Spot AI

Upper Mid-Market / Enterprise Sales Leader

Spot AI

full-time

Posted on:

Location Type: Remote

Location: Remote • 🇺🇸 United States

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Salary

💰 $140,000 - $280,000 per year

Job Level

Senior

About the role

  • You’ll lead a team of distributed Account Executives who are responsible for driving new business opportunities through both direct sales and strategic partnership and channel engagement. You’ll own team performance, help shape our sales strategy, and build repeatable motions that scale.
  • Coach, develop, and motivate a team of high-performing AEs to exceed quota
  • Hire and grow outbound-focused reps who take ownership of pipeline generation and thrive in the grind
  • Lead onboarding and ongoing skill development to sharpen outbound execution and deal progression
  • Partner cross-functionally with Marketing, Product, and RevOps to align GTM efforts
  • Drive pipeline generation strategy and support outbound excellence across the team
  • Own forecasting, pipeline hygiene, and team performance reporting
  • Bring customer and market feedback into product and strategic conversations
  • Operate with extreme accountability, ensuring your team hits numbers while improving every quarter

Requirements

  • 3–6 years of sales leadership experience, managing teams of at least 4–8 Upper Mid-Market and/or Enterprise AEs (deals have been $100K+ in ARR)
  • You’ve had at least one leadership role where you stayed long enough to build, iterate, and win, demonstrating your ability to drive sustained impact over time
  • You’ve hired, developed, and retained outbound sales hunters who thrive on pipeline creation, not just closing inbound leads
  • You’ve led mid-market and enterprise sales cycles with complex, value-based products and solutions, not lightweight SaaS tools
  • You’re comfortable navigating technical products, multiple stakeholders, and longer deal cycles across industries like manufacturing, construction, or retail
  • You know how to hire top talent and coach them to over-performance
  • You bring high business acumen and can help reps see beyond the product to real customer outcomes
  • You thrive in ambiguity, building structure where none exists and adjusting fast when things change
  • You’re hands-on. You listen to calls, jump in where needed, and lead from the front
  • You’re low ego, high accountability, and driven to win as a team.
Benefits
  • Annual On-Target Earnings up to $280,000, depending on demonstrated experience and competencies. OTE consists of a 50/50 base/commission split. Commission is paid monthly, and is uncapped.
  • Meaningful early stage equity
  • Medical, dental and vision plan options with little-to-no cost for employees and dependents
  • Company paid short- and long-term disability plans
  • Company paid life insurance
  • 401K with Employer Match

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
sales leadershippipeline generationforecastingteam performance reportingoutbound salesmid-market salesenterprise salesvalue-based productscustomer outcomesdeal progression
Soft skills
coachingteam motivationaccountabilitybusiness acumenadaptabilitycommunicationleadershipproblem-solvingcollaborationstrategic thinking