About the Role:

We are seeking an exceptional Sales Director to lead our Account Executive team in a high-growth B2B SaaS payroll technology company. This pivotal role demands a leader with proven team leadership experience, adept at recruiting, onboarding, coaching, and upleveling AEs with a focus on repeatable excellence.

Your goals will center around accelerating pipeline generation and improving sales velocity, ensuring the team not only builds a strong top-of-funnel but advances deals efficiently through each stage of the sales cycle. You’ll be expected to drive Symmetry-friendly deal structures—balancing customer value with pricing and contractual terms that support long-term success for both parties.

This role requires data-driven sales management, using KPIs and sales analytics to influence behavior, forecast accurately, and proactively identify and close execution gaps. You'll lead the development and promotion of both mid-market and enterprise sales strategies to win new payroll service provider and employer clients.

Execution excellence is critical—demonstrated through operational rigor in pipeline reviews, deal inspection, and sales methodology adherence (e.g., MEDDICC/MEDDPICC). You’ll be fluent in designing and scaling outbound motions alongside marketing and SDRs, and adept at identifying cross-sell and upsell opportunities within the install base.

Cross-functional collaboration is essential, particularly with Marketing, RevOps, Product, and Client Success, to align on ICPs, messaging, and lifecycle expansion strategies. You’ll also act as a key conduit of product feedback, helping shape the roadmap through insights from the field.

While payroll/HR tech experience is a plus, a deep understanding of compliance-driven sales cycles and key buyer personas is required. The ideal candidate brings a bias for action, high accountability with empathy, and is energized by improving employer/employee outcomes through technology. Comfort with tools like Sales Navigator, Gong, and AI copilots—and a willingness to champion AI adoption across the team—is highly valued.

About the Team:

A small, but growing, team that is covering both the service provider and direct-to-employer markets—and experience levels ranging from less than a year to over 15 years—we are a collaborative, curious, and results-driven group that values continuous learning, experimentation, and bold execution as we grow into new markets and launch new products.

Here’s what you’ll do day-to-day:

• Own the full sales cycle from target account planning to close, ensuring disciplined and strategic deal management throughout
• Partner with SDRs on named/target accounts to book meetings, multi-thread, and build a pipeline
• Generate a pipeline through a combination of outbound prospecting, strategic follow-up, and industry networking
• Deliver tailored presentations and product demos to both technical and non-technical stakeholders
• Collaborate with an Implementation Advisor and the Product team to align solutions with customer needs
• Lead cross-sell opportunities within existing client accounts by identifying additional use cases and product fit
• Leverage AI tools and other sales technology as part of your daily workflow to improve research, outreach, personalization, and deal execution

Here’s what we're looking for:

• 8+ years of total sales experience, with 5+ years in B2B SaaS enterprise sales, preferably within HR tech, payroll tech, or related industries
• Proven track record of consistently exceeding quota and building long-term, trusted relationships with enterprise clients
• Experience navigating complex sales cycles (120+ days) with multiple stakeholders across product, legal, compliance, and executive teams
• Strong understanding of the payroll and HR service provider ecosystem, including key business models, challenges, and technology needs, is preferred.
• Excellent presentation, communication, and empathic listening skills—you’re as effective in the boardroom as you are in discovery
• A strategic thinker and problem-solver with the ability to learn our products quickly and speak credibly with both technical and non-technical audiences
• A builder mindset who thrives in a fast-paced, collaborative environment—someone who takes initiative, asks for what they need, and drives results without micromanagement
• Bachelor’s degree required; additional education or certifications in business, technology, or sales a plus

Our cash compensation amount for this role is targeted between $214,000- $263,000 OTE in Scottsdale and most remote locations. OTE = on target earnings which includes both base salary and variable commission with a 50/50 split between base salary (50%) and variable commission (50%). Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.