Mid Market Sales Director

Director, Mid-Market Sales

Remote | United States & Canada | Approximately 25% Travel

Target Compensation: $120,000 Base | $240,000 OTE (USD)

Approved Locations

This is a remote position, with candidates considered from the following locations:

• Wisconsin: Milwaukee, Madison
• Minnesota: Minneapolis, St. Paul
• Michigan: Detroit, Troy, Ann Arbor, Grand Rapids
• Florida: Miami and South Florida
• Nevada: Las Vegas, Henderson
• Massachusetts: Boston and surrounding areas
• Louisiana: New Orleans
• Connecticut: Stamford, Greenwich, Hartford, New Haven
• New York: Long Island, Brooklyn, Queens
• Washington DC Metropolitan Area: Washington DC, Northern Virginia and Maryland
• Canada: Locations subject to confirmation

The Opportunity

We are partnering with an established and growing organisation within the legal services industry to recruit an exceptional Director, Mid-Market Sales .

This is a fantastic opportunity for a proven, high-performing sales professional who thrives in a competitive, fast-paced environment and has a consistent track record of exceeding sales targets.

Despite the Director title, this is a hands-on individual contributor opportunity , with no direct people management responsibilities.

You will take ownership of developing new business, building relationships with law firms and legal professionals, and managing the full sales cycle from initial prospecting through to close.

We are particularly interested in individuals who have demonstrated consistent success across different industries, earned recognition for outstanding sales performance and enjoy the challenge of winning new business.

Previous legal industry experience is advantageous but not essential. We are focused on identifying exceptional salespeople with the right track record, mentality and ability to succeed in a high-volume transactional environment.

Key Responsibilities

• Generate new business opportunities through proactive prospecting, outbound sales, networking and referrals.
• Develop and manage a self-generated pipeline of SMB and mid-market opportunities.
• Own the full sales cycle, from initial outreach and qualification through to negotiation and close.
• Build relationships with law firms, attorneys and other legal professionals.
• Operate effectively in a high-volume, short-sales-cycle environment.
• Consistently achieve and exceed revenue targets.
• Identify opportunities for repeat business, account expansion and long-term client relationships.
• Collaborate with internal teams to ensure successful delivery and an excellent customer experience.
• Maintain accurate sales forecasts, pipeline reporting and performance metrics.

What Were Looking For

• Proven sales success , with a consistent history of achieving or exceeding targets.
• Recognition such as Presidents Club, top salesperson awards or other performance accolades is highly desirable.
• Experience in high-volume, short-cycle sales , ideally within SMB or mid-market environments.
• Strong new-business development capabilities, including self-generated pipeline and full-cycle sales ownership.
• A stable employment history, ideally with two years or more in previous sales positions .
• The ability to confidently discuss sales performance, including quota attainment, revenue generated, average deal size, sales cycles and conversion rates.
• Demonstrated success selling across different sectors, products or customer segments.
• Excellent communication and interpersonal skills, with a professional, personable and consultative approach.
• Experience collaborating with internal teams to achieve commercial and customer objectives.
• A competitive, resilient and entrepreneurial mentality.
• A strong work ethic