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

As Head of Sales Enablement, you will own the strategy, vision, and execution of Crescendo’s enablement function. This is a pivotal leadership role where you will design and scale programs that give our sales teams the skills, tools, and knowledge to consistently win in a competitive, fast-evolving market.

You will be a direct partner to the CRO and sales leadership, ensuring that every seller — from new hire to top performer — is equipped to tell Crescendo’s story, handle complex objections, and drive revenue growth. Initially, you will lead enablement as a highly strategic and hands-on leader, with the opportunity to build and scale a high-performance enablement team as Crescendo grows.

What You’ll Do:

Own the Enablement Strategy

• Define and lead Crescendo’s sales enablement strategy, aligning with GTM objectives and revenue targets.
• Build a roadmap for onboarding, continuous learning, deal support, and sales process optimization.
• Serve as the primary bridge between sales, product, marketing, and customer success to ensure alignment on messaging and priorities.

Build & Deliver World-Class Programs

• Design and launch scalable onboarding that accelerates ramp time and drives early productivity.
• Create and deliver ongoing training on sales methodologies, competitive positioning, and product knowledge.
• Develop frameworks for ongoing coaching and skills reinforcement across the sales organization.

Create & Maintain High-Impact Content

• Produce compelling sales playbooks, talk tracks, competitive battlecards, and case studies.
• Maintain a central, organized repository of enablement materials that is always current and accessible.

Leverage Tools & Data for Impact

• Evaluate, implement, and optimize the sales enablement tech stack (CRM, sales engagement tools, LMS).
• Use analytics to measure program effectiveness and identify opportunities to improve seller performance.

Lead with Influence & Team Growth

• Act as a thought leader on sales best practices and Crescendo’s go-to-market strategy.
• Partner with GTM leadership to embed enablement into every stage of the sales process.
• Recruit, develop, and lead a dedicated enablement team over time to support Crescendo’s expanding sales organization.

What We Expect From You:

• 7+ years of experience in B2B SaaS sales enablement, with a proven track record of leading strategic programs that improve sales performance.
• Deep understanding of sales processes, methodologies, and buyer journeys.
• Experience creating and managing sales content that drives consistency and competitive advantage.
• Background in the BPO industry or with augmented AI solutions strongly preferred.
• Exceptional facilitation and communication skills; able to engage and inspire diverse audiences.
• Strong analytical skills and experience using data to measure program impact.
• Hands-on leadership style — comfortable both setting vision and rolling up your sleeves to execute.
• Experience in high-growth or startup environments where agility and adaptability are critical.
• Demonstrated success in building and scaling teams is a plus.

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].