Sales Enablement Manager

The Position CallRail is looking for a Sales Enablement Manager! The Sales Enablement Manager is the primary driver of how sales and account management teams learn, ramp, and improve at CallRail. This role owns training and onboarding delivery end-to-end, governs the Go-to-Market processes reps rely on day-to-day, and serves as the connective tissue between Sales, Sales Leadership, and cross-functional partners in Product, Product Marketing, and Finance. You'll define and implement strategy - taking insights surfaced by data and AI tools and turning them into coaching, content, and processes that reps actually use. Key responsibilities involve establishing process governance for mission-critical workflows, while simultaneously designing and managing all sales training, onboarding, and content initiatives to drive customer-centric value selling in a fast-moving business environment. The role requires a strong blend of operational rigor, strategic planning capability, and a passion for developing sales talent within a high-growth SaaS environment. Success is measured by the productivity and effectiveness of the reps and managers you support — ramp time, goal attainment, engagement with trained content, and improvement in core sales KPIs like conversion rate, ARPU, and attach rates — delivered through strong in-person and virtual facilitation, tight cross-functional coordination, and disciplined process governance. What You'll Do Training & Enablement Delivery: Own the design, delivery, and continuous improvement of new hire onboarding, role-based promotion paths, and ongoing skill-development programs, with an emphasis on customer-centric value selling. Track engagement, application, and retention of trained content. Performance Gap Analysis & Coaching: Partner closely with sales teams to identify performance and process gaps, and translate those insights into recurring, dynamic education programs — including insights surfaced through Gong call review and Outreach engagement data. GTM Process Governance & Cross-Functional Liaison: Establish and maintain governance of critical Go-to-Market processes. Serve as the primary liaison to Engineering/Product Development, Product Marketing, and Finance to translate new features, pricing, promotional offers, and strategic initiatives into sales-ready enablement. Serve as a representative for Sales in cross-functional initiatives, including planning and update meetings, and identifying areas of front-line impact. Process Documentation & Playbooks: Own and continuously refine sales process documentation — playbooks, runbooks, and process guides — ensuring they reflect current tools, messaging, and GTM motion rather than going stale after launch. AI and Tool Adoption & Coaching: Own in-practice coaching and adoption for Gong (call coaching, objection handling), Outreach (messaging and reply-rate coaching) while leveraging tools like Testbox and Synthesia to optimize performance. Coach reps on adopting AI tools in their day-to-day workflow. Continually evaluate and bring in new tools to modernize training delivery and sales enablement. Strategic Planning Support: Work in close partnership with Sales Leadership to support strategic Sales initiatives, ensuring training, process, and communication resources are in place for successful execution. AI Usage & Security: Continuous personal adoption of AI platforms is expected to streamline your own workflow. Adhere to CallRail AI usage policies — confidential or proprietary information must not be entered into unauthorized AI platforms. What You'll Need 4+ years in sales enablement, sales training, or sales operations, ideally within a B2B SaaS or high-growth environment. A track record of designing and delivering onboarding curricula and ongoing skill-development programs for sales or account management teams, with measurable impact on ramp time or performance. Strong live and virtual facilitation and coaching skills — exceptional at running in-pe…