Gladly

Enterprise Account Executive

Gladly

full-time

Posted on:

Location Type: Remote

Location: Remote • 🇺🇸 United States

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Salary

💰 $229,500 - $270,000 per year

Job Level

Mid-LevelSenior

About the role

  • Achieve and exceed sales goals
  • Build and grow sales pipeline
  • Present value proposition to executive level prospects
  • Establish and achieve prospecting and business development goals
  • Collaborate with our Marketing and Sales Development organizations to expand pipeline and increase sales velocity
  • Uncover and convert prospects to clients through cold calling, managing pre-qualified opportunities, conducting discovery, and building relationships
  • Able to act as lead sales person as well as potential to lead a team as the company grows
  • Serve as a mentor and motivator to the team
  • Potential to attract, motivate and manage a world class team
  • Willing to travel regionally to represent the company
  • Additional Sales responsibilities, as needed

Requirements

  • 5+ years of enterprise sales experience driving adoption of emerging technologies with a consultative, solutions-oriented sales approach
  • A track record of managing complex sales cycles and securing strategic deals by understanding multifaceted technical requirements and crafting tailored solutions
  • Demonstrated ability to navigate dynamic stakeholder ecosystems, building consensus and providing innovative solutions to disparate groups
  • Proven track record of consistently meeting and exceeding sales quotas
  • Strong track record of building pipeline, running discovery, and managing deals end-to-end without relying on a sales engineer
  • Skilled at distilling complex ideas into simple, actionable narratives, both in writing and in live conversation, with technical and non-technical audiences
  • Known for your collaborative style, you bring in product, marketing, legal, or leadership at the right time and with clear context
  • Experience working in early-stage or founder-led sales environments, where feedback loops are short and product-market fit is still evolving
  • Consistently earn trust across internal teams and customer stakeholders by showing up prepared, asking smart questions, and following through
  • Proactively adapt to shifting customer needs, competitor movements, or product changes without waiting for top-down direction
Benefits
  • Competitive salaries, stock options, and comprehensive benefits
  • Generous paid time off, parental leave, and home office stipends
  • A fully remote work environment with opportunities for in-person team gatherings
  • A strong commitment to professional growth and an inclusive workplace where diverse perspectives thrive

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
enterprise salesconsultative salessolutions-oriented salesmanaging complex sales cyclesbuilding sales pipelineconducting discoverymanaging deals end-to-endsales quotastechnical requirementstailored solutions
Soft skills
mentoringmotivatingcollaborationbuilding consensuscommunicationtrust-buildingadaptabilityproblem-solvingrelationship buildingnarrative distillation
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