Enterprise Sales Director - Remote USA

Enterprise Sales Director – Fortune 500 – Remote (US) – SaaS – Up to $200,000 Base + Double OTE

We’re hiring an Enterprise Sales Director to lead new business growth with Fortune 500 and other large, complex enterprises across the US. This role is ideal for a senior seller who can both carry a number and act as a strategic leader across large, multi-threaded SaaS deals.

Role Overview

Role: Enterprise Sales Director – New Business & Account Expansion

Location: Remote – USA

Base Salary: Up to $200,000 (DOE)

On-Target Earnings: Up to Double OTE (uncapped commission)

Team / Personal Quota: Typically $2,000,000–$4,000,000+ ARR per year

Typical Deal Size: $250,000–$1,000,000+ ARR, often multi‑year

What You’ll Do

• Own and drive new business with Fortune 500 and large enterprise accounts, from C‑level engagement through to close.
• Build and execute strategic account plans for named enterprise accounts, identifying key initiatives, stakeholders, and expansion paths.
• Lead complex, multi-threaded sales cycles involving multiple business units, senior executives, procurement, legal, and security.
• Coach, support, and align with AEs / account teams on strategy, deal execution, and stakeholder mapping to progress high-value opportunities.
• Run executive-level discovery, value workshops, and ROI-based conversations to position the platform as a strategic, long-term partner.
• Negotiate large, multi-year SaaS agreements with a focus on maximizing ARR, retention, and expansion potential.
• Maintain high forecast accuracy and clear visibility into pipeline, risks, and upside across a defined book of business.
• Partner closely with Product, Marketing, Sales Engineering, and Customer Success to shape solutions and win complex, competitive deals.
• Act as a senior face of the business at industry events, executive briefings, and customer meetings, building long-term strategic relationships.

What We’re Looking For

• Proven track record selling SaaS into large enterprise / Fortune 500 accounts in a new-business or strategic role.
• Experience closing complex, multi-stakeholder deals with six- and seven-figure ARR contract values.
• Consistent history of achieving or exceeding multi-million-dollar ARR targets (individual or team).
• Strong executive presence with the ability to engage, challenge, and influence C‑suite and VP-level stakeholders.
• Deep experience in value-based and consultative selling, with comfort building business cases and multi-year roadmaps.
• Ability to operate strategically while staying close enough to the deal to unblock, coach, and close.
• Comfortable working remotely in a high-autonomy, high-accountability environment.

If you meet most of these requirements and have sold complex SaaS into large enterprises, we strongly encourage you to apply.

Benefits & Perks

• Competitive base salary plus uncapped commission (realistic double OTE).
• 100% remote with flexible working hours.
• Comprehensive health benefits, including access to virtual care and mental health support (where applicable).
• Monthly home office / technology stipend to support your remote setup.
• Generous PTO plus company holidays.
• Annual learning & development budget (courses, conferences, executive programs).
• Retirement plan options with company contributions (e.g., 401(k) or local equivalent).
• Additional performance-based bonuses, incentives, and President’s Club / recognition programs.
• Wellness allowance for gym, wellness apps, or other wellbeing initiatives.

If you’re a senior enterprise seller who enjoys leading strategy, winning complex deals, and driving significant new ARR at the Fortune 500 level, we’d love to hear from you—apply now.