Senior Director, Professional Services Consulting

Brightspot • Chicago, IL

1d • $200,000 • Hybrid

About The Position

We are seeking a highly motivated and seasoned Senior Director, Professional Services Consulting to be the driving force behind operational consistency and cohesive strategy within our customer engagement and delivery organization. Reporting directly to executive leadership, you will play a critical, cross-functional role, ensuring alignment, transparency, and excellence across all services delivery and revenue-generating initiatives.

In this role, you will partner with our Strategic Account and Professional Services Leadership teams to standardize how we engage with prospects and manage existing customers. You will serve as a senior advisor in the room—helping to sell the vision, structure the engagement, and ensure rigorous transparency once the project begins.

This role is the operational engine that translates strategic vision into predictable, high-quality execution, ultimately professionalizing our interactions with both customers and prospects. This is a unique hybrid role—part Strategic Operator, part Solution Consultant, part Market Maker to the Delivery/Revenue orgs. Successful candidates will be highly polished, articulate, and able to bridge the gap between "what we sell" and "what we deliver."

Requirements

• The ideal candidate must possess a proven track record in professional services and consulting, specifically within the content management and digital experience space.
• Consulting Experience: A strong, established consulting background is a must. You are expected to bring a consultative approach to both internal operations and external client engagements.
• CMS Expertise: Direct, hands-on experience and deep understanding of the Content Management System (CMS) space is required, specifically with platforms such as Sitecore, Adobe, and/or legacy CMS systems.
• Sales & Strategy: Approximately 5-10 years of experience in selling CMS-related professional services, demonstrating an ability to frame complex solutions and manage sales alignment.
• Industry Veteran: Must have a strong background in the enterprise CMS space (Sitecore, Adobe, Legacy), understanding the nuances of enterprise implementations.
• Sales & Service Hybrid: 5-10 years of experience specifically focused on selling services—you understand the difference between selling software licenses and selling professional delivery.
• Operational Rigor: You are organized and data-driven, capable of maintaining complex project lists and status reports without administrative support.

Nice To Haves

• Ecosystem Experience: Prior experience with System Integrators (SIs), digital agencies, or large service organizations is highly valued and a significant plus.
• Agency Background: Experience in SIs or Service Organizations is a major positive; you understand billable utilization, scoping, and margin.

Responsibilities

• Executive Transparency: Provide a constantly maintained, comprehensive 360-degree view of all active projects and portfolio health within the services delivery organization.
• Portfolio Management: Publish and maintain a single, accurate source of truth for the Services and Revenue teams across all active projects and deals.
• Executive Communication: Build compelling decks and professional presentations for internal leadership and external executive stakeholders (customers and prospects).
• Cross-Functional Leadership: Coordinate and drive productive weekly cross-functional meetings, ensuring actions and decisions are captured and executed.
• Strategic Insight: Join high-value customer and prospect meetings to capture critical strategic insights that inform delivery strategy and improve our GTM motion.
• Facilitation & Consulting: Run high-impact brainstorming and working sessions directly with customers and prospects to frame solutions and accelerate decision-making.
• Solution Consulting: Partner with Revenue leadership to drive the "selling of services." You will run whiteboarding sessions, brainstorming workshops, and strategy meetings with our most high-value prospects.
• Deal & Delivery Intelligence: Own the "Health of the Business" reporting. You will publish active deal lists and project status reports, ensuring no information silos exist between Sales and Services.
• Executive Storytelling: Build and present professional decks for external stakeholders, translating technical delivery details into executive-level value propositions.
• Process Professionalization: Drive consistency in how we scope, present, and report on work. You will help ensure that promises made during the sales cycle are clearly communicated to the delivery teams.
• Stakeholder Management: Work closely with the CRO, COO, and Services Leads to identify expansion opportunities within current accounts.

Benefits

• Benefits include health, dental, and vision insurance, 3 weeks paid vacation, paid sick leave, paid company holidays, Safe Harbor 401(k) with employer matching, continuing education stipend, and a 3-week paid sabbatical after your 5th anniversary

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed