Enterprise Account ExecutiveCrescendo • Chicago, IL, US

Enterprise Account Executive

Crescendo • Chicago, IL, US

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Role Details Location :

Chicago, IL Work Setup : Remote position with flexibility in location; Proximity to major markets is a plus.
Travel may be required to meet with clients and attend key events. About Us Crescendo represents peak CX performance in the AI era.
We combine world-class outsourcing expertise with innovative technology to set a new standard in CX and operations, delivering results that scale and support that never sleeps.
More than that, Crescendo is about people.
We don’t just connect talent with opportunity—we create a place where careers grow, ideas thrive, and people are empowered to make an impact.
Join us at Crescendo, and let’s build the future of customer experience together. 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. 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 : Remote working arrangements Competitive base salary Generous paid time off Attractive benefits package including medical, dental, and vision options that are applicable per country of residence for all our full-time employees Training and professional development opportunities A front-row seat to one of the fastest SaaS growth stories of the decade The chance to say : “I was there from the start.” Why Crescendo?

We’re building a new category :

Augmented AI We’re moving at record-breaking speed : 0 to $100M+ ARR in under a year We only win when our customers win—outcomes over hype, every time You’ll be part of a high-performing, purpose-driven team obsessed with speed, creativity, and craft This is your chance to help define the DNA of Crescendo’s sales culture.

If you’re ready to learn fast, build fast, and grow fast—let’s talk.

Company Culture Is At Our Core Core values give our work intention and our culture its edge.

They’re the standards we hold for ourselves, our partners, and each other.

Care for others :

Empathy is a key driver.

When people thrive, so does the mission.

Embrace growth :

Curiosity fuels progress.

Take bold risks, sharpen your edge, go forward.

Manifest trust :

Trust is our currency.

Earn it daily, protect it fiercely, and let it fuel what’s next.

Take ownership :

Bold choices with integrity at the core—that’s how impact lasts.

Be humble :

Humility opens the door to better ideas.

Hear others, lift others, keep learning.

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 accommodations for 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 careers@crescendo.ai .

PRIVACY NOTICE Crescendo is committed to ensuring your privacy and the protection of your personal data.

By filling out the forms associated with your job application and submitting your data to us, you are giving us your consent to process your data and store it for potential recruitment and hiring purposes.

ThoughtSpot • Chicago, IL, US

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