Mid-Market Account Executive

LearnUpon

$80K — $95K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 4+ years of B2B SaaS sales experience with large deal sizes
  • Proven success in navigating complex sales cycles and multi-threading deals
  • Experience collaborating with Business Development Reps on outbound strategies
  • Familiarity with AI tools like Gemini, Claude, or ChatGPT
  • Track record in value-based selling and full-cycle sales management
  • Proficient in forecasting and using Salesforce and related tech stacks
  • Exceptional communication skills for engaging with senior executives

Responsibilities

  • Manage complex sales cycles for Mid Market prospects (251-1,000 employees)
  • Partner with a Business Development Rep to execute territory plans
  • Implement Value Based Selling methodology through key sales milestones
  • Utilize AI tools to enhance account planning and workflow efficiency
  • Conduct territory mapping to generate qualified leads
  • Deliver impactful product demonstrations via Zoom
  • Maintain pipeline hygiene and forecasting discipline in Salesforce
  • Collaborate with cross-functional teams to secure client partnerships

Benefits

  • Hybrid work mode with flexibility in Salt Lake City office
  • Supportive sales environment empowered by AI tools
  • Collaborative culture with a focus on integrity and excellence
  • Opportunities for professional growth and development
  • Engagement with innovative educational technology solutions
Full Job Description
Work Mode: Hybrid 3+ days per week in our Salt Lake City office

Department: Sales

Our Sales team is evolving in response to strong demand for LearnUpon's platform and our newly launched Agentic Learning Platform (ALP). To support this momentum, we are hiring an Corporate Account Executive who loves to win, operates with high integrity, thrives in a collaborative environment, and brings exceptional organizational skills. In this role, you will drive revenue growth through a strategic mix of winning net-new logos (via inbound leads and self-generated prospecting) and expanding existing customer relationships alongside our Customer Success team. Supported by an AI-first sales operations environment-our Account Executives are empowered to maximize efficiency, consult with key decision-makers, and consistently exceed their targets.

About the Opportunity

As a Mid Market Account Executive reporting to the Sales Manager, you will serve as a key catalyst for LearnUpon's revenue growth across the Mid Market segment (companies with 251-1,000 employees). Operating within an evolving, AI-empowered environment, you will manage complex evaluations and sell both our platform and the vision of AI-driven learning. You will guide multi-threaded buying committees through LearnUpon's proprietary Value Based Selling methodology-from initial discovery and value mapping to final executive alignment and deal execution.

In addition, you'll be responsible for:
  • 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.


Skills & Experience

Must-Haves
  • 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.


Nice-to-Haves
  • 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.

Hiring Process
  • 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 [email protected].

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