, order management, warehouse operations, product information, integrations and a growing suite of AI-powered capabilities.

Already supporting 30,000+ customers, $17B+ in GMV and 300M+ transactions annually across 20+ countries, the business has established significant international scale and is now making a major investment into the US enterprise market.

They’re now looking for an Enterprise Account Executive to join their growing Chicago team and play a key role in building the US enterprise sales motion.

The Opportunity

• Own new-logo acquisition across complex enterprise and global eCommerce accounts.
• Sell strategic opportunities averaging $300K–$500K ARR, with larger global deals reaching $1M–$4M+.
• Run the full enterprise sales cycle from prospecting and discovery through RFP/RFI, negotiation and close.
• Navigate complex 3–9 month sales cycles across multiple technical, operational and executive stakeholders.
• Help build and define the US enterprise sales playbook as the company significantly expands its presence in the market.
• Work alongside the wider US GTM leadership team across Sales, Partnerships and Marketing.

What We’re Looking For

• Proven Enterprise SaaS seller with a strong new-logo hunter mentality.
• Track record of closing complex six and seven-figure enterprise deals.
• Experience owning multi-threaded, multi-stakeholder sales cycles from initial engagement through to close.
• Strong executive presence with experience selling to CTOs, operational leaders and other C-level stakeholders.
• Consultative, value-led approach to selling complex technology and transformation.
• High ownership, entrepreneurial mindset and excitement around building within a high-growth environment.