Enterprise Sales Director, Trilogy (Remote) - $200,000/year USD

Ready to revolutionize enterprise sales with AI? As our Enterprise Sales Director, you'll spearhead multi-million-dollar renewals, engage C-suite executives, and master AI-driven sales execution. No arbitrary quotas or commission games—just pure, high-stakes deal-closing powered by cutting-edge AI insights.

At Trilogy, we're redefining enterprise sales. Our AI-first approach optimizes every aspect of deal execution, from risk assessment to stakeholder engagement. You'll lead a lean, agile team that leverages AI to eliminate inefficiencies, allowing you to focus on what truly matters: closing high-value deals and retaining top-tier clients.

This isn't your average renewals role. It's a high-impact position where you'll own the entire renewals pipeline for our most valuable enterprise clients. You'll be on the front lines, negotiating directly with decision-makers and securing long-term partnerships. With a guaranteed compensation plan, you can hone your sales craft without the stress of unpredictable payouts.

If you're ready to shape the future of AI-driven sales and own high-stakes deals, this is your moment. Apply now and lead the charge in the next evolution of enterprise sales.

What you will be doing

• Spearhead high-level negotiations with key enterprise clients, aligning on value propositions and overcoming complex objections to secure multi-million-dollar renewals
• Develop and refine AI-powered B2B renewals strategies, leveraging data-driven insights to maximize customer retention and revenue growth
• Collaborate with cross-functional teams to continuously improve our AI-driven sales execution, ensuring Trilogy stays at the forefront of enterprise sales innovation

What you will NOT be doing

• Chasing new logos or cold calling potential leads - your focus is on nurturing and expanding our existing high-value client relationships
• Processing high-volume, low-value renewals - you'll be laser-focused on strategic, high-impact deals that drive significant revenue
• Wasting time in endless internal meetings or managing large teams - this is a hands-on role where you'll be directly responsible for closing deals

Key Responsibilities

Drive and own the entire renewals process for our highest-value enterprise accounts, serving as the primary point of contact and strategic advisor, with the critical mission of maximizing revenue retention and minimizing churn in our most important client relationships.

Candidate Requirements

• Proven track record of at least 5 years in enterprise account management, consistently closing and renewing B2B software deals worth $1 million or more
• Demonstrated ability to manage complex sales cycles from start to finish, with a keen understanding of enterprise client needs and decision-making processes
• Forward-thinking mindset with the ability to embrace and champion an AI-first approach in all aspects of sales strategy and execution
• Advanced proficiency in CRM tools like Salesforce or HubSpot, with the ability to leverage these platforms for data-driven decision making
• Exceptional communication and negotiation skills, capable of engaging effectively with C-suite executives and key stakeholders

This position is also known as:

• Head Of Sales
• Regional Sales Director
• Sales Leader

Ready to revolutionize enterprise sales with AI? As our Enterprise Sales Director, you'll spearhead multi-million-dollar renewals, engage C-suite executives, and master AI-driven sales execution. No arbitrary quotas or commission games—just pure, high-stakes deal-closing powered by cutting-edge AI insights.

At Trilogy, we're redefining enterprise sales. Our AI-first approach optimizes every aspect of deal execution, from risk assessment to stakeholder engagement. You'll lead a lean, agile team that leverages AI to eliminate inefficiencies, allowing you to focus on what truly matters: closing high-value deals and retaining top-tier clients.

This isn't your average renewals role. It's a high-impact position where you'll own the entire renewals pipeline for our most valuable enterprise clients. You'll be on the front lines, negotiating directly with decision-makers and securing long-term partnerships. With a guaranteed compensation plan, you can hone your sales craft without the stress of unpredictable payouts.

If you're ready to shape the future of AI-driven sales and own high-stakes deals, this is your moment. Apply now and lead the charge in the next evolution of enterprise sales.

What you will be doing

• Spearhead high-level negotiations with key enterprise clients, aligning on value propositions and overcoming complex objections to secure multi-million-dollar renewals
• Develop and refine AI-powered B2B renewals strategies, leveraging data-driven insights to maximize customer retention and revenue growth
• Collaborate with cross-functional teams to continuously improve our AI-driven sales execution, ensuring Trilogy stays at the forefront of enterprise sales innovation

What you will NOT be doing

• Chasing new logos or cold calling potential leads - your focus is on nurturing and expanding our existing high-value client relationships
• Processing high-volume, low-value renewals - you'll be laser-focused on strategic, high-impact deals that drive significant revenue
• Wasting time in endless internal meetings or managing large teams - this is a hands-on role where you'll be directly responsible for closing deals

Key Responsibilities

Drive and own the entire renewals process for our highest-value enterprise accounts, serving as the primary point of contact and strategic advisor, with the critical mission of maximizing revenue retention and minimizing churn in our most important client relationships.

Candidate Requirements

• Proven track record of at least 5 years in enterprise account management, consistently closing and renewing B2B software deals worth $1 million or more
• Demonstrated ability to manage complex sales cycles from start to finish, with a keen understanding of enterprise client needs and decision-making processes
• Forward-thinking mindset with the ability to embrace and champion an AI-first approach in all aspects of sales strategy and execution
• Advanced proficiency in CRM tools like Salesforce or HubSpot, with the ability to leverage these platforms for data-driven decision making
• Exceptional communication and negotiation skills, capable of engaging effectively with C-suite executives and key stakeholders

This position is also known as:

• Head Of Sales
• Regional Sales Director
• Sales Leader