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Oversee (formerly FairFly)

Sales Enablement Manager

Oversee (formerly FairFly)

Sales Enablement Manager at Oversee creating and managing sales enablement strategies. Driving revenue growth in a fast-paced corporate travel technology environment.

Posted 6/29/2026full-timeRemote • 🇬🇧 United KingdomMid-LevelSeniorWebsite

About the role

Key responsibilities & impact
  • Design and own Oversee's sales enablement strategy end-to-end, defining the frameworks, programs, and roadmap that scale with the business as we move upmarket and expand our solution portfolio;
  • Build a repeatable onboarding and certification program for all customer-facing roles (AEs, SDRs, Solutions Engineers, Account Managers, and Sales Leaders), with clear milestones, assessments, and ramp benchmarks;
  • Develop role-based learning paths and ongoing coaching programs that build capability progressively, not just at hire;
  • Establish the company's enterprise sales methodology - operationalizing a consistent approach to discovery, qualification, value selling, multi-threading, and executive engagement across the entire revenue org;
  • Create playbooks and training programs specifically for selling AI and agentic automation solutions, equipping teams to navigate both business and technical buying committees effectively;
  • Define and document cross-functional engagement models across the sales cycle - clarifying how AEs, Solutions Engineers, SDRs, Customer Success, and Leadership collaborate from first touch through close and handoff;
  • Establish best practices for technical demonstrations, proof-of-concepts, security reviews, and executive presentations, including handoff standards between sales, implementation, and customer success;
  • Partner with Marketing to develop competitive positioning, battlecards, and sales content that reflect how buyers actually evaluate and select in our category;
  • Work with Product and Engineering to ensure sales teams have current, accurate knowledge of our capabilities and roadmap so they can sell with confidence and credibility;
  • Partner with Revenue Operations to identify skill gaps and productivity bottlenecks, and build a reporting framework around meaningful enablement metrics such as win rate, average sales cycle, AE ramp time, and others - to measure impact and continuously improve the program.

Requirements

What you’ll need
  • 5+ years in Sales Enablement, Revenue Enablement, Sales Training, or a directly related leadership role, with a track record of building programs that move the needle on revenue metrics;
  • Have built or significantly scaled an enablement function inside a high-growth B2B SaaS company - you know what a greenfield looks like and how to prioritize when everything feels urgent;
  • Demonstrated success supporting enterprise sales organizations selling complex, technical solutions. You understand how enterprise deals actually move and what makes them stall;
  • Experience enabling teams that sell platform, infrastructure, AI, automation, or workflow technology. You can translate technical capability into business value and teach others to do the same;
  • Deep fluency in enterprise sales motions that involve both technical buyers (architects, IT, security) and business buyers (VP/C-suite). You've built programs that address both;
  • Strong command of sales methodology, familiarity with MEDDPICC, Command of the Message, Challenger, or similar frameworks, and the judgment to know when to adapt rather than apply rigidly;
  • Comfort working in a cross-functional, fast-moving environment. You can manage competing stakeholder priorities, build consensus, and ship programs without waiting for perfect conditions;
  • Data-driven approach to program design: you measure what matters, iterate based on evidence, and can articulate the business impact of enablement investments to senior leadership;
  • Experience supporting or closely partnering with Solutions Engineering / Sales Engineering teams is a strong plus.

Benefits

Comp & perks
  • medical
  • dental
  • vision
  • a 401(k) plan
  • paid time off
  • more

ATS Keywords

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Hard Skills & Tools
Sales TrainingOnboarding Program DevelopmentSales Methodology FamiliarityAI Solutions SellingTechnical DemonstrationsSales Metrics AnalysisCross-Functional Engagement ModelsRole-Based Learning PathsCoaching Program DevelopmentCompetitive Positioning
Soft Skills
Stakeholder ManagementConsensus BuildingAdaptabilityCommunicationCollaboration