Remote - U.S. & Canada Only | Full-Time | OTE: $125,000-$150,000 (Base + Commission)GOOD ENOUGH ISN'T.Level is the digital marketing agency for brands ready to shatter yesterday's wins. We help high-consideration, complex businesses grow faster using a connected system of paid media, SEO, creative, web, data, and AI-powered iteration. We don't sell "campaigns." We sell compounding performance—built through daily optimization, relentless testing, and truth-first decision making.We're not hiring a Director to keep deals moving. We're hiring a closer who can lead executive conversations, uncover the real problem, and sell the right solution across a full performance marketing stack.RoleLevel Agency is hiring a driven, strategic Director of Sales to lead high-value pursuits, deepen enterprise relationships, and accelerate our outbound strategy. This role is for a senior seller who thrives in complexity, owns outcomes end-to-end, and knows how to win without waiting for permission.You will lead the charge on our most strategic opportunities—referrals, inbound, and RFPs—and help shape a modern outbound engine alongside the CRO, including oversight and partnership with our Inbound Manager and SDR functions.Important: This role requires someone who has sold for a digital marketing agency—not just media inventory, not just ad tech, not just software. You've sold integrated services and know how to build confidence in a multi-discipline approach.What You'll SellOur partners hire Level because our capabilities work together—and we evolve them as platforms change. You'll be selling a performance marketing system that includes:Paid Media Planning & Buying (search, social, programmatic, etc.)SEO + AI Search StrategyPerformance Creative & Content (hooks, iteration, production velocity)Web / Landing Page Development & Conversion OptimizationCRM, Lifecycle, and Marketing AutomationData Science, Measurement, and AnalyticsStrategy & Consulting for high-consideration journeysThis role is best suited for someone who has previously sold across these disciplines and can confidently represent an integrated performance marketing solution.Your ImpactAs Director of Sales, you'll own strategy + execution for complex, high-stakes deals while shaping how Level goes to market. You will:Lead the end-to-end sales process for strategic, high-value deals (inbound, referrals, RFPs)Build relationships with C-level buyers and close transformative client engagementsRepresent Level in Tier 1 rooms—credible, composed, and persuasive in executive conversationsTranslate ambiguous business problems into clear, board-level outcomes and scoped solutionsQuarterback internal pursuits by aligning cross-functional experts (paid, SEO, creative, web, data)Lead custom proposals and RFP responses with sharp positioning and strategic rigorMaintain a healthy pipeline and forecast with precision and truth (no vibes-based CRM)Drive $3-5M in new business annually with clear visibility into ROITravel to key client meetings, conferences, and internal summits as neededQualificationsYou'll thrive here if you:Have carried a quota and produced real revenue selling agency servicesCan close 6-7 figure deals with multi-stakeholder buyer groupsCan confidently sell paid media + SEO + creative + web + analytics as one systemRun executive discovery like a pro: crisp, consultative, and high-control (in a good way)Know how to sell outcomes without over scoping, and hold scope without getting "commoditized"Use AI to move faster and sharper—researching, messaging, prospecting, and preparingWant to win and want your work measuredYou will struggle here if you:Need layers of hierarchy to get things doneRely only on your network and don't have repeatable sales craftHave only sold one slice (e.g., "media only" / "SEO only") and can't sell integrated servicesGet uncomfortable when the conversation goes technical (measurement, web, SEO, creative tradeoffs)Can't command attention in executive conversations or struggle to drive next stepsRequirements10+ years of B2B sales experience, with 5+ years in enterprise or strategic sellingTrack record of closing $1M+ deals without supportFluent in high-stakes selling: RFPs, referrals, complex buyer journeysExpertise in selling agency services (not just media or ad tech)Hunger, presence, and polish to lead in the room—not just join itExceptional client-facing communication: you can run executive meetings, guide stakeholders, and keep momentumNatural charisma + gravitas: you're someone clients want to talk to and trust quicklyPreferred ExperienceFamiliarity with the Sandler Sales framework (or similar consultative methods)Experience with CRM or creative services in addition to mediaPrior oversight of SDR or outbound teamsExperience selling into Tier 1/Tier 2 orgs with multi-stakeholder buyer groupsAI ExpectationsAt Level, proficiency with AI tools is a core part of your role—not a nice-to-have. Your success in this position depends not only on your functional expertise, but also on your ability to actively integrate AI into how you work.You are expected to:Continuously experiment with tools like ChatGPT, Perplexity, and Claude to improve messaging, outreach, and efficiencyShare prompts, learnings, and workflows to elevate the broader teamTreat AI as a force multiplier for creativity and clarity, not a crutchEmbrace discomfort and iteration as you refine how AI supports your sales approachCore ValuesNo Ego, All In – We don't do "that's not my job." We win togetherBetter Every Day – We want the feedback—even when it stingsRelentless for Results – Activity is nothing without outcomesDriven by Truth – We challenge assumptions and follow the dataBenefitsBase salary + commission with On-Target Earnings (OTE) of $125,000-$150,000, depending on experience and qualifications.Perks & Benefits:Fully remote across the U.S. & Canada, plus monthly WFH stipend and Summer FridaysGenerous time off, including unlimited PTO (U.S.), competitive vacation (Canada), and parental/family leave optionsComprehensive health benefits, mental health support, and company-paid disability & life coverageEmployer retirement contributions (401(k) in the U.S., RRSP match in Canada)Quarterly performance reviews and career advancement opportunitiesRemote-FirstThis is a remote role open to candidates located within the U.S. & Canada. We are unable to sponsor visas at this time.InclusionWe are committed to DEIB. Level is proud to be an Equal Opportunity Employer.Ready to Apply?Click below and submit your resume. You'll also be asked a few thoughtful questions—take your time. We care more about your thinking than your pedigree.Leave yesterday behind. Build tomorrow with us.#J-18808-Ljbffr
| Location | New York (Remote) |
| Salary | $125,000–$150,000 Per Year |
