Account Executive, Drips

National Accounts

Salary not provided

+ Commission structure

Senior and Expert level

Chicago

Remote from US

Conversational outreach platform

Open for applications

Conversational outreach platform

201-500 employees

B2BArtificial IntelligenceMarketingBusiness IntelligenceMachine Learning

Open for applications

Salary not provided

+ Commission structure

Senior and Expert level

Chicago

Remote from US

201-500 employees

B2BArtificial IntelligenceMarketingBusiness IntelligenceMachine Learning

Company mission

To empower brands to engage with customers and drive results the same way we communicate with each other, through a conversational outreach strategy that includes human-like AI-powered SMS, scheduled calling, and voicemail messages.

Job

Company

Role

Who you are

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
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
Preferred Qualifications: Experience in the Property & Casualty (P&C) or Education markets

What the job involves

Reports To: VP of Sales
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
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

Our take

Drips is a company that enables businesses to deploy personalized 1:1 conversations at scale, allowing them to optimise outreach across industries like healthcare, insurance, and financial services.

With traditional outreach methods falling short in scalability and efficiency, Drips stands out for leveraging technology that can navigate sensitive data delivery, maintaining compliance while enhancing the customer experience at scale.

2024 growth financing underscores confidence in Drips' vision, enabling the company to bolster product development and expand into new industry verticals. With this support, Drips is positioned to help reshape the future of customer engagement, offering businesses new opportunities to connect with their audiences.

Kirsty

Company Specialist at Welcome to the Jungle

Insights

Glassdoor (4.4)

Company

Company benefits

Flexible Work Environment: AKA your house! We are proud to be an agile and fully remote team. You'll see us working from coffee shops, couches, basements, RVs, or enjoying the outdoors. See you on Zoom!
Health Insurance & 401k: Our competitive benefits package pays 80% of your premium, giving you access to great Medical, Dental, and Life Insurance Options
Career Opportunities: "TEAM" is one of our core values, and your main role will be to help Drips grow in your area of expertise. Opportunities to cross-functionally train and offer ideas that contribute towards the growth of Drips are not only welcome but also expected

Company HQ

Downtown, Akron, OH

Leadership

Aaron Christopher Evans

(CEO)

Co-founded Drips in 2015 and has served as the CEO since.

Anthony Greco

(CTO)

Has served as the CTO of Drips since co-founding the company in 2015. They have also served as a President at Coder Guru for the past 22 years.

Salary benchmarks

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