Swiftly

Director, Sales Enablement

Swiftly$150K — $175K *
US-AnywhereRemote in United States
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree in marketing, business administration, or a related field
  • 7+ years experience in Sales Enablement, Marketing, and/or Sales
  • Proven track record in Sales Enablement with a focus on content development and training
  • Strong background in B2B marketing with expertise in messaging and positioning
  • Excellent communication skills to simplify complex concepts
  • Hands-on experience with sales enablement tools and platforms
  • Exceptional project management skills in a fast-paced environment

Responsibilities

  • Design and produce high-quality sales enablement materials
  • Translate product updates into seller-ready narratives in collaboration with Product Marketing
  • Maintain an accessible, up-to-date enablement content library
  • Develop and deliver training programs for sales and customer success teams
  • Manage role-specific learning paths for various team members
  • Lead ongoing enablement sessions to ensure product understanding and skill development
  • Define and track key KPIs to measure enablement effectiveness

Benefits

  • Remote work flexibility
  • Collaborative work environment
  • Professional development opportunities
  • Engagement with cross-functional teams
  • Potential for roles that influence company-wide strategies
Full Job Description
Position Summary:

Swiftly is looking for a dynamic and experienced Director of Sales Enablement to join our team and serve as the critical bridge between Product Marketing, Sales, and Customer Success. This high impact role will translate complex product capabilities and go-to-market strategies into compelling, seller-ready training and certification materials that empower our revenue teams to effectively communicate our value proposition and close deals.

This position will own the end-to-end enablement lifecycle, from content creation (building upon existing and new materials generated from Product Marketing) and training program design to performance measurement, ensuring our sellers and success managers are confident, informed, and equipped to bring our capabilities to market with clarity and consistency.

Responsibilities Include:

  • Design and produce high-quality sales enablement materials including pitch decks, one-pagers, talk tracks, battle cards, and objection-handling guides
  • Partner closely with Product Marketing to translate product updates and positioning into seller-ready narratives and assets
  • Maintain a centralized, up-to-date enablement content library accessible to all revenue-facing teams
  • Ensure all materials reflect consistent brand voice, messaging hierarchy, and competitive differentiation
  • Develop and deliver internal training programs, workshops, and onboarding curricula to educate sellers on product capabilities, positioning, and sales methodology
  • Build and manage role-specific learning paths for Sellers and Customer Success Managers
  • Lead ongoing enablement sessions including product launch readiness, competitive updates, and skills-based coaching
  • Partner with Sales leadership to identify skill gaps and design targeted programs to address them
  • Serve as the connective tissue between Product Marketing, Sales, and Customer Success, ensuring a cohesive and consistent go-to-market approach
  • Collaborate with Product Marketing on launch readiness, ensuring sellers understand new capabilities before they hit the market
  • Partner with Revenue Operations to align enablement efforts with pipeline metrics and sales performance data
  • Act as a feedback loop between the field and internal teams to continuously refine messaging and materials based on real-world seller experiences
  • Define and track key enablement KPIs including content adoption, training completion rates, ramp time, and impact on win rates
  • Continuously assess the effectiveness of enablement programs and iterate based on data and seller feedback
  • Manage enablement tools and platforms (e.g., LMS, sales content management systems)
  • Other duties as assigned


Required Qualifications:

  • Bachelor's degree in marketing, business administration, or a related field
  • 7+ years experience spanning Sales Enablement, Marketing, and/or direct Sales roles
  • Demonstrated experience in a Sales Enablement or Revenue Enablement function, with ownership over content, training, and programs
  • Background in B2B marketing, product marketing, or demand generation with a strong grasp of messaging, positioning, and content strategy
  • Experience working directly in or alongside a Sales or Customer Success team
  • Exceptional written and verbal communication skills with the ability to distill complex ideas into clear, compelling narratives
  • Strong presentation and visual storytelling skills, you know how to build a deck that sells
  • Highly collaborative with a track record of building trust across Marketing, Sales, and Product teams
  • Data-driven mindset with experience tracking enablement metrics and tying programs to business outcomes
  • Proficiency with enablement tools and platforms (e.g., Highspot, Seismic, Showpad, Salesforce, Gong)
  • Excellent project management skills with the ability to manage multiple initiatives simultaneously in a fast-paced environment
  • Strong executive presence and ability to present to and influence senior stakeholders
  • Must be authorized to work in the United States without the need for current or future visa sponsorship


Preferred Qualifications:

  • Digital Media strategy and planning
  • Direct experience working with Grocery and C-Store chain
  • Experience in a high-growth SaaS or technology company
  • Familiarity with sales methodologies (e.g., MEDDIC, Challenger, SPIN Selling)
  • Experience building an enablement function or practice from the ground up
  • Background in Customer Success enablement and Sales


$150,000 - $175,000 a year

The salary range is based on the candidates experience as it relates to the role.

#LI-Remote

Note: This position is not eligible for visa sponsorship. Applicants must be authorized to work in the U.S. without the need for current or future sponsorship.

About Swiftly

Swiftly is a technology company that provides transit data and analytics to cities and transit agencies. The company's platform helps transit agencies improve their operations and provide better service to riders. Swiftly's products include real-time vehicle tracking, passenger information displays, and data analytics tools. The company was founded in 2014 and is headquartered in San Francisco, California.
Learn more about Swiftly
Size
50 employees
Industry
Founded
2018

Similar Jobs

More Business Services Jobs

Find similar Director, Sales Enablement jobs: