Senior Regional Sales Director – Large Enterprise Customer Base & Strategic Account Leadership at brighthush

About brighthush

At brighthush, we’re redefining the future of work by harnessing the power of AI to streamline people, money, and agent management. As a Fortune 500 leader in cloud‑based enterprise solutions, we empower teams worldwide to unlock their full potential and focus on what truly matters. Our culture is built on integrity, empathy, and shared enthusiasm, and we’re committed to creating an environment where every team member feels valued, challenged, and inspired.

Why Join brighthush?

When you step into a brighthush office—or work from home—you’ll immediately feel the difference. Our people are our greatest asset, and we invest in their growth, well‑being, and success. We provide:

• Unmatched opportunities to lead high‑impact initiatives across large enterprise accounts.
• A collaborative, cross‑functional environment where pre‑sales, marketing, and product teams work hand‑in‑hand to win complex deals.
• Access to cutting‑edge AI tools that accelerate sales cycles and deliver measurable ROI for our clients.
• A culture that celebrates bold ideas, embraces risk, and rewards accountability.
• Comprehensive learning and development programs that keep you ahead of industry trends.

Key Responsibilities

As the Regional Sales Director, you will be the catalyst for growth in your territory. Your role will encompass:

• Strategic Leadership: Build and mentor a team of Senior Account Executives, setting clear performance goals and fostering a culture of continuous improvement.
• New Business Development: Own the end‑to‑end sales cycle for large enterprise accounts, from prospecting to closing, ensuring a robust pipeline and consistent revenue growth.
• Cross‑Functional Collaboration: Orchestrate internal resources—pre‑sales, value management, bid management, inside sales, and marketing—to deliver compelling, differentiated solutions.
• Account Management: Develop deep relationships with key decision‑makers, understand their strategic priorities, and position brighthush as the preferred cloud partner.
• Forecasting & Reporting: Maintain accurate sales forecasts, pipeline health metrics, and provide actionable insights to senior leadership.
• Market Intelligence: Stay abreast of competitive dynamics, industry trends, and customer pain points to refine positioning and messaging.
• Team Development: Conduct regular coaching sessions, performance reviews, and skill‑gap analyses to elevate team capabilities.
• Process Optimization: Continuously refine sales processes, tools, and methodologies to improve efficiency and win rates.

Essential Qualifications

• Minimum of 12 years of field sales experience in a SaaS or cloud‑based enterprise environment, with a proven track record of new business acquisition.
• 10+ years of experience as a field sales representative, demonstrating deep product knowledge and consultative selling skills.
• Demonstrated success in managing complex, multi‑stage sales cycles that involve multiple stakeholders and long sales cycles.
• Strong leadership experience, having built, coached, and scaled high‑performing sales teams.
• Proficiency in selling cloud, SaaS, or ERP solutions to large enterprise customers.
• Experience cultivating strategic partnerships and alliances that drive revenue growth.
• Excellent forecasting, pipeline management, and business modeling skills.
• Self‑starter mentality with the ability to thrive in a dynamic, fast‑paced environment.

Preferred Qualifications

• Prior experience in the human resources, finance, or operations technology space.
• Deep understanding of the competitive landscape in enterprise cloud solutions.
• Track record of successfully integrating cross‑functional teams to close high‑value deals.
• Advanced knowledge of CRM platforms (e.g., Salesforce) and sales enablement tools.
• Experience working in a global, multi‑territory sales organization.
• Strong analytical mindset with the ability to translate data into actionable strategies.

Skills & Competencies

• Strategic Thinking: Ability to develop long‑term account plans that align with customer objectives and brighthush’s growth strategy.
• Communication: Exceptional verbal and written communication skills, capable of influencing C‑suite executives and internal stakeholders alike.
• Negotiation: Proven negotiation skills that drive win‑win outcomes while protecting margin and profitability.
• Relationship Building: Talent for building trust and rapport with customers, partners, and team members.
• Data‑Driven Decision Making: Comfortable using metrics and analytics to guide strategy and measure success.
• Adaptability: Ability to pivot quickly in response to market changes, customer feedback, or internal priorities.
• Collaboration: Strong team player who thrives in cross‑functional environments.

Career Growth & Learning Opportunities

At brighthush, your career trajectory is limitless. We offer:

• Structured leadership development programs that prepare you for executive roles.
• Access to industry conferences, certifications, and continuous learning platforms.
• Mentorship from senior leaders who have navigated similar paths.
• Clear performance‑based advancement pathways within the Enterprise Sales organization.
• Opportunities to lead global initiatives, cross‑regional teams, or new product launches.

Work Environment & Culture

brighthush’s culture is a blend of high performance and genuine care. We believe that:

• Success is achieved through collaboration, not competition.
• Innovation thrives when people feel safe to experiment and learn from failure.
• Work‑life balance is essential for sustained productivity and happiness.

Our flexible work model combines in‑office collaboration with remote autonomy. We encourage teams to spend at least 50% of their time in the office or in the field, ensuring strong connections while respecting personal schedules.

Compensation & Benefits

While specific compensation packages vary by location and experience, brighthush offers a competitive total rewards package that typically includes:

• Base salary range of $174,000 – $261,000 USD for the primary location in Chicago, IL.
• Performance‑based bonuses and commission structures aligned with revenue targets.
• Annual equity grants to align your success with the company’s long‑term growth.
• Comprehensive health, dental, vision, and life insurance plans.
• 401(k) retirement plan with company match.
• Generous paid time off, parental leave, and flexible vacation policies.
• Wellness programs, mental health resources, and employee assistance programs.
• Professional development budget and tuition reimbursement.

Equal Opportunity & Inclusion

brighthush is proud to be an equal‑opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees, including those with disabilities and protected veterans. We also consider qualified applicants with arrest and conviction records in accordance with local laws.

How to Apply

Ready to lead the next wave of enterprise sales at brighthush? Click the link below to submit your application and join a team that values innovation, integrity, and impact.

For any questions or to request accommodations during the application process, please email [email protected]. We look forward to exploring how you can help us shape the future of work.Apply for this job