Commercial Enablement Director

Siteimprove • Minneapolis, MN

51d

About The Position

Siteimprove is seeking a Director, Commercial Enablement to support the strategy, execution, and evolution of enablement across our global revenue organization. This role will be responsible for building and scaling enablement programs that empower our sales, partnerships, marketing, and customer-facing teams to perform at a high level and drive consistent revenue growth.
As a strategic and hands-on leader, you will help develop and execute a modern enablement framework that accelerates ramp time, improves win rates, supports cross-sell and expansion opportunities, and enhances the effectiveness of our GTM teams. You will partner closely with Sales, Marketing, Product, Customer Success, and Revenue Operations to ensure customer-facing teams have the tools, content, methodologies, and training needed to succeed.
This role will contribute to strengthening our revenue organization by supporting scalable processes, leveraging data and insights, and incorporating modern technologies and AI-enabled capabilities to improve sales productivity and performance.
With a focus on collaboration, customer-centricity, and data-driven decision making, the Director of Commercial Enablement will play a key role in advancing a high-impact enablement function that supports Siteimprove’s continued growth.

Requirements

• 8+ years of professional experience in sales enablement, sales operations, or related go-to-market roles
• 2 to 4 years of experience leading or mentoring enablement initiatives or small teams in B2B SaaS environments
• Demonstrated success building and improving enablement programs within growing organizations
• Experience supporting structured sales methodologies (e.g., MEDDIC, MEDDPICC, Value Selling)
• Solid understanding of the B2B SaaS sales lifecycle and go-to-market motions
• Experience working with modern GTM technology platforms including Salesforce, Highspot (or similar), Gong (or similar), and Outreach (or similar)
• Strong analytical skills with the ability to measure effectiveness and impact of enablement programs
• Proven ability to collaborate cross-functionally and manage key stakeholder relationships
• Ability to influence mid-to-senior level stakeholders and drive alignment across teams
• Strong written and verbal communication skills with the ability to clearly convey ideas to different audiences

Nice To Haves

• Prior quota-carrying or customer-facing experience
• Experience leveraging AI-enabled tools to enhance sales coaching and productivity
• Experience supporting enterprise or multi-product SaaS platforms

Responsibilities

• Support the development and execution of a commercial enablement strategy aligned with Siteimprove’s revenue objectives and GTM priorities
• Partner with revenue leadership, marketing, product, and operations to support key initiatives such as pipeline growth, product adoption, and cross-sell opportunities
• Provide insights and recommendations to improve sales productivity and enhance revenue processes
• Lead the design and delivery of onboarding programs that accelerate ramp time and help new hires achieve productivity quickly
• Support the implementation and reinforcement of scalable sales methodologies and frameworks (e.g., MEDDIC, MEDDPICC)
• Develop and deliver ongoing training programs to build skills, strengthen product knowledge, and drive consistent execution
• Drive the development and delivery of sales materials, playbooks, messaging frameworks, and enablement content
• Partner with Product Marketing and Marketing to ensure field teams are equipped to support product launches and customer conversations
• Ensure enablement resources are organized, accessible, and effectively utilized by the field
• Support optimization of the enablement tech stack including Salesforce, Highspot, Gong, Outreach, and other platforms
• Drive adoption of tools and systems that improve seller productivity and performance visibility
• Identify opportunities to leverage AI-enabled capabilities such as conversation intelligence, coaching insights, and workflow automation
• Define and track KPIs to measure enablement effectiveness, including ramp time, win rates, pipeline growth, deal size, sales cycle velocity, and quota attainment
• Use data-driven insights to refine programs and improve outcomes
• Provide regular reporting and insights to leadership on enablement performance and areas for improvement
• Lead and develop a high-performing enablement team, fostering collaboration, accountability, and continuous learning
• Partner cross-functionally with sales, customer success, marketing, and operations to drive alignment
• Promote best practices and continuous improvement across the revenue organization
• Travel may be required; a valid passport is required
• Perform other duties as assigned

Benefits

• Open Paid Time Off (OPTO) program for vacation, personal illness, mental health, or to care for a family member
• 11 paid holidays
• Volunteer leave
• National medical plan
• Dental
• Vision
• Paid maternity leave
• Paid paternity leave
• HSA
• Flex
• Employer-sponsored short-term, long-term disability
• Discounts to volunteer plans to meet your family needs
• 401(k) with a company match

What This Job Offers

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