Enterprise Account Executive

Crescendo; Chicago (IL); Remote; USD 121,000 - 202,000; Full time

Job summary

Crescendo is seeking an Enterprise Account Executive to lead sales efforts in transforming customer experiences with AI solutions. This remote role requires strong consultative selling skills and a proven track record in enterprise sales. Join a dynamic team focused on driving innovation and growth in the customer experience space.

Benefits

Competitive Base Salary with Uncapped Commission

Generous Paid Time Off

Comprehensive Benefits Package

Training and Professional Development Opportunities

1-on-1 Coaching and Mentorship

Qualifications

• 3+ years of experience in Enterprise sales, specifically in CX or AI.
• Strong history of closing complex, multi-million-dollar deals.

Responsibilities

• Drive sales excellence and develop strategic plans.
• Build long-term relationships with C-level executives.
• Achieve sales targets while maintaining client satisfaction.

Skills

Consultative Selling

Relationship Building

Sales Acumen

Problem Solving

Education

Bachelor's Degree

Job description

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About Us

At Crescendo, we’re transforming customer experience with Augmented AI—a seamless blend of human expertise and AI automation that delivers better, faster, more scalable support. We’re not just changing how support works. We’re reshaping the economics of an entire industry.

About Us

At Crescendo, we’re transforming customer experience with Augmented AI—a seamless blend of human expertise and AI automation that delivers better, faster, more scalable support. We’re not just changing how support works. We’re reshaping the economics of an entire industry.

The Role

We’re looking for an Enterprise Account Executive to join our knowledgeable sales team. In this high-impact role, you’ll lead the charge in building relationships with large, complex enterprises and guiding them through the transformative power of Crescendo’s AI solutions. This is an exciting opportunity for someone who thrives in a fast-paced, entrepreneurial environment, and has a proven track record of driving new business and delivering strategic solutions to top-tier clients.

The ideal candidate is a seasoned sales professional with a consultative approach, deep knowledge of enterprise sales cycles, and an aptitude for building long-term, trusted relationships with C-level executives. You’ll work closely with our leadership team, product experts, and Customer Success managers to ensure we deliver solutions that truly make an impact.

This is a remote position with flexibility in location, though proximity to major markets is a plus. Travel may be required to meet with clients and attend key events.

What You’ll Do:

• Drive Sales Excellence: Develop and execute strategic plans to uncover new opportunities and build relationships across multiple departments, including CX, IT, and executive leadership
• Solution Selling: Position Crescendo’s Augmented AI solutions as the key to solving enterprise customer experience challenges. Tailor presentations, demos, and proposals to meet the unique needs of each client and clearly articulate the ROI of our solutions
• Customer Engagement: Build long-term relationships with C-level executives and other senior stakeholders. Serve as a trusted advisor, providing insights into industry trends and best practices in customer experience, AI, and automation
• Cross-Functional Collaboration: Work closely with our product, marketing, and customer success teams to ensure alignment on client needs and expectations, ensuring the seamless delivery of solutions post-sale
• Market Expansion: Identify and pursue new business opportunities within your assigned region, expanding Crescendo’s footprint within key accounts and verticals. Help us grow our presence in the most dynamic and high-potential markets
• Achieve Sales Targets: Consistently meet and exceed sales quotas while maintaining a high level of professionalism and client satisfaction. Track progress and ensure timely reporting to leadership on sales activities, forecasts, and pipeline status
• Thought Leadership: Represent Crescendo at industry events, conferences, and networking sessions. Become a thought leader in the AI and customer experience space by sharing insights, case studies, and success stories with clients and prospects
  
  

What We Expect From You:

• Proven Success: 3+ years of experience in Enterprise sales, specifically in CX, AI, or similar technology solutions. You should have a strong history of closing complex, multi-million-dollar deals and managing relationships with large, global enterprises
• Consultative Approach: A deep understanding of consultative selling and the ability to engage C-level decision-makers in strategic discussions around AI and customer experience
• Self-Starter: Ability to take ownership and lead initiatives independently while working effectively in a team-oriented, collaborative environment
• Relationship Building: Exceptional interpersonal and communication skills. You know how to build trust and rapport with internal and external stakeholders at all levels
• Sales Acumen: Strong understanding of the sales process and proven ability to manage a complex sales pipeline
• Problem Solver: Ability to think critically and creatively to design solutions that align with the unique needs of each client, while delivering tangible value
• Adaptability: Comfort in navigating a fast-paced, dynamic environment with changing priorities
  
  

What You’ll Get In Return:

• Competitive Base Salary with Uncapped Commission
• Generous Paid Time Off
• Comprehensive Benefits Package (medical, dental, vision)
• Training and Professional Development Opportunities
• 1-on-1 Coaching and Mentorship
  
  

Why Crescendo?

• We’re creating a new category:Augmented AI
• Our growth has been explosive—0 to $100M+ in ARR in under a year—and we’re just getting started
• Our model is built on outcomes, not buzzwords. That means we only win when our customers do
• You’ll join a high-performing, customer-obsessed team that values speed, creativity, and craft
• We’re remote-first, people-first, and purpose-driven
  
  

Join us and help shape the future of customer experience.

Company Culture Is At Our Core:

Our core values bring intention to our work and set the tone for our culture. From the partners we serve to the associates who work with us, we share a set of core values that guide our actions.

• Care for others - Cooperate, empathize, and seek opportunities to put each other first
• Embrace growth - Expand your mind by taking calculated risks, developing your skills, and staying open to change
• Manifest trust - Trust is the bond that allows us to work at our highest levels, as members of a team, in a unified direction. It is continuously earned by delivering on our commitments
• Take ownership - Doing the right thing should come naturally
• Be humble - Seek guidance, receive feedback, ask questions, and listen to your colleagues
  
  

Crescendo is proud to be an equal-opportunity workplace. We value diversity, inclusion, equity, and belonging and these pillars are at the heart of how we work together. We are committed to providing equal employment opportunities regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, Veteran status, or any other applicable legally protected characteristics in the location in which the candidate is applying. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements.

We are committed to the inclusion of all individuals and will make reasonable accommodationsfor qualified individuals with disabilities in our job application process. If you require assistance or accommodations to participate in the job application or interview process, please contact [e-mail].

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Seniority level

• Seniority level

  Mid-Senior level

Employment type

• Employment type

  Full-time

Job function

• Job function

  Sales and Business Development

• Industries

  Internet Publishing

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