Senior Manager, Customer Enablement

About Toptal Toptal is a global network of top talent in business, design, and technology that enables companies to scale their teams, on-demand. With $200+ million in annual revenue and team members based around the globe, Toptal is the world’s largest fully remote workforce. We take the best elements of virtual teams and combine them with a support structure that encourages innovation, social interaction, and fun. We see no borders, move at a fast pace, and are never afraid to break the mold. Job Summary: As a Senior Manager of Customer Enablement, your mission is to equip our revenue-generating teams with the knowledge, skills, tools, and processes they need to sell confidently and effectively. You combine strategic thinking with operational excellence to design, execute, and continuously improve scalable enablement programs that drive measurable business outcomes. You have experience building enablement programs from strategy through execution and understand how to influence change across complex organizations. You thrive in cross-functional environments, partner effectively with senior leaders, and translate business priorities into practical, high-impact learning experiences. In this role, you will support Sales Enablement strategy across Enterprise, SMB, Services, and new business organizations, ensuring our teams are prepared for evolving products, go-to-market strategies, sales motions, and customer needs. The existing Enablement team values cohesion, problem-solving, and a fun attitude! This is a remote position. We do not offer visa sponsorship or assistance. Resumes and communication must be submitted in English. Responsibilities: The following information is intended to describe the general nature and level of work being performed. It is not intended to be an exhaustive list of all duties, responsibilities, or required skills. What You Will Own Strategic Enablement Partner with executive leadership to translate business priorities into scalable enablement initiatives. Lead rollout strategies for new products, GTM messaging, sales motions, tools, and operational processes. Develop enablement roadmaps aligned with company objectives and sales priorities. Identify enablement gaps through performance data, stakeholder feedback, and sales insights. Program Ownership You will own end-to-end enablement programs from planning through execution and reinforcement. This includes: Building comprehensive enablement plans with clear objectives, timelines, and success metrics. Designing and delivering engaging instructor-led, self-paced, and live training. Developing playbooks, programs, learning paths, and reference materials with Toptal’s LMS and other tools. Facilitating workshops, webinars, office hours, and reinforcement sessions. Measuring program effectiveness through adoption, engagement, behavior change, and business impact. Continuously improving programs based on feedback and performance data. Define success metrics before launching programs. Monitor adoption, participation, certification completion, and business outcomes. Collect qualitative and quantitative feedback from stakeholders and learners. Use data to refine programs and prioritize future investments. Share program impact with leadership through clear reporting and recommendations. You are comfortable leading projects independently, hosting meetings, managing multiple initiatives, and driving programs forward. Stakeholder Management Successful enablement depends on strong partnerships.You will: Build trusted relationships with Sales Leadership and cross-functional teams. Consult with stakeholders to understand business needs and recommend enablement solutions. Influence priorities and align stakeholders around program goals, and utilize the enablement calendar to align on upcoming events and priorities. Communicate clearly with executives while tailoring messaging appropriately for front-line managers and sellers. Manage your stakeholder relationships while exercising discretion and independent judgment. Facilitate productive meetings, document decisions, and ensure clear accountability for next steps. You know when to drive decisions independently and when to escalate risks or dependencies appropriately. Change Management You will develop change management strategies that help sellers confidently adopt new processes, messaging, and tools. Responsibilities include: Creating reinforcement plans that extend learning beyond initial training. Driving long-term adoption through coaching resources, manager enablement, communications, and ongoing reinforcement. Ensuring learning resources remain organized, accessible, and current. Supporting onboarding programs and knowledge management systems. Managing incoming enablement requests while balancing strategic priorities. Continuously evaluating and improving the seller experience. In the first week, expect to: Familiarize yourself with Toptal and the Customer team, initiatives, projects, and how they are aligned with Toptal’s overall success. Meet your key stakeholders to begin uncovering individual and team priorities. In the first month, expect to: Learn more about Customer enablement by completing onboarding training, shadowing calls, and meeting with key stakeholders. Explore Toptal’s enablement tools, processes, and resources. Familiarize yourself with the Customer Team’s Enablement materials, approaches, and roadmap. Shadow ongoing Enablement initiatives to familiarize yourself with cross-functional teams and projects. In the first three months, expect to: Work in collaboration with the existing enablement team to create enablement release strategies and communications. Support ongoing projects through team collaboration and bring identified areas of improvement or opportunities to your leadership. In the first six months, expect to: Gain an understanding of how to drive internal change through enablement efforts that empower our client-facing teams to support their clients. Independently own enablement programs and work with key stakeholders. Enhance our enablement collaboration as a team. In the first year, expect to: Become a trusted business partner to Customer Leadership and stakeholders across Toptal. Transform the collaboration and support provided to increase the effectiveness of enablement at Toptal. Have developed enablement programs and measure effective change across the sales organization. Qualifications and Job Requirements: Bachelor’s degree is required. 5-7+ years of experience in Enablement, Operations, and Strategy, or similar role. Experience in building training programs and supporting sales organizations. Experience in learning management systems and sales tools. Strong project management and stakeholder management skills. Strong communication skills for effective verbal and written communication. Experience in change management, enablement methodologies, and tools. Strong experience in stakeholder management, leading projects end-to-end, and hosting calls. Collaborative - Nothing we do is done in isolation. Your success depends on your ability to work with a team and cross-functionally. Proactive - Understand our shared mission, and be willing to put in the work required to drive us to that goal. Organized - The nature of this role requires that you understand multiple priorities and the timelines associated with each, and execute with operational efficiency being top of mind. Meticulous - Toptal is a fast-paced environment, requiring outstanding attention to detail and an understanding of key priorities and initiatives. Coachable - This role requires the ability to synthesize feedback and put it into action. Executive Communicator - In our fully remote organization, strong communication is imperative. Excellent communication in all forms across a wide variety of personality types, roles, and geographies is paramount to success. Trusted Business Partner - You must be relationship-driven. Innovator - This role favors those experienced in successfully launching externally facing materials to sales teams. Fun - You don’t take yourself too seriously, and you have a sense of humor. You must be a world-class individual contributor to thrive at Toptal. You will not be here just to tell other people what to do. Outstanding written and verbal communication skills. Ability to work in a fast-paced, rapidly growing company and handle a wide variety of challenges, deadlines, and a diverse array of contacts. You must be a world-class individual contributor to thrive at Toptal. You will not be here just to tell other people what to do.

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