3+ years in sales enablement or training in a B2B setting
Proven experience creating sales playbooks and competitive content
Skilled in designing and delivering onboarding programs
Strong instructional design and content development expertise
Exceptional PowerPoint and presentation skills
Excellent project management and organizational abilities
Strong written and verbal communication skills
Ability to collaborate across departments
Proficient in Adobe Creative Suite and Microsoft Office
Responsibilities
Develop sales playbooks, battle cards, and competitive messaging
Create and deliver onboarding and ongoing training programs
Manage seller readiness and product knowledge training
Partner with Sales Leadership for coaching and skill development
Gather field feedback to enhance sales content and training
Support Customer Success onboarding and enablement programs
Maintain a centralized sales content library
Benefits
Hybrid work schedule
Comprehensive health, dental, and vision benefits
401(k) with company match
Paid holidays and generous PTO
Professional development opportunities
Collaborative and growth-focused culture
Opportunity to shape a newly created strategic role
Direct collaboration with leadership to enhance sales performance
Join a stable, growing organization committed to innovation and safety
Full Job Description
Hybrid | Chicago, IL | Full-Time | Excellent Benefits
Are you passionate about helping sales teams perform at their highest level? Do you enjoy creating impactful training programs, developing sales content, and equipping teams with the tools they need to win?
Labelmaster is seeking a Sales Enablement Senior Manager to support and strengthen our Sales and Customer Success organizations. In this newly created role, you will develop the content, training, and enablement programs that drive seller effectiveness, improve customer engagement, and accelerate revenue growth.
This is more than a traditional training role. You'll partner closely with Sales, Marketing, and Customer Success leaders to build onboarding programs, create seller playbooks, develop competitive messaging, and ensure our teams are prepared to effectively engage buyers throughout the customer journey.
What You'll Do
Develop sales playbooks, battle cards, case studies, and competitive messaging
Create and deliver onboarding and ongoing training programs
Manage seller readiness, certifications, and product knowledge training
Partner with Sales Leadership on coaching and skill development
Gather field feedback and improve sales content and training initiatives
Support Customer Success onboarding and enablement programs
Maintain a centralized sales content library and resources hub
What We're Looking For Required
3+ years of sales enablement, sales training, or related experience in a B2B environment
Experience designing and delivering sales onboarding and training programs
Strong instructional design and content development skills
Exceptional PowerPoint and presentation development capabilities
Strong project management and organizational skills
Excellent written and verbal communication skills
Ability to collaborate effectively across multiple departments
Proficiency with Adobe Creative Suite and Microsoft Office applications
Preferred
Experience with sales enablement platforms such as Highspot, Seismic, or similar solutions
Experience with Learning Management Systems (LMS)
CRM experience, including Microsoft Dynamics 365 or equivalent platforms
Video learning and e-learning authoring experience (Articulate, Camtasia, or similar)
Experience in regulated industries
Background supporting both Sales and Customer Success organizations
Why You'll Love Working Here
Hybrid work schedule
Competitive compensation ($125,000 - $135,000)
Comprehensive health, dental, and vision benefits
401(k) with company match
Paid holidays and generous PTO
Professional development opportunities
Collaborative and growth-focused culture
Opportunity to build and shape a newly created strategic role
Work directly with leadership to drive sales and customer success performance
Join a stable, growing organization committed to innovation and safety
Who You Are
Passionate about helping sales professionals succeed
A confident trainer and facilitator who enjoys presenting to teams
Collaborative, curious, and solutions-oriented
Highly organized and detail-focused
Adaptable and comfortable in a fast-paced environment
Proactive in identifying opportunities and recommending improvements
Customer-focused and committed to delivering business results
Ready to make an impact? Apply today and help build the tools, training, and programs that enable our teams to succeed and our customers to thrive. #zip
