Account Executive - National Accounts

Drips • Chicago, IL

79d

About The Position

Drips is a fast-growing, tech-enabled managed service transforming how organizations engage their customers at scale. Our engagement platform delivers measurable outcomes across the customer journey, helping national, regional, and local enterprises improve acquisition, retention, satisfaction, and operational efficiency. We work in direct collaboration with our customers to drive business outcomes, improve experiences, and create meaningful impact making Drips an indispensable partner in today's value-driven landscape. We are seeking a top-performing Account Executive with experience selling complex, six- and seven-figure enterprise deals. You are commercially driven, operationally sharp, and thrive in consultative sales cycles that require creativity, discipline, and persistence. This is a hunter role-you'll be responsible for penetrating national accounts across multiple verticals, developing new opportunities, guiding them through a structured enterprise sales process, and closing deals that deliver long-term value for our customers.

Requirements

• 5-10+ years of successful enterprise sales experience with a proven track record of quota achievement.
• Demonstrated ability to close 6 to 7-figure, multi-year deals.
• Strong ability to navigate matrixed organizations and influence senior decision-makers.
• Established executive acumen, communication skills, credibility, and follow-through.
• Hunger to learn, curiosity to ask better questions, and resilience in a fast-moving, high-growth environment.
• Commitment to a high-performance culture built on accountability, discipline, and integrity.
• Experience working with organizations undergoing digital transformation in customer engagement.

Nice To Haves

• Experience in the Property & Casualty (P&C) or Education markets.

Responsibilities

• Own the full enterprise sales cycle from prospecting to close for net-new national accounts.
• Build, manage, and convert a 7-figure pipeline within assigned target accounts.
• Lead complex, multi-stakeholder sales motions focused on ROI, outcomes, and long-term strategic partnerships.
• Develop and deepen relationships with C-Suite and VP-level decision-makers across functions such as Operations, Finance, Digital Strategy, and Customer Experience.
• Lead strategic deal orchestration and account planning across multi-stakeholder buying committees.
• Maintain high standards of CRM hygiene, account planning, and disciplined follow-through.
• Partner cross-functionally with marketing, product marketing, product, and client services teams to ensure alignment and execution.
• Champion Drips' Voice-of-Customer program and drive client OKR's.
• Willingness to travel 50%+ for national account coverage.

Benefits

• Competitive base + commission structure.
• Unlimited PTO.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Industry: Publishing Industries
• Number of Employees: 51-100 employees