Senior Account Director

Guild

16d • $175,000

About The Position

Guild is hiring a Senior Account Director responsible for driving new revenue growth for Guild Academy by owning full-cycle sales execution with large enterprises (typically 30k+ employees). This role plays a critical part in translating Academy go-to-market strategy into pipeline, closed deals, and customer impact.
Operating in a fast-evolving product environment, the Senior Account Director blends strong consultative selling skills with curiosity, adaptability, and a test-and-learn mindset. This role partners closely with Academy Sales leadership, Product Marketing, and cross-functional stakeholders to refine messaging, uncover buyer insights, and scale repeatable sales motions over time.

Requirements

• 8+ years of experience in B2B sales, preferably selling complex HRTech or L&D solutions.
• A consistent track record of success (top performer, consistently meeting and/or exceeding quota)
• Experience in a startup or similar fast-paced environment where there is frequent change and rapid growth expectations
• A highly strategic mindset, acting as a consultant to your client using a well structured repeatable process to move prospects from discovery through close
• Cultivate champions within your accounts to ensure a well developed solution with broad internal support and a clear understanding of the buying and decision making process.
• Build strategic customer-facing presentations and proposals, focused on solutions and outcomes.
• Work with a broad range of internal Guild partners to design programs, deliver outcome-focused executive presentations, complete workshops, complete project scoping and sizing activities, plan launch/implementation, and negotiate contracts.
• Negotiate complex and unique contracts

Responsibilities

• Own full-funnel sales execution for Guild Academy opportunities, from prospecting through close.
• Build and manage a healthy pipeline aligned to Academy GTM priorities and revenue targets.
• Execute established sales motions, playbooks, and qualification frameworks while contributing feedback for continuous improvement.
• Accurately forecast deals and maintain strong pipeline hygiene in CRM systems.
• Engage prospective customers in discovery conversations to understand learning needs, workforce challenges, and Academy use cases.
• Test and refine messaging, value propositions, and sales approaches based on real-time market feedback.
• Surface buyer insights, objections, and competitive intelligence to Sales Leadership and Product Marketing.
• Partner with Product Marketing to apply positioning, enablement materials, and competitive narratives in customer conversations.
• Collaborate with Academy, Product, and Learning teams by sharing customer feedback that informs product evolution and packaging.
• Work closely with Finance and Sales Ops on pricing, deal structure, and approval processes as needed.
• Navigate complex buying groups and multi-stakeholder sales cycles with confidence and professionalism.
• Support pilot deals, early adopters, and new Academy offerings as GTM strategies evolve.
• Represent Guild’s mission and Academy value with credibility, empathy, and executive presence.

Benefits

• Access to low-cost, high-quality health care options through Collective Health and Kaiser (due to coverage limitations, Kaiser is currently only available in CA & CO)
• Access to a 401k to help save for the future
• Vacation policy to rest and recharge
• 8 days of fully-paid sick leave, to take the time to heal and or recover
• Family-friendly benefits, including 12 weeks of parental leave for non-birthing parents and 18-20 weeks for birthing parents; 4-week ramp-up period for when employees return from a leave of 6 weeks or more; as well as employer-paid short-term and long-term disability, employer-sponsored life insurance, fertility and caregiving benefits.
• Well-rounded wellness benefits including free and low cost mental health resources and financial wellbeing support services
• Education benefits and tuition assistance to help your future development and growth

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed