Mid-Market Enablement Manager
Sales Enablement | USA

About Connecteam

Connecteam is a TLV-based SaaS scale-up on a mission to transform work for the 80 % of the global workforce that doesn’t sit at a desk. Our all-in-one platform empowers thousands of businesses to simplify scheduling, communication, and daily operations so managers have the peace of mind to grow and run their companies.

What’s the job?

If you’re passionate about coaching sellers, developing leaders, and turning data-driven insights into high-impact sales programs—this is your next career move. You’ll build playbooks that help reps win bigger, faster, and smarter.

As our Mid-Market Enablement Manager, you’ll architect and run the enablement engine that powers our global Mid-Market sales pod (100+). Your north star: equip every rep with what they need to succeed today and keep improving tomorrow.

What you’ll be doing

• Coach leaders and reps on methodology, deal strategy, and career progression.
• Create individual development plans to help AEs advance to senior roles.
• Coach and lead Mid-Market onboarding for the first 3 months to ensure fast, confident ramp-up.
• Design and deliver live and on-demand training that improves core KPIs (win rate, ACV, cycle length, time-to-first-deal).
• Build and maintain playbooks and demo frameworks—from discovery to close.
• Champion AI-driven innovation by evaluating, piloting, and rolling out tools that sharpen discovery, proposal creation, competitive research, and coaching.
• Partner with Product Marketing & BizOps to translate product releases, competitive intel, and data insights into seller-ready assets (battle cards, ROI calculators, talk tracks).
• Be an active member of the sales leadership team, contributing to strategy and decision-making that drive team performance.
• Analyze sales performance to identify skill gaps and high-impact behaviors.
• Share findings and clear next steps with frontline managers and leadership.

Qualifications

• 3+ years of quota-carrying Mid-Market or Enterprise SaaS sales experience, consistently exceeding targets.
• Passion for coaching, process design, and knowledge sharing.
• Excellent communication, facilitation, and cross-functional collaboration skills.
• Analytical mindset: able to use data to diagnose performance gaps and prioritize initiatives.
• Familiarity with selling to deskless employees and understanding that market is a plus.
• Experience working with global teams.
• Formal sales methodology training (MEDDPICC, Challenger, Sandler, etc.) is a plus.

Joining Connecteam is the smart move

• We invest in people. Budget for professional development, enablement certifications, and industry events.
  
  
• Real product impact. Your insights from the field feed directly into roadmap priorities that shape how 80 % of the workforce operates.
  
  
• Ownership & autonomy. Run enablement like a product—set the vision, ship iterations, measure outcomes.
  
  
• Culture that cares. Weekly happy hours, global off-sites, and an inclusive team that celebrates diverse voices.

Joining Connecteam Is The Smart Move:

• We build our people up. Every team member is treated as a long-term investment and we recognize the value in always nurturing and training them so they can go above and beyond in their skills and job duties.
• We make an impact on our customer’s business. We are on a mission to provide managers of all business types and sizes with the tools they need to communicate, operate, engage, and run their deskless workforce. Our product offers them an effective and affordable solution to run their business.
• We get the job done. Connecteam employees are passionate in executing their job duties so they can drive the company forward and provide real value to our customers.
• We have fun! From weekly happy hours to holiday parties, we always enjoy each other’s company (and good food, of course). Connecteam is like one big, happy family!
• Everyone is welcome. Connecteam is committed to building an encouraging, caring, and supportive environment. We share a responsibility to support our team and enrich their lives.

Together we will shape the future of work!

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