Demo

Account Executive (Remote)

JumpSeat
Chicago, IL Remote Full Time
POSTED ON 12/12/2025
AVAILABLE BEFORE 2/12/2026
JumpSeat exists to eliminate random acts of sales and marketing.JumpSeat 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 OpportunityWe'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 roleyou'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 ExpectationsNew Business Development (70-75%) Prospecting & Pipeline GenerationBuild and manage a robust pipeline of qualified opportunities within target industries (SaaS, manufacturing, B2B services, transportation)Conduct outbound prospecting through strategic outreach, leveraging LinkedIn, email campaigns, referrals, and industry eventsIdentify and engage decision-makers at director level and above in marketing, revenue operations, and business developmentQualify leads based on budget, authority, need, and timeline (BANT methodology)Consultative Sales ProcessLead discovery conversations to uncover client pain points across creative, demand generation, sales enablement, and operational challengesCraft compelling, customized proposals that position JumpSeat's hybrid agency advisory model as the solution to client business objectivesDeliver persuasive presentations (virtual and in-person) that communicate value and ROI clearlyNavigate complex B2B buying processes with multiple stakeholdersNegotiate contract terms and close deals ranging from $70K to $1,000,000 annuallyStrategic PartnershipsBuild relationships with complementary service providers, technology platforms, and industry networks to generate referral businessRepresent JumpSeat at industry events, conferences, and networking opportunitiesDevelop case studies and success stories in collaboration with account management teams to fuel future sales effortsAccount Transition & Client Success (25-30%) Seamless HandoffsPartner with Strategic Account Managers to ensure smooth client onboarding and transition from sales to deliveryMaintain relationships with key clients post-sale to identify expansion and upsell opportunitiesSupport account teams in quarterly business reviews when strategic upsells are on the tableInternal CollaborationWork closely with leadership to refine positioning, pricing, and packaging based on market feedbackProvide insights on competitive landscape, buyer objections, and emerging opportunitiesCollaborate with marketing to develop sales enablement materials, case studies, and thought leadership contentWhat Success Looks LikeYear 1 Goals:Generate new closed-won revenueBuild a pipeline valued at 3-4x your quotaMaintain a close rate of 25-30% on qualified opportunitiesEstablish JumpSeat as a recognized solution provider in 1-3 key verticalsDevelop a repeatable, scalable sales process that can be replicated as the team growsOur Ideal Candidate Has5 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 daysStartup or high-growth agency experience strongly preferredyou're comfortable wearing multiple hats and building processes from scratchBachelor's degree in business, marketing, or related fieldCore CompetenciesExceptional 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 outcomesnot featuresStrategic thinking: You understand how creative and demand generation services drive pipeline, revenue, and brand equityResourcefulness and initiative: You don't wait for leads to come to youyou create opportunities through hustle, creativity, and persistenceTech-savvy: Proficiency with CRM platforms (HubSpot, Salesforce), sales engagement and prospecting tools (Apollo, Outreach, Clay, LinkedIn Sales Navigator) and AI.Data-driven: You track metrics, optimize your approach, and forecast accuratelySelf-motivated: Whether full-time or fractional, you operate with autonomy and take ownership of your resultsNice to HaveExisting network or relationships within SaaS, manufacturing, or B2B service industriesExperience selling to marketing and revenue operations leadersFamiliarity with demand generation tactics (paid media, ABM, content marketing, sales enablement)CompensationThe structure is designed to reward both consistent pipeline development and closed-won deals:OTE: Base (70%) Commission (30%) contingent on new revenue generationWhat to Expect About This RoleThis is not a typical sales role. At JumpSeat, you're not just closing dealsyou're building relationships with clients who view us as a strategic extension of their team. You need to be as comfortable discussing brand strategy and creative campaigns as you are talking about pipeline metrics and ROI.You'll thrive here if you:Love the consultative nature of agency sales but want the structure and growth trajectory of a scaling businessAre energized by varietyno two prospects or industries are exactly alikeCan balance being a lone wolf hunter with being a collaborative team playerAre motivated by commission and the ability to directly impact company growthWant a seat at the table as we build something specialWhy JumpSeat?Fully Remote, Flexible Team: We're a distributed team across the US, Italy and Latin America.Growth Trajectory: You're joining at an inflection point as we scale by 35-40%. Your success directly contributes to our ability to scale, add capabilities, and expand into new markets.Diverse, High-Impact Clients: You'll work with ambitious B2B companies across SaaS, manufacturing, transportation, and more. Every deal is a chance to solve real business challenges with creative and strategic solutions.Culture of Collaboration: We act as an extension of our clients' teams, and we extend that same philosophy internally. You'll have the full support of our strategy, creative, and account management teams.Our Interview Process1. Initial Talent Conversation: Zoom Call (30 min)2. Hiring Manager Interview: Sales leadership discussion (45-60 min)3. Discovery Role-Play: Practical exercise simulating a client discovery call (30 min)4. Final Interview: Leadership team Q&A (45 min)

Salary : $400,000

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