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.

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

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.