Head of Sales - Professional Services

Kindly read the full job description before applying. This is a highly specialized role that requires a proven track record of building the enterprise sales function and playbook within the professional services industry.

Retained Search:
Head of Sales

We are conducting a retained executive search for a newly created Head of Sales opportunity with a rapidly growing professional services firm. This is a rare opportunity to architect and lead an enterprise sales organization from the ground up while partnering directly with the founder to drive the company's next phase of growth.

This role is ideal for a proven sales executive who has successfully built an enterprise sales playbook within a professional services organization, established scalable sales processes, and consistently sold complex, consultative engagements to middle-market companies ($100M+ in revenue) and executive decision-makers.

The Head of Sales will assume ownership of the entire revenue organization, inheriting an existing team while designing the strategy, systems, and processes needed to build a world-class sales function.

Success in this role requires someone who can both personally close complex enterprise opportunities and create the infrastructure that allows an entire team to scale. This leader will partner closely with marketing, customer success, and executive leadership to build a predictable, repeatable revenue engine.

• Develop and execute the company's enterprise sales strategy.
• Build and document a scalable sales playbook, including methodology, process, onboarding, and coaching programs.
• Lead, mentor, and grow a team of approximately 10 sales professionals, including inside sales, account executives, business development representatives, and customer success leadership.
• Personally lead and close strategic, high-value opportunities.
• Build relationships with C-suite executives including CEOs, CFOs, Controllers, Owners, and other senior financial leaders.
• Establish forecasting discipline, pipeline management, and KPI reporting utilizing Hub Spot CRM.
• Create and expand channel partnerships and referral relationships that generate qualified inbound opportunities.
• Drive accountability through consistent coaching, pipeline reviews, forecasting, and performance management.

We're seeking an executive who has built and scaled enterprise sales organizations within professional services or adjacent industries.

• 15–20 years of progressive B2B sales experience.
• Demonstrated success creating an enterprise sales playbook from the ground up.
• Experience selling professional services, consulting, financial services, tax, technology-enabled services, SaaS, HR solutions, or similar complex offerings.
• Extensive experience selling consultative solutions to middle-market companies with $100M+ in annual revenue.
• Proven ability to engage sophisticated executive buyers including CEOs, CFOs, Controllers, business owners, and other financial decision-makers.
• Experience managing enterprise sales teams while remaining an active closer.
• Strong CRM discipline with Hub Spot or comparable enterprise platforms.
• Success developing strategic partnerships, referral channels, and indirect revenue sources.
• Stable career progression with strong tenure and demonstrated impact.

Within your first year you will have:

• Built and implemented a repeatable enterprise sales playbook.
• Established consistent forecasting, reporting, and CRM discipline.
• Increased enterprise pipeline and closed strategic new business.
• Elevated the performance of the existing sales organization through coaching and accountability.
• Launched or expanded a channel partner strategy that creates sustainable referral growth.
• Created the foundation for long-term, scalable revenue growth.

• Executive-level visibility reporting directly to the Founder.
• Opportunity to build the sales organization your way.
• Significant autonomy and influence over strategy.
• Existing sales infrastructure and appointment-setting resources already in place.
• Uncapped earning potential.
• Entrepreneurial environment with the resources and support to scale a high-growth business.
• Newly created role with meaningful long-term impact.

If you've successfully built enterprise sales organizations, developed repeatable sales playbooks within professional services, and have a track record of winning complex engagements with middle-market executive buyers, we'd welcome the opportunity to speak with you confidentially.

Thank you for understanding that only qualified candidates will be contacted