VP of Sales, East (New Business)

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 entering a new phase of breakout growth, and with it, building out the next generation of sales leadership. As VP of Sales, East, you’ll be one of two regional sales leaders—joining our VP of Sales, West—as a foundational pillar of the go-to-market org. Together, you'll be instrumental in shaping Crescendo’s field sales strategy, building world-class teams, and driving repeatable, scalable revenue across the U.S.

This is a highly visible, high-impact leadership role reporting directly to the CRO.

As VP of Sales, East, you’ll own net-new ARR across the Central and Eastern U.S.—leading a team of Account Executives focused on landing new logos across mid-market and enterprise segments. You’ll be responsible for regional performance, hiring and developing top-tier sales talent, and partnering closely with the CRO and peers across Sales, RevOps, Marketing, and Customer Success to drive precision execution.

This role is for a builder—someone who thrives in high-growth environments, knows how to create systems that scale, and leads with both strategy and heart.

What You’ll Do:

Sales Leadership & Execution

• Lead a team of AEs across the East Coast focused on new business acquisition across verticals like SaaS, HealthTech, FinTech, and eCommerce
• Own net-new ARR targets across the region—ensuring consistent attainment through best-in-class pipeline creation, qualification, and deal strategy
• Act as executive sponsor on key deals, actively supporting pricing, negotiation, and executive alignment
• Drive Crescendo’s outbound and inbound sales motions in the region, continually refining for effectiveness and efficiency

Team Building & Talent Development

• Hire, onboard, and coach exceptional sales talent, with a focus on high accountability, professional growth, and cultural alignment
• Establish weekly operating rhythms, 1:1s, team reviews, and performance scorecards that drive clarity, focus, and momentum
• Build a regional culture that embodies Crescendo’s core values—collaborative, resilient, and relentlessly customer-focused

Strategic Partnership & GTM Execution

• Partner with the VP of Sales, West to define and operationalize national sales coverage, segmentation, and GTM strategy
• Collaborate cross-functionally with RevOps, Marketing, BDRs, and Post-Sales to maximize funnel conversion and velocity
• Contribute directly to planning, forecasting, and GTM leadership initiatives alongside the CRO and other revenue leaders
• Provide field insights that influence product, positioning, and roadmap prioritization

What We Expect From You:

• 10–12+ years of B2B SaaS experience, with 8+ years in sales leadership
• Demonstrated success scaling AE teams in high-growth SaaS or AI-driven companies
• Proven ability to consistently hit and exceed $10M+ ARR goals
• Deep understanding of complex sales cycles and value-based selling into both mid-market and enterprise accounts
• Strong leadership and coaching capabilities with a bias for action and accountability
• Comfortable operating in fast-paced, ambiguous environments while building repeatable systems
• Proficiency in the modern sales stack: Hubspot (we are a Hubspot shop), Gong, SalesNav, Clay, and sequencing platforms
• Hybrid work model with access to NYC preferred

What You’ll Get In Return:

• Remote working arrangements
• Competitive Base Salary
• Generous paid vacation
• Attractive benefits package including medical, dental, and vision options that are applicable per country of residence for all our full-time employees
• Training opportunities provided by Crescendo and outside entities
• 1-on-1 coaching with feedback sessions, mentorship, and opportunities for cross-functional development

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 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 [email protected].