Enterprise Account Executive - US

Posted 6 Days Ago
Hiring Remotely in US
Remote
230K-270K
Senior level
Software
CX powered by Customer AI. Radically efficient. Radically personal.
The Role
As an Enterprise Account Executive, you will drive sales outreach, build a pipeline, establish relationships with clients, and mentor a sales team. Responsibilities include meeting sales goals, collaborating with marketing, navigating sales cycles, and adapting to customer needs.
Summary Generated by Built In

About Gladly:

Uniquely powered by Customer AI, Gladly is the only CX platform that puts the customer —not tickets —at the center of every conversation. Trusted by the world’s most customer-centric brands, including Crate & Barrel, Ulta Beauty, and Tumi, Gladly delivers radically efficient and radically personal experiences.Gladly was built for B2C leaders who refuse to compromise on operational efficiency or experience. With Gladly, every conversation feels uniquely tailored and instantly responsive, emotionally intelligent and operationally precise, deeply personal and effortlessly scalable. At the heart of our simply powerful platform is Gladly Customer AI —uniquely designed to maintain a single, continuous conversation across all channels while striking the perfect balance of technology and human connection. Learn more at www.gladly.ai.

We are in search of an Enterprise Account Executive that will help to open-up our presence in the North American market. Successful Account Executives will have a proven track record of building strong pipelines and rapidly closing business. Our ideal candidates are self-directed and thrive in an early stage environment, apply a consultative approach, and excel in setting and surpassing customer expectations. This person has a strong passion for customer success and will focus on obtaining and retaining referenceable customers. As an entrepreneur, our account executive understands the demands of an early-stage company and works with the team in a collaborative, problem-solving manner. We’re looking for someone who has strong execution skills, is focused, responsible, and accountable. Your activities in prospecting and closing will be supported by strong lead generation and awareness efforts.

What You'll Do:

  • 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

Research has shown that individuals from marginalized groups are less likely to apply to jobs where they don't meet 100% of the criteria. Gladly values diversity of experience, so if you believe you have the right skill set, we welcome you to apply - even if you don't check every box in the job description. We're committed to an inclusive workplace and would love to see if you could be the next great addition to our team.

Compensation:

$229,500 to $270,000 per annum OTE (base + variable); equity, and benefits

For cash compensation, we set standard ranges for all U.S.-based roles based on function, level, and geographic location, benchmarked against similar stage growth companies. In order to be compliant with local legislation, as well as to provide greater transparency to candidates, we share salary ranges on all job postings regardless of desired hiring location. Final offer amounts are determined by multiple factors, including geographic location as well as candidate experience and expertise, and may vary from the amounts listed above.

Why Join Gladly?

At Gladly, we’re not just building software—we’re transforming an industry. We take a people-first approach, both in our product and our culture. When you join us, you’ll enjoy:

  • 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

At Gladly, we believe in challenging the status quo, celebrating grit, and striving for excellence. We thrive as a team by embracing transparency, collaboration, and a customer-first mindset. If this role excites you but you don’t meet every qualification, we still encourage you to apply. Diverse perspectives and experiences are the cornerstone of our success.

Am I A Good Fit?
beta
Get Personalized Job Insights.
Our AI-powered fit analysis compares your resume with a job listing so you know if your skills & experience align.

The Company
HQ: San Francisco, CA
130 Employees
Year Founded: 2014

What We Do

Uniquely powered by Customer AI, Gladly is the only CX platform that puts the customer —not tickets —at the center of every conversation. Trusted by the world’s most customer-centric brands, including Crate & Barrel, Ulta Beauty, and Tumi, Gladly delivers radically efficient and radically personal experiences.

Gladly was built for B2C leaders who refuse to compromise on operational efficiency or experience. With Gladly, every conversation feels uniquely tailored and instantly responsive, emotionally intelligent and operationally precise, deeply personal and effortlessly scalable. At the heart of our simply powerful platform is Gladly Customer AI —uniquely designed to maintain a single, continuous conversation across all channels while striking the perfect balance of technology and human connection.

Gladly is loved and trusted by hundreds of world-class brands to deliver award-winning experiences and drive serious results —240 million conversations powered by Gladly Customer AI, $510M cumulative cost savings across brands using Gladly, and a 65% increase in CSAT scores.

Customer experience isn’t broken—it’s just built on the wrong foundation. Gladly reimagines CX with AI that gets it right.

Why Work With Us

Putting people first is kind of our thing. Not only is it at the core of our product, but shapes our overall culture at Gladly—from our approach to hiring, to our benefits, and how we think about our place in the community.

Gallery

Gallery

Similar Jobs

Supermetrics Logo Supermetrics

Enterprise Account Executive

Information Technology • Marketing Tech • Software • Analytics
Remote
United States
120K-145K
Remote
United States
260K-360K Annually

EchoStar Logo EchoStar

Enterprise Account Executive

Aerospace • Cloud • Digital Media • Information Technology • Mobile • News + Entertainment • Retail
Remote
United States
130K-220K Annually
Remote
New Jersey, USA
50K-200K

Similar Companies Hiring

Credal.ai Thumbnail
Software • Security • Productivity • Machine Learning • Artificial Intelligence
Brooklyn, NY
Standard Template Labs Thumbnail
Software • Information Technology • Artificial Intelligence
New York, NY
10 Employees
PRIMA Thumbnail
Travel • Software • Marketing Tech • Hospitality • eCommerce
US
15 Employees

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account