Head of Revenue Excellence

What You’ll Impact:

• Develop and execute a comprehensive revenue enablement strategy, aligning closely with the CRO and functional leaders across Sales, Marketing, and Customer Success.
• Define a roadmap for training, onboarding, and ongoing sales enablement programs to support rapid growth.
• Leverage scale-up stage start-up experience to de-risk projects and accelerate time to value, thinking about scalable solutions
• Manage multiple projects with clear deliverables and develop a steady cadence of communication across all revenue stakeholders
• Design and deliver a world-class onboarding experience for new sales hires, ensuring they quickly attain the skills, knowledge, and behaviors necessary to succeed.
• Continuously optimize training content to address evolving product features, market trends, and buyer needs.
• Create specialized training tracks for different sales roles (e.g., SDRs, AEs, Renewals/Expansion).
• Build a centralized repository of sales content (playbooks, battle cards, presentations, scripts, etc.) in collaboration with Product Marketing and Sales Leadership.
• Drive consistent messaging and positioning for all customer-facing teams, ensuring alignment and easy access to enablement materials.
• Develop and manage ongoing enablement programs (e.g., weekly skill sessions, quarterly kick-offs, product updates) to keep the revenue team informed, motivated, and at the top of their game.
• Partner with Marketing and Product teams to incorporate relevant product, market, and competitive intelligence into sales curricula.
• Work with RevOps to establish key metrics and reporting (e.g., time-to-productivity, win rates, sales cycle times, ASPs) to quantify the impact of enablement initiatives.
• Leverage data and feedback loops to refine and improve programs, ensuring alignment with revenue targets and company objectives.
• Collaborate with Revenue Operations, Marketing, Product, and Customer Success to identify process improvements and drive consistency across all GTM teams.
• Serve as a thought partner to leadership, bringing insights on new training technologies, methodologies, and AI-driven solutions.
• Evaluate, implement, and manage the tools needed to deliver and measure enablement programs (e.g., Hightspot, LMS, conversation intelligence, etc).
• Champion the use of AI and other modern technologies to deliver engaging, personalized training experiences at scale.
• Expert user of cross functional workforce management tools such as Monday.com, Asana, etc. 
• As the team grows, hire, manage, and develop a high-performing enablement function.
• Cultivate a culture of curiosity, innovation, and continuous learning within the revenue organization.

What You’ll Bring From Past Experience:

• 5+ years of experience in Sales Enablement, Revenue Excellence, or related roles, preferably within high-growth B2B SaaS companies.
• Proven track record of designing and executing effective enablement programs that measurably impact revenue performance.
• Strong instructional design and facilitation skills, with the ability to engage diverse learning styles and job roles.
• Mastery of, and desire to continue learning, modern selling techniques and frameworks (sales methodologies, best practices, and the unique evolving challenges of the B2B SaaS landscape)
• Comfortable with CRM systems (Salesforce, HubSpot) and sales automation tools.
• Expertise with modern enablement technologies (LMS, conversation intelligence, content management) and best practices.
• Ability to adapt quickly to new technologies, including AI-driven solutions for training and coaching.
• Exceptional communication skills—written, verbal, and interpersonal—with the ability to influence without direct authority.
• Experience managing (or being ready to manage) small teams and working with cross-functional stakeholders at all levels.
• Able to think big-picture while also rolling up sleeves to execute training sessions, develop content, and perform data analyses.
• A “builder” mindset—eager to create a function from the ground up in a fast-paced environment.
• Humble, curious, and excited to continue growing/learning
• Eager to help others around you make massive impact 
• First principles thinker
• Exceptional communication & dynamic presentation skills—clear, concise, and engaging.


Why is This Opportunity Special?
• Impact: You’ll be the architect of the modern Revenue Excellence programs in one of the fastest growing vertical SaaS companies on the planet
• Ownership: A high-visibility role with the opportunity to directly shape GTM strategy at the executive level
• Growth: Join a world-class leadership & GTM team, and be at the forefront of redefining revenue enablement with AI and other cutting-edge technologies
• Culture: Everyone checks titles & egos at the door in the interest of creating remarkable impact/experiences together, for both our customers and our teammates
• Compensation & Benefits: Highly competitive salary, equity, and benefits, reflecting our commitment to attracting and retaining the very best talent in the world

Benefits and Perks:

• The big-picture value proposition of this role is simple: join us, and you’ll be paid competitively to have freedom in solving worthwhile, challenging problems alongside other A-players at a fast growing SaaS startup led by an experienced and successful co-founding team with industry experience.


Other benefits include:
• Adventure travel stipend - you receive a $1,000 travel reimbursement on your work anniversary each year. We encourage our team to recharge and explore the world beyond their home office walls.
• Remote, work-from-anywhere culture
• Flexible PTO
• World Class health benefits - we believe in fostering flourishing teams by providing benefits that go beyond the usual standards - Health, vision, dental, HSA/FSA, and mental health support.
• Stock options - every Full Time Employee has ownership in Aiwyn’s future and success.
• 401(k) matching

Our Values:

• Trust - We champion transparency, welcome differing perspectives, uphold accountability, and trust that others have good intentions
• Courage - We have the courage to take calculated risks and embrace change, knowing what worked in the past won’t always work in the future
• Impact - Rooted in determination and innovation, we chase extraordinary outcomes and impactful results
• Relentlessness - We approach challenges with an unwavering resolve, never settling for mediocrity, and always striving to surpass expectations

Learn more about Aiwyn:

• About us
• Why Aiwyn
• YouTube page