Account Executive - Sales

Bundle delivers live 1:1 leadership and manager training with expert instructors. No micro-lessons, no click-through tutorials, just real conversations that build skills people actually use. We work with enterprise and mid-market companies across manufacturing, healthcare, construction, and beyond, and we’ve hit our goals six quarters in a row. Now we’re building toward where performance management meets live leadership development.

• →Build and own your pipeline. Prospect daily through cold calls, email, and LinkedIn; the majority of your opportunities should be self-sourced.
• →Run the full sales cycle: identify target accounts, reach decision-makers, run discovery and pitches, negotiate pricing and terms, and close. 
• →Work from and improve our proven outbound playbook, including message templates, target lists, and pain-point-led outreach.
• →Partner with marketing on shared target accounts so outbound and inbound warm the same buyers.
• →Travel to industry conferences and events to build pipeline, booking meetings before you go and sourcing new leads on the ground.
• →Hit daily, weekly, and quarterly activity and pipeline metrics.
• →Meet and exceed quarterly sales quota.
• →Track and update all sales activities and contacts in the CRM.

• 2+ years of full-cycle closing experience where you sourced most of your own pipeline. Be ready to walk us through what percentage of your pipeline you personally generated and how.

• Proven success with cold outreach (calls, email, LinkedIn) and a track record of new logo acquisition in an underdeveloped or under-penetrated territory.

• Experience selling to HR, People, or L&D buyers (CHRO, CPO, Head of L&D, or similar).

• Startup experience at a company under 100 people, ideally as one of the first few salespeople, and a genuine preference for early-stage building over big-company infrastructure.

• Proven track record of meeting sales quota and metrics.

• Independent work ethic with the ability to problem-solve; outstanding verbal and written communication skills.

• Experience with HubSpot or a comparable CRM.

• You were an early or founding sales hire somewhere before.
• Past experience at a performance management, leadership development, coaching, or L&D technology company.