Sales Enablement Senior Manager — Hybrid & Playbooks

Labelmaster; Chicago (IL); Hybrid; USD 125,000 - 135,000; Full time

Benefits offered by this job

Hybrid schedule

Competitive pay

Health benefits

401(k) plan

Paid holidays & PTO

Professional growth

Team collaboration

Job summary

Labelmaster is seeking a Sales Enablement Senior Manager to develop content, training, and enablement programs that enhance seller effectiveness and accelerate revenue growth. You will partner with Sales, Marketing, and Customer Success to build onboarding, playbooks, and competitive messaging throughout the customer journey.

This newly created role focuses on shaping a strategic enablement function in a collaborative, growth-oriented environment with a hybrid work schedule in Chicago, IL.

Qualifications

• 3+ years of sales enablement, sales training, or related experience in a B2B environment.
• Experience developing seller playbooks, battle cards, sales tools, and competitive content.
• 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.

Responsibilities

• 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.

Skills

Presentation skills

Instructional design

Content development

Project management

Cross-functional collaboration

Verbal & written communication

PowerPoint

Proactive improvement

Tools

Adobe Creative Suite

Microsoft Office

CRM (Dynamics 365)

Highspot/Seismic

LMS

Articulate/Camtasia

Job description

Labelmaster is seeking a Sales Enablement Senior Manager to develop content, training, and enablement programs that enhance seller effectiveness and accelerate revenue growth. You will partner with Sales, Marketing, and Customer Success to build onboarding, playbooks, and competitive messaging throughout the customer journey.

This newly created role focuses on shaping a strategic enablement function in a collaborative, growth-oriented environment with a hybrid work schedule in Chicago, IL.