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Director of Sales

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Level Agency

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Location:
United States; Canada

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Category:
Sales

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Contract Type:
Not provided

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Salary:

125000.00 - 150000.00 USD / Year
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Job Description:

We’re hiring a driven, strategic Director of Sales to lead high-value pursuits, deepen enterprise relationships, and accelerate our outbound strategy. This is a rare role for a senior seller who thrives on complexity, owns outcomes, and knows how to drive impact without waiting for permission. You’ll lead the charge on our most strategic accounts—referrals, RFPs, and high-value opportunities that demand precision, poise, and big-picture thinking. You’ll also shape and scale a modern outbound engine—overseeing our Inbound Manager and SDR functions, and partnering with the CRO to expand into new markets with precision.

Job Responsibility:

  • Lead the end-to-end sales process for strategic, high-value deals (referrals, RFPs, inbound)
  • Build deep relationships with C-level buyers and close transformative client engagements
  • Shape and scale a high-performing outbound function with the Inbound Manager and SDRs
  • Drive $3–5M in new business annually
  • Operate with executive visibility and autonomy, collaborating directly with the CRO and senior leaders
  • Serve as the quarterback for internal sales pursuits, aligning cross-functional teams
  • Lead custom proposal efforts and RFP responses with clarity and strategic rigor
  • Engineer bespoke marketing solutions in collaboration with subject matter experts
  • Maintain a healthy, accurate pipeline and forecast with precision
  • Travel to client meetings, key conferences, and internal summits as needed

Requirements:

  • 10+ years of B2B sales experience
  • 5+ years in enterprise or strategic selling
  • Track record of closing $1M+ deals without support
  • Fluent in high-stakes selling: RFPs, referrals, complex buyer journeys
  • Expertise in selling agency services (not just media or ad tech)
  • Hunger, presence, and polish to lead in the room
  • Proficiency with AI tools (e.g., ChatGPT, Perplexity, Claude) as a core part of the role
  • Continuously experiment with AI tools to improve messaging, outreach, and efficiency
  • Share prompts, learnings, and workflows to elevate the broader team
  • Treat AI as a force multiplier for creativity and clarity
  • Embrace discomfort and iteration as you refine how AI supports your sales approach

Nice to have:

  • Familiarity with the Sandler Sales framework (or similar consultative methods)
  • Experience with CRM or creative services in addition to media
  • Prior oversight of SDR or outbound teams
What we offer:
  • Remote work from anywhere in the U.S.
  • Unlimited PTO
  • 12 weeks Paid Parental Leave
  • 8 weeks Paid Family Leave
  • 12 Paid Holidays + 2 Floating Holidays
  • Summer Fridays
  • Competitive Medical Plan Options
  • 100% Employer-Paid Vision & Dental Insurance
  • Pet Insurance
  • 401(k) with 3% Employer Contribution (100% vested)
  • Biannual Performance Reviews
  • Career Advancement Opportunities
  • Medical Travel Reimbursement
  • $100 Monthly WFH Stipend (paid quarterly)
  • In-Person & Virtual Company Events
  • Peer-to-Peer Recognition Programs
  • Concierge Support Services
  • Employee Assistance Program (EAP)

Additional Information:

Job Posted:
January 10, 2026

Employment Type:
Fulltime
Work Type:
Remote work
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