Sales Director - Enterprise & Mid-Market

Harri; New York, Northern (NY, KY); Hybrid; USD 140,000 - 180,000; Full time

Benefits offered by this job

Competitive salary

High-growth environment

Global exposure

Collaborative team

Job summary

Harri is seeking a Sales Director, Enterprise & Mid-Market to drive revenue growth across enterprise hospitality accounts and mid-market customers. You will lead a direct team of 5+ Account Executives and coordinate cross-functional resources to win multi-location opportunities.

The role emphasizes executive engagement, long-cycle enterprise deals, and mid-market execution with a strong emphasis on pipeline management and strategic account planning. Travel to meet strategic accounts is required.

Qualifications

• 8+ years of SaaS sales experience with direct management of a sales team.
• Proven coaching track record for Account Executives to quota attainment.
• Strong executive presence and experience with C-suite relationships.
• Expertise in forecasting, pipeline management, and strategic account planning.
• Ability to coordinate cross-functional teams across sales, service, product and implementation.
• Familiarity with SaaS, workforce management, HR tech, or hospitality tech is preferred.
• Willingness to travel to strategic accounts.

Responsibilities

• Directly manage and scale a sales team of 5+ Account Executives across Enterprise and Mid-Market.
• Balance long-cycle enterprise sales with structured mid-market execution.
• Drive quota attainment across named enterprise, mid-market, and net-new logos.
• Engage with executive-level decision-makers and ownership groups at accounts.
• Lead regular pipeline reviews, forecasts and performance coaching.
• Lead account planning with multi-year objectives and milestones.
• Coordinate cross-functional resources to ensure customer acquisition and retention.

Skills

Team Management

Executive Communication

Forecasting

Pipeline Management

Strategic Account Planning

Cross-Functional Alignment

Travel Flexibility

Job description

About Harri

It's a great time to join Harri as we revolutionize the hospitality industry with our cutting-edge technology solutions for workforce management. We're an innovative, high-growth company with a global presence, dedicated to building strong partnerships and delivering measurable value to our customers.

We are excited to recruit for this pivotal Sales Director, Enterprise & Mid-Market role to ensure the revenue growth across named enterprise accounts, mid-market accounts, and net-new prospect logos. You will serve as the leader of the sales team covering enterprise hospitality accounts as well as mid-market growth accounts and a trusted manager for a direct team of 5+ Account Executives, playing a key role in expanding Harri's footprint across multi-location hospitality operators.

What You'll Be Doing

As a Sales Director, Enterprise & Mid-Market, you will be responsible for driving aggregate quota attainment, setting segment GTM strategies, and expanding Harri's footprint across multi-location hospitality operators while managing a direct team of 5+ Account Executives across Enterprise and Mid-Market tiers.

Your responsibilities will include:

• Team Management & Leadership: Directly manage, mentor, and scale a sales team of 5+ Account Executives covering both Enterprise Hospitality and Mid-Market segments.
• Dual-Segment Strategy: Balance long-cycle, complex enterprise sales strategies with structured execution in the mid-market segment.
• Revenue Attainment: Drive overall sales quota attainment and strategic account goals across named enterprise accounts, mid-market accounts, and net-new prospect logos.
• Executive & C-Suite Engagement: Establish and maintain executive-level relationships with key decision-makers, ownership groups, and leadership across assigned accounts.
• Pipeline & Performance Operations: Conduct regular pipeline, forecast, and account reviews; set performance goals; and drive ongoing coaching across the team.
• Account Planning: Proactively lead account planning processes to develop mutual performance objectives, financial targets, and milestones over a multi-year horizon.
• Cross-Functional Alignment: Coordinate cross-functional support, implementation, product, and customer success resources to ensure smooth customer acquisition and retention.

More About You: What Can You Bring?

You are a strategic, executive-level sales leader with a proven track record of building and scaling sales teams across both Enterprise hospitality and Mid-Market growth accounts. You thrive on managing sales teams, driving high-velocity mid-market execution alongside complex, long-cycle enterprise sales motions, and orchestrating cross-functional teams. You have successfully built and led a high-performing sales team of 5+ Account Executives, coaching them to consistently achieve quota across frontline, service-driven industries.

You will possess:

• 8+ years of experience in SaaS sales, with proven success directly managing a sales team of 5+ Account Executives in frontline/service industries (hospitality, hotels, restaurants, or multi-unit operators).
• Track record of coaching AEs to consistent quota attainment across both mid-market and enterprise sales cycles.
• Strong executive presence and experience building trusted C-suite relationships.
• Expertise in sales forecasting, pipeline management, and strategic account planning.
• Ability to coordinate cross-functionally across sales, service, product, and implementation teams.
• Familiarity with SaaS, workforce management, HR technology, or hospitality technology solutions strongly preferred.
• Willingness to travel to meet with strategic accounts and support the team as needed.

When and Where You'll Be Doing It

You will enjoy a full-time position. The salary range for this position is $140,000-180,000 base / $250,000-300,000 OTE (USD), depending on experience. This role reports directly to the VP of Sales. Travel will be required as needed.

What Will You Get in Return?

Creating an environment which enables our people to thrive is crucial for us. Harri offers a comprehensive compensation structure designed to support you throughout your career here. You'll get:

• Competitive salary within the stated range.
• The opportunity to drive critical projects for a high-growth, innovative company.
• Experience working in a fast-paced, global environment.
• A collaborative and supportive team environment.

Equity, Diversity, and Inclusion

We're committed to building diverse talent at Harri and believe our strengths as a team come from having many unique perspectives. We value a healthy, vibrant, and inclusive organization that encourages everyone to be themselves at work. We are committed to valuing diversity and promoting equal opportunities for all and welcome applicants from all communities.

*Please note this job description is not designed to cover or contain a complete listing of activities, duties or responsibilities that are required of the employee for this position. Duties, responsibilities and activities may change at any time.*