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Account Executive

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: JumpSeat
Full Time position
Listed on 2026-01-08
Job specializations:
  • Sales
    Business Development, B2B Sales, Sales Development Rep/SDR, Sales Manager
  • Business
    Business Development
Salary/Wage Range or Industry Benchmark: 70000 USD Yearly USD 70000.00 YEAR
Job Description & How to Apply Below

Jump Seat exists to eliminate random acts of sales and marketing.

Jump Seat is a hybrid creative agency + advisory organization. We work alongside B2B marketing and revenue-generating teams in the US to drive financial growth and success for our clients across various business focus areas including creative, demand generation, sales, business development, and operations.

Our team has an immediate opening for an Account Executive to drive new business development and revenue growth as we scale by 35-40% in 2026.

The Opportunity

We're looking for a hunter mentality with agency DNA. As our Account Executive, you'll be responsible for bringing in new revenue while helping us expand our footprint across B2B industries including SaaS, manufacturing, transportation, and beyond.

This isn't a transactional sales role—you'll be consultative, strategic, and deeply embedded in understanding how creative and demand generation services drive measurable business outcomes for mid‑market and enterprise clients.

Responsibilities and Expectations
New Business Development (70-75%)
Prospecting & Pipeline Generation
  • Build and manage a robust pipeline of qualified opportunities within target industries (SaaS, manufacturing, B2B services, transportation)
  • Conduct outbound prospecting through strategic outreach, leveraging Linked In, email campaigns, referrals, and industry events
  • Identify and engage decision-makers at director level and above in marketing, revenue operations, and business development
  • Qualify leads based on budget, authority, need, and timeline (BANT methodology)
Consultative Sales Process
  • Lead discovery conversations to uncover client pain points across creative, demand generation, sales enablement, and operational challenges
  • Craft compelling, customized proposals that position Jump Seat's hybrid agency + advisory model as the solution to client business objectives
  • Deliver persuasive presentations (virtual and in-person) that communicate value and ROI clearly
  • Navigate complex B2B buying processes with multiple stakeholders
  • Negotiate contract terms and close deals ranging from $70K to $1,000,000 annually
Strategic Partnerships
  • Build relationships with complementary service providers, technology platforms, and industry networks to generate referral business
  • Represent Jump Seat at industry events, conferences, and networking opportunities
  • Develop case studies and success stories in collaboration with account management teams to fuel future sales efforts
Account Transition & Client Success (25-30%)
Seamless Handoffs
  • Partner with Strategic Account Managers to ensure smooth client onboarding and transition from sales to delivery
  • Maintain relationships with key clients post-sale to identify expansion and upsell opportunities
  • Support account teams in quarterly business reviews when strategic upsells are on the table
Internal Collaboration
  • Work closely with leadership to refine positioning, pricing, and packaging based on market feedback
  • Provide insights on competitive landscape, buyer objections, and emerging opportunities
  • Collaborate with marketing to develop sales enablement materials, case studies, and thought leadership content
What Success Looks Like
Year 1 Goals:
  • Generate new closed-won revenue
  • Build a pipeline valued at 3-4x your quota
  • Maintain a close rate of 25-30% on qualified opportunities
  • Establish Jump Seat as a recognized solution provider in 1-3 key verticals
  • Develop a repeatable, scalable sales process that can be replicated as the team grows
Our Ideal Candidate Has
  • 5+ years of B2B sales experience, with at least 3-5 years selling SaaS solutions or agency services (creative, demand generation, or marketing technology preferred)
  • Proven track record of meeting or exceeding quota ($400K+ in annual new business)
  • Experience selling solutions with deal cycles of 30-90 days
  • Startup or high-growth agency experience strongly preferred—you're comfortable wearing multiple hats and building processes from scratch
  • Bachelor's degree in business, marketing, or related field
Core Competencies
  • Exceptional communication skills: You can articulate value, tell compelling stories, and tailor your message to different audiences (CMOs, VPs of Sales, Operations leaders)
  • Consultative selling approach: You lead with curiosity, ask great questions, and position solutions around business outcomes—not features
  • Strategic thinking: You understand how creative and demand generation services drive pipeline, revenue, and brand equity
  • Resourcefulness and initiative: You don't wait for leads to come to you—you create opportunities through hustle, creativity, and persistence
  • Tech-savvy: Proficiency with CRM platforms (Hub Spot, Salesforce), sales engagement and prospecting tools (Apollo, Outreach, Clay, Linked In Sales Navigator) and AI.
  • Data-driven: You track metrics, optimize your approach, and forecast accurately
  • Self-motivated: Whether full-time or fractional, you operate with autonomy and take ownership of your results
Nice to Have
  • Existing network or relationships within SaaS,…
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