GTM Enablement Specialist

About Osano Osano is an innovative B-Corporation built around a simple belief: privacy is a fundamental right. Since day one, we’ve been focused on giving modern enterprises the ability to innovate quickly, stay competitive, and earn customer trust by respecting data privacy and complying with consent guidelines. Our products help organizations operate confidently in a rapidly evolving regulatory and technological landscape. About the Role As a GTM Enablement Specialist, you’ll equip our revenues teams with the knowledge, content, tools, and training they need to sell effectively and hit their number faster. You’ll own the delivery of onboarding for new hires, build and maintain our sales and customer experience playbooks and content library, and partner with Product Marketing to keep messaging consistent and current. This is a hands-on, cross-functional role for someone who loves turning complex products into clear, sales-ready enablement. And who measures success by seller readiness and ramp time. Responsibilities Sales • Deliver onboarding and ongoing training – run engaging onboarding and skills-workshop sessions (virtual and in-person) that get new account executives quota-ready and productive as quickly as possible. • Build the sales playbook – develop and roll out playbooks, battle cards, call scripts, and sales guides that improve seller performance across segments and sales motions. • Create sales content – produce success stories, case studies, product collateral, presentations, role-plays, and interactive exercises that reps actually use. • Identify skills gaps – build relationships with reps and sales leaders to surface enablement needs, then tailor content and training to close those gaps. • Measure and iterate – track content adoption and training effectiveness through participant feedback and performance metrics, and continuously improve delivery. • Coach and support – provide ongoing coaching to reinforce learning, and help drive a strong learning culture across the sales, CX, and marketing orgs. Customer Experience • Support the full customer journey – equip CX with product knowledge, process guides, and talk tracks for renewals, expansions, and common customer questions. • Build shared, consistent content – create enablement materials that serve both sales and CX, keeping messaging aligned from first touch through renewal. • Partner with CX leaders – identify skills gaps across customer-facing teams and reinforce learning through coaching and refresher training. Content Management • Own the content repository – manage the sales enablement content library, keep it current and easy to find, and train the team on how to use it. • Keep messaging aligned – partner with Product Marketing and Product to ensure reps always have up-to-date product information and consistent positioning. About You • 2–4 years of experience in sales enablement, sales, sales support, or marketing at a SaaS company. • Exceptional written and verbal communication skills, with the ability to make complex concepts simple. • A passion for teaching and a solid grasp of adult learning principles; comfortable facilitating engaging sessions both virtually and in person. • Proven ability to create sales-ready content – playbooks, presentations, guides, and training materials. • Strong organizational skills and attention to detail, with the ability to manage multiple initiatives at once. • Ability to work cross-functionally with sales, marketing, product, and leadership. • A proactive, adaptable mindset. You are comfortable navigating ambiguity and shifting priorities in a fast-paced environment. • Creative, strategic problem-solving skills. • Familiarity with learning management systems (LMS), e-learning tools, and sales enablement platforms. Why Us • A well-defined career path that’s not just “climbing the ladder” – learn different competencies, skills, and concepts as you progress and get recognized for it. • Supportive leadership and peers – from sales engineering and product marketing to sales development and demand generation – you’re never in this alone. • You’ll be stepping into a space that’s on fire – the privacy and regulatory landscape is only growing with a ton of opportunity in front of us. • You’ll become a privacy expert, including the opportunity to receive your Certified Information Privacy credential. • You’ll be representing a product that makes prospects say, “This is so awesome” when you demo it. Benefits • Competitive compensation + ownership interest for early stake in our success! • Unlimited paid time off with a requirement to take at least two weeks off per year. • We’re continuously a Best Place for Working Parents and offer paid parental leave for all new parents + believe that family, however you define it, comes first. • Osano sponsors individual premiums for base plans at 100% and dependent premiums at 50% for Medical, Dental, and Vision Insurance via Aetna. • A fully, permanently remote company so you can work from anywhere in the U.S. • Receive a Macbook + $600 to craft your home workspace • Annual company trip designed to foster connection, creativity, and having fun together! • Mental health benefits with free memberships to mindfulness + talk therapy services A Bit More About Osano Osano is a leading data privacy platform that helps organizations quickly and confidently comply with laws like GDPR, CCPA, and other global privacy regulations. From consent management to vendor risk monitoring, Osano makes complex privacy tasks refreshingly simple, so companies can focus on what they do best, while we handle the rest. We’re backed by top-tier investors including Baird Capital, Jump Capital, and LiveOak, and we’re scaling fast with a multi-year runway and ambitious growth plans. We’ve also been recognized as a Great Place to Work for four years running, with 97% of employees saying Osano is a great place to work. As we grow, we’re looking for individuals who lean into modern technologies and smarter systems to drive efficiency, clarity, and speed; both in our product and in how we operate. If you’re excited by the idea of helping build a high-growth, privacy-first company that embraces thoughtful automation, emerging tech, and intentional collaboration, we’d love to hear from you. Osano is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, marital status, genetic information, disability, veteran status, or any other characteristic protected by applicable law.