Jobs · Business Development

Manager, Customer Enablement

Toptal · Greater Chicago Area · 1 mo ago
RemoteRemoteBusiness DevelopmentFull-time

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.

About the role

As a 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. Applicants must be authorized to work in the US at the time of hire. Resumes and communication must be submitted in English.

Responsibilities

  • 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
    • Own end-to-end enablement programs from planning through execution and reinforcement, including:
      • 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.
    • Lead projects independently, host meetings, manage multiple initiatives, and drive programs forward.
  • Stakeholder Management
    • 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, utilizing 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 stakeholder relationships while exercising discretion and independent judgment.
    • Facilitate productive meetings, document decisions, and ensure clear accountability for next steps.
    • Know when to drive decisions independently and when to escalate risks or dependencies appropriately.
  • Change Management
    • Develop change management strategies that help sellers confidently adopt new processes, messaging, and tools.
    • Create reinforcement plans that extend learning beyond initial training.
    • Drive long-term adoption through coaching resources, manager enablement, communications, and ongoing reinforcement.
    • Ensure learning resources remain organized, accessible, and current.
    • Support onboarding programs and knowledge management systems.
    • Manage incoming enablement requests while balancing strategic priorities.
    • Continuously evaluate and improve the seller experience.

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.

Essential Job Functions

  • Regularly and reliably attend scheduled virtual team meetings on camera.
  • Work independently with minimal supervision.
  • Use all required digital collaboration tools.
  • Prioritize and self-manage workflows and deadlines.

Pay

This position receives a base salary and is also eligible to receive a discretionary bonus. For candidates who meet the qualifications and job requirements listed above, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education or training.

Benefits

In the US, Toptal’s benefit offerings include:

  • Participation in a 401(k) retirement plan.
  • Medical, dental, and vision health insurance plans.
  • Basic life insurance coverage and short-term and long-term disability coverage.
  • Access to flexible spending, dependent care, and health savings accounts.
  • Access to telehealth virtual doctors.
  • An employee assistance program.
  • Flexible paid time off.

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