Head of Sales Enablement
Ready to shape a global sales engine and leave a legacy? Let’s build something remarkable together.
Join Esker as Head of Sales Enablement
Shape the future of a €200M+ AI-powered SaaS trailblazer
Esker is entering a new era of global growth, backed by world-class investors and driven by bold ambition: transforming how enterprises operate with AI-powered solutions for the Office of the CFO. We’re looking for a thoughtful, strategic Head of Sales Enablement to lead us through our next stage of scale—toward €500M+ in revenue and global market leadership.
As Esker continues to scale globally, we’re seeking a Head of Sales Enablement who will elevate the performance of our sales and partner organizations. In this strategic leadership role, you will drive measurable impact by ensuring teams are equipped with the knowledge, tools, and resources needed to deliver consistent, value‑based customer engagement. Your work will directly influence productivity, strengthen sales effectiveness, and accelerate revenue growth through the creation and execution of scalable, high‑impact enablement programs worldwide.
Reporting to the Global Head of Value, the Head of Sales Enablement will lead a global enablement team and partner closely with sales and go‑to‑market leaders across regions. You will shape and enforce a cohesive enablement strategy—championing the adoption of core sales methodologies, unified messaging, and best practices that empower teams to win consistently and deliver exceptional customer value.
What You’ll Lead
Strategic Leadership
Define and execute Esker’s global sales enablement vision, with clear frameworks, playbooks, and processes that scale across markets and product lines.
Partner with Sales, Marketing, and Product leaders to align enablement initiatives with Esker’s growth priorities, including upsell and cross-sell programs.
Provide thought leadership on Esker sales methodology, knowledge transfer, and competitive positioning to drive measurable improvements in revenue outcomes.
Team Management
Build, organize, and develop a global sales enablement team of subject matter experts in industry trends, product capabilities, and sales processes.
Foster a culture of collaboration, accountability, and continuous improvement.
Ensure the enablement team delivers consistent value to sales and partner organizations.
Enablement Programs
Design and deliver onboarding and continuous learning programs that shorten ramp-up time and increase quota attainment.
Codify sales best practices through playbooks, case studies, and training materials accessible through Esker’s enablement platforms.
Support new product launches by preparing sales teams with compelling positioning, messaging, and customer-facing resources.
Competitive & Market Insights
Deliver and manage structured competitive insights to analyze Esker’s competitive landscape.
Provide feedback loops to Sales, Marketing, and Product leaders to inform strategy and execution.
Field Engagement
Partner with regional sales and partner leaders to adapt enablement programs to local contexts and partner ecosystem while maintaining global consistency.
Spend regular time with field teams to understand “front-line reality” and adjust enablement deliverables to meet emerging needs.
Measurement & Impact
Establish KPIs to evaluate enablement effectiveness (e.g., ramp time, pipeline health, win rates).
Use data-driven insights to continuously refine enablement strategy and execution.
Report on enablement impact to the Global Head of Value and Sales leadership.
What You Bring
Bachelor’s degree required; MBA or equivalent preferred.
10+ years in Sales, Presales, Sales Enablement, or Go-to-Market roles in a B2B SaaS environment, with at least 5+ years managing high-performing teams.
Strong industry background in financial management software, including ERP and financial applications such as General Ledger, Accounts Payable, Accounts Receivable, and Customer Service.
Extensive experience working with Office of the CFO personas, including CFOs, Treasurers, Controllers, and finance operations leaders—able to tailor messaging, value propositions, and product positioning to senior financial decision-makers.
Proven success designing, scaling, and measuring global enablement programs.
Superior proficiency in presentations, spreadsheets, and business writing.
Willingness to travel globally (20–30%).
This is a pivotal leadership opportunity to join one of Europe’s most exciting enterprise SaaS success stories—where your impact will be felt across continents.
US Salary Range: $200,000-250,000 total compensation package
We are currently not accepting applicants for this role from HI, AK, CA, MT, or DC.
Applicants interested in this role and who are not located in the US may request the annual salary range for their location during the interview process.
This posting will close Tuesday, February 10th at 12 PM CT.
Employee Benefits
Student loan repayment assistance
Flexible work schedule, summer hours, and work from home options
Profit sharing options
Paid time off for community outreach and volunteer opportunities
Yearly stipend for employee wellness, hobbies, or educational activities
Dog-friendly work environment
Competitive salary and benefits package
Come as You Are
Esker is an equal opportunity employer that celebrates diversity and is committed to maintaining an inclusive and mutually respectful work environment. We do not discriminate against any qualified applicants on the basis of: race, color, national origin, religion, age, sex, sexual orientation, gender identity or expression, pregnancy, disability, medical history, military or veteran status, and any other characteristic protected by applicable law.
- Department
- Sales
- Locations
- Remote, Esker - Middleton, Esker - Lakewood
- Remote status
- Fully Remote
About Esker U.S.
Esker is an international software provider specializing in the digitalization of business process cycles.
Our mission? To unlock strategic value for finance and customer service teams, simplify the daily tasks of our thousands of users, and strengthen client-supplier relationships through our Cloud platform.
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