Director of Enterprise Sales responsible for leading SaaS sales and closing complex enterprise deals in Chicago. Drive growth with a personal quota while coaching the sales team.
Responsibilities
Hunt for, open, and close high-value enterprise opportunities, carrying a personal quota alongside team leadership responsibilities.
Own the enterprise sales motion end to end, from outbound opportunity creation through signed agreement and hand off to Customer Success.
Generate a meaningful portion of the enterprise pipeline through direct outbound effort, strategic targeting, and relationship development.
Lead and influence complex buying committees across marketing, SEO, procurement, finance, and executive leadership.
Set the standard for consultative, insight-driven enterprise sales conversations focused on ROI, business impact, and long-term value.
Actively engage in discovery, deal strategy, negotiations, and executive alignment on the most complex and high-impact opportunities.
Coach and develop enterprise Account Executives through live deal reviews, joint selling, and hands-on guidance.
Maintain rigorous discipline around pipeline management, forecasting accuracy, and CRM hygiene for both personal and team-owned deals.
Identify patterns in successful enterprise deals and translate them into scalable best practices and playbooks.
Partner cross-functionally with Marketing, Product, Finance, and Customer Success to align enterprise strategy, messaging, and deal execution.
Represent seoClarity externally as a senior sales leader, bringing credibility, clarity, and confidence to executive-level conversations.
Requirements
10+ years of B2B SaaS sales experience, including significant time selling and closing complex enterprise deals while leading others.
Bachelor’s degree in business, marketing, or a related field.
A proven track record as a quota-carrying, producing sales leader with personal responsibility for closing high-value enterprise opportunities.
Demonstrated success generating enterprise pipeline through outbound prospecting, strategic account targeting, and disciplined follow-up, not reliance on inbound flow or executive intervention.
Extensive experience selling into large, complex organizations with multiple stakeholders, buying committees, and executive decision-makers.
Strong understanding of enterprise SaaS buying motions and consultative, value-based selling in long-cycle environments.
Experience leading, coaching, and developing enterprise Account Executives and supporting roles while remaining actively involved in live deals.
Comfort operating with high autonomy and ownership, where leadership credibility is earned through execution and results.
A collaborative leadership style paired with clear accountability for personal production and team outcomes.
Benefits
Competitive Compensation – annual salary range $125,000 - 150,000 + bonus, plus variable compensation tied to personal and team quota attainment, OTE $285k+
Robust Benefits Package – a well-rounded package designed to support your health, financial security, flexibility, and long-term growth, including major medical, dental, and vision coverage, company-sponsored life insurance, a 401(k) with company matching, commuter benefits, generous PTO, paid sick time, and company holidays.
Perks That Support You – a continuous learning stipend, paid parental leave with extended work-from-home flexibility for new mothers, company-wide celebrations, and an annual global summit that brings teams together.
Snack & Beverage Fuel – a fully stocked kitchen with snacks, drinks, and grab-and-go options to keep energy high and focus sharp throughout the day.
In-Office, Hybrid Schedule by Design – our team comes together in our Downtown Chicago office Tuesday through Thursday for high-impact collaboration, with Mondays and Fridays reserved for focused on remote work.
Effortless commute options with valet parking on-site, quick access to the “L” at Chicago Station, a short walk to major Metra lines, direct CTA bus routes (37 and 66), and secure bike storage.
A built-in dining scene just steps from your desk, including Starbucks, Hannah’s Bretzel, Sopraffina Marketcaffe, Rustle & Roux with an exclusive seoClarity discount, Amazon Go, etc.
A large, fully equipped fitness center with locker rooms and showers, making before-work, lunch-hour, or after-work workouts easy and convenient.
Comfortable lounge spaces, ideal for recharging between meetings or after intense deal cycles.
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