[Hiring] Sales Enablement Manager @#paid

Role Description

We're looking for an entrepreneurial and experienced Sales Enablement Manager to help take our Commercial team to the next level. This is a builder's role, ideal for a self-starter who thrives in fast-paced, lean environments and loves turning big ideas into scalable programs. You'll support the entire Commercial organization, with a strong focus on our core go-to-market teams, including Sales, Customer Success, Strategy, Paid Media, Partnerships and Measurement. You’ll own high-impact initiatives that shape how we sell, grow, and lead. This is your opportunity to have a huge impact on our performance and culture.

At #paid, we value resourceful thinkers, cross-functional collaborators, and problem-solvers who are comfortable with ambiguity and can operate with limited direction. If you're someone who is commercially-minded and cares deeply about helping teams grow, this role is for you.

Key Responsibilities

• Build from Scratch:
  • Develop and execute a comprehensive sales enablement roadmap focused on onboarding, skill development, sales effectiveness, and manager/leader training
• Own Onboarding:
  • Design and continuously evolve the onboarding experience for all new Commercial team members, ensuring a fast, consistent, and engaging ramp-up for Sales, Client Success, and Partnerships
• Coach & Develop:
  • Lead training programs on core sales skills such as discovery, value-based selling, storytelling, objection handling, and negotiation
• Empower Leaders:
  • Design and deliver manager development programs that build coaching capabilities, elevate team leadership, and drive performance at scale
• Analyze & Optimize:
  • Identify skill gaps and opportunities for improvement by analyzing performance data, listening to Gong calls, and gathering feedback from the team
• Partner Cross-Functionally:
  • Collaborate closely with Sales, Client Success, Marketing, Revenue Operations, and Product to ensure enablement programs are aligned with evolving business priorities and product launches
• Deliver Engaging Content:
  • Create and deliver dynamic learning experiences via live workshops, async content, coaching guides, and scalable toolkits
• Measure Success:
  • Establish a measurement framework with clear success metrics and feedback loops to optimize adoption and track the tangible impact of your programs on revenue
• Innovate:
  • Stay ahead of learning trends, sales innovations, and industry best practices, exploring and applying new technologies to reimagine how work gets done

Qualifications

• 5+ years of experience in sales enablement, learning & development, or a similar role, preferably at a fast-paced SaaS, AdTech, or creator economy company
• Proven success in building enablement programs from scratch, including onboarding, soft skills training, or manager/leader development
• A strong understanding of modern sales methodologies and the full buyer’s journey
• Excellent facilitation and communication skills, with the ability to lead engaging sessions for both individual contributors and leadership
• Strong project management skills, with the ability to prioritize, manage multiple initiatives, and execute autonomously
• An analytical and impact-driven mindset, using data and feedback to continuously refine programs and drive results
• A commercial mindset that understands how to enable sales teams to hit revenue targets and improve performance
• Highly collaborative, with experience influencing cross-functional stakeholders in a high-growth environment
• Comfortable with ambiguity and eager to roll up your sleeves to get things done in a lean, dynamic team
• Eagerness to explore and apply AI and emerging technologies to reimagine how work gets done

Nice to Have

• Firsthand experience in a sales role, or coaching salespeople and sales managers
• Familiarity with sales tools like Gong, Salesforce, Highspot, or similar platforms
• Experience working with limited budget/resources and scaling programs through scrappy, creative innovation
• A passion for the creator economy and a deep understanding of its landscape

Benefits

• Flexible vacation policy
• Competitive vision, dental and health benefits
• Team offsites and working hubs, and socials (yes, even remotely!)
• L&D budgets and RRSP/401K Matching Programs
• Culture focused on team values and continuous improvement
• Empowerment through meaningful career progression and autonomy to test new ideas