cxponent •

Enterprise Client Director

Chicago, IL, United States 7+ yrs

Position Summary

As an Enterprise Client Director, your success is fundamentally tied to your ability to own and manage complex sales cycles, build high-trust client relationships, and ensure we pursue deals and accounts that are qualified and aligned with our ability to deliver client value.


This requires you to act as a trusted advisor, cultivating deep, enduring connections with C-suite and senior executive stakeholders based on expertise and proactive service. You will be responsible for a strategic, long-term approach to negotiation, pipeline management, and rigorous opportunity qualification using frameworks like MEDPICCR.

Key Responsibilities & Deliverables

  • Achieved Revenue Targets: Consistently meet or exceed assigned quarterly and annual enterprise revenue quotas by navigating decision criteria, processes, and contractual paths. Revenue-driving categories include Brokerage, Resale, and Services.
  • Consistently Qualified Pipeline Growth: Generate, nurture, and expand a high-quality pipeline of enterprise opportunities, leveraging MEDPICCR criteria to ensure alignment with our strategic objectives and delivery capabilities.
  • Seamless Deal Focus & Execution: Orchestrate internal resources (e.g., Solutions Engineering, Services, Analysts) effectively, ensuring their efficient utilization, all driven by clear MEDPICCR insights to accelerate deal closure.
  • Strong Client Relationships & Internal Champions: Cultivate robust, trust-based relationships with key decision-makers, consistently identifying and empowering client champions (Economic Buyer & Champion) to drive our initiatives forward.
  • Insightful Needs Analysis & Solution Alignment: Consistently produce documented, deep insights into client challenges, strategic objectives, and desired outcomes (Metrics & Identified Pain), ensuring our solutions are precisely tailored and positioned to deliver measurable impact.
  • Compelling Value Propositions & Business Cases: Craft and present powerful value propositions that explicitly link our solutions to the client's critical metrics and pain points, demonstrating clear ROI.
  • Comprehensive Strategic Account Plans: Create and execute robust, long-term strategic account plans that identify and capitalize on opportunities for deeper partnership and expansion within key enterprise accounts.
  • Accurate Sales Forecasts and HubSpot CRM Hygiene: Deliver accurate sales forecasts and drive efficient deal progression through the systematic and timely completion of MEDPICCR elements for your pipelines.
  • Strong Vendor Relationships and Enablement: Live the "Client First, Vendor Second, CXP 3rd" core value by putting vendors in a position to succeed while also holding them accountable. Drive bi-directional leads and intel to support organic growth efforts.

Ideal Experience and Qualifications

  • 7+ years of verifiable success in a direct enterprise sales role, with a consistent track record of exceeding revenue targets.
  • Demonstrable expertise in managing complex, large-scale deals with protracted sales cycles from inception to close.
  • Has carried a bag as a direct seller for a vendor in our ecosystem, selling products we advise on and broker.
  • In the capacity as a direct seller, sold and collaborated directly with partners.
  • Has worked for a TSD (existing channel and direct sales relationships) or a Broker/Tech Advisor.
  • Focused on building deal qualification, pursuit, and focus in/out of rising into a CRO role.
  • Preference for: CCaaS / CX Expertise, IT Infrastructure Experience, and Pro Services selling experience.
  • Proven ability to act as a trusted advisor and consultant to C-suite and senior executive stakeholders.
  • Deep practical experience of structured sales methodologies, with a particular emphasis on rigorous qualification frameworks; direct, hands-on experience with the MEDPICCR framework or similar.
  • Solid understanding of the Brokerage and Technology Advisory (TA) ecosystem, spanning relevant domains of CX SaaS, IT Infrastructure and Cloud Solutions, Cybersecurity, with cursory knowledge of Financial Services, Healthcare and/or Retail businesses.
  • Exceptional communication, presentation, negotiation, and interpersonal skills.
  • Bachelor's degree in Business, a related technical field, or equivalent practical experience.
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