Mid-Market Account Executive

• Managing complex, multi-threaded sales cycles for Mid Market prospects (251-1,000 employees), closing inbound opportunities from the West and Central US regions while driving targeted outbound campaigns into dedicated territory states.
• Partnering closely with a dedicated Business Development Representative (BDR) to co-develop and execute strategic territory plans that drive qualified pipeline.
• Executing LearnUpon's Value Based Selling methodology across key pipeline milestones: Value Discovery, Value Mapping, Solution Demos, and Finalist negotiation using Mutual Action Plans (MAPs).
• Partnering with our internal AI Operations resources and utilizing AI tools (e.g., Gemini, Claude etc.) to streamline research, account planning, and day-to-day workflow efficiency.
• Conducting outbound territory mapping and account strategy using ZoomInfo, LinkedIn Sales Navigator, and Gong to generate high-value sales qualified leads (SQLs).
• Delivering engaging, high-impact platform presentations and tailored product demonstrations via Zoom that convey the transformational value of our Agentic Learning Platform to multi-stakeholder evaluations.
• Maintaining precise pipeline hygiene, multi-stage opportunity mapping, and forecasting discipline within Salesforce across all sales stages (Stage 0 through Stage 6).
• Collaborating cross-functionally with Pre-Sales, Customer Success, and the Implementation team to progress opportunities and secure long-term client partnerships.

• 4+ years of B2B SaaS sales experience, including a track record of closing larger average deal sizes and navigating complex sales cycles.
• Proven ability to multi-thread complex deals across diverse buying committees and decision-makers (from Champions to C-level leadership).
• Demonstrated experience partnering effectively with dedicated Business Development Reps (BDRs) to build outbound territory strategies and qualified pipeline.
• Experience or strong familiarity with AI tools (such as Gemini, Claude, or ChatGPT) and a rapid adaptability to learn new AI-driven sales workflows.
• Proven track record in executing consultative, value-based selling techniques and managing full-cycle sales.
• High proficiency in pipeline forecasting, opportunity hygiene, and modern tech stacks (Salesforce, ZoomInfo, LinkedIn Sales Navigator, Gong).
• Exceptional written, verbal, and presentation skills with an ability to communicate effectively with senior executive stakeholders.
• High coachability, curiosity, and comfort working in an evolving product landscape where innovation and technology move quickly.

• Direct experience selling in the elearning, Learning Management System (LMS), or HR Tech spaces.
• Familiarity with structured Value Based Selling frameworks, Mutual Action Plans (MAPs), or MEDDPICC.
• Experience navigating sales across Central or Western US geographic territories.
• Bachelor's degree in Business, Communications, Technology, or a related field.

*If you don’t tick every box but believe this role is a mutually good fit, please don’t hesitate to apply. We’d love to hear from you.

From comprehensive rewards and generous time off to meaningful investment in your growth and development, LearnUpon gives you the support, trust, and opportunity to do the most impactful work of your career.

Learn more here. 

• Qualified applicants may be invited to an initial screening call with a member of our TA Team.
• Successful candidates will be invited to a series of practical interviews.
• Finally, candidates will have an interview with our Head of Sales.
• Successful candidates will be contacted with an offer to join our team.

Note: At LearnUpon, we utilise AI to enhance the speed and quality of our screening and assessment practices, but our hiring decisions are always human. 

If you need any accommodations during the hiring process, please reach out to us at peopleops@learnupon.com.

We do not discriminate on the basis of gender, marital status, family status, age disability, sexual orientation, race, religion, membership of the Traveller community, or any other legally protected status.

Check out our Careers site and Instagram to learn more about working at LearnUpon.

By submitting your application, you agree to LearnUpon's Privacy Policy.