Managing Director, Sales

Syllo • New York, NY

13h • $210,000 - $250,000 • Remote

About The Position

Syllo is seeking a Managing Director, Sales to lead and scale our sales organization as we continue to expand the reach of our award-winning AI-powered litigation platform. Reporting to the EVP of GTM, this leader will own the performance of a team of 6 sellers, instill a rigorous value-selling and MEDDPICC discipline across the team, and play a key role in continuing to evolve Syllo's go-to-market strategy as we scale. This is a great opportunity to join a dynamic and fast-growing startup and make a significant impact on the future of legal technology. If you are an experienced sales leader passionate about AI, value-based selling, and building high-performing teams, we would love to hear from you!

Requirements

• 20+ years of experience in sales, with a strong preference for enterprise software/SaaS.
• Proven track record leading and developing sales teams around value selling and MEDDPICC methodologies.
• Demonstrated ability to adapt and evolve go-to-market strategy within a fast-growing, evolving environment.
• Strong cross-functional collaboration skills, with experience partnering across Marketing, Product, and Customer Success.
• Excellent communication, coaching, and organizational leadership skills.
• Qualified to work in and resident in the United States.
• Able to work in a remote environment.

Nice To Haves

• Experience selling into the legal industry or legal technology a plus.

Responsibilities

• Lead, coach, and develop a team of 6 sellers, driving consistent achievement of individual and team sales quotas.
• Instill and reinforce a value-selling approach and MEDDPICC qualification discipline across every stage of the sales cycle.
• Own team-level pipeline generation, deal progression, forecasting, and reporting to the EVP of GTM.
• Continuously evolve and adapt Syllo's go-to-market strategy in partnership with executive leadership as the market and product evolve.
• Partner cross-functionally with Marketing, Product, and Customer Success to align messaging, surface market and customer insights, and inform the product roadmap.
• Recruit, hire, and onboard new sellers as the team scales.
• Represent Syllo's sales organization in strategic conversations with prospective enterprise clients, law firms, and legal departments as needed.
• Build and maintain scalable sales processes, playbooks, and enablement material to support consistent execution across the team.
• Develop and manage team pipeline and forecasting in HubSpot.

Benefits

• Medical, dental, vision, and voluntary insurance options.
• Vacation, sick leave, and paid holidays.
• Access to benefit counselors and fitness class reimbursements.
• Annual learning and development budget.
• Real career growth in a fast-scaling organization.
• Equity options.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed