Director, Mid-Market Sales
full-time•Nashua
About this role
Rightworks offers the only intelligent cloud purpose-built for accounting firms and professionals. Backed by award-winning support, our fully managed IT and applications ensure customers have secure, reliable, on-demand access to their technology. We provide a curated software ecosystem that simplifies the complexity of running an accounting firm or small business, supported by a community of thought leaders, peer networks, and educational resources. Our success is made possible by leveraging decades of specialized experience in leading accounting firms, SMBs and technology companies. Thousands of Firms and SMBs count on us to run their business every day.
We have a great team, we’re growing fast and have a winning culture based on innovation, teamwork, and mutual respect.
Job Overview
We are seeking a dynamic Sales Manager to lead a team of Account Executives focused on acquiring new accounting and tax firms (16–49 employees). This leader will be responsible for driving team performance, developing territory strategies, and ensuring the achievement of aggressive growth targets. The ideal candidate has a proven track record in sales leadership, understands consultative selling, and is passionate about enabling firms with technology solutions that address security, compliance, and operational efficiency.
Responsibilities
Team Leadership
• Recruit, coach, and develop a high-performing team of Account Executives.
• Foster a culture of accountability, collaboration, and continuous improvement.
• Conduct regular pipeline reviews, forecast updates, and performance evaluations.
Sales Strategy & Execution
• Define and implement strategies to penetrate new markets and achieve revenue goals.
• Support reps in building territory plans and executing prospecting strategies.
• Monitor KPIs and ensure alignment with organizational objectives.
Event & Market Engagement
• Oversee team participation in association events, tradeshows, and networking opportunities.
• Build relationships with key industry stakeholders to enhance brand presence.
Operational Excellence
• Ensure accurate and timely reporting of forecasts and sales metrics.
• Collaborate with marketing, product, and customer success teams to optimize go-to-market efforts.
Requirements
Experience
• 5+ years of sales leadership experience, preferably in technology or managed services.
• Proven success in leading teams selling cloud hosting, security, compliance solutions, or managed IT services.
• Experience within the accounting or tax industry is highly desirable.
Skills
• Strong leadership and coaching abilities with a focus on developing talent.
• Strategic thinker with excellent territory planning and execution skills.
• Ability to manage complex sales cycles and drive consultative selling practices.
Other
• Willingness to travel for team support, events, and client meetings.
• Highly motivated, results-driven, and adaptable to a fast-paced environment.
• Proficient in CRM tools and sales analytics platforms.
Eligibility Requirements
• This role is open to US Citizens or permanent residents authorized to work in the United States. Rightworks LLC is unable to offer visa sponsorship.
• Due to specific state regulations, we are unable to accept applications from residents of California, Hawaii, or Alaska.
• Relocation will not be offered for this position.
Compensation for this position is up to $250,000 OTE
Benefits
To provide best-in-class solutions, we need a best-in-class team. We offer competitive salaries to recruit the best talent. We provide company-paid short and long-term disability insurance, life insurance and a generous 401K match. We offer highly affordable medical, dental, vision coverage, and many other valuable benefits. We offer flexible PTO, and numerous paid holidays, affording you the time to be there for what is important in your life. We encourage giving back to our communities by providing paid volunteer time off. We are proud to be an Equal Opportunity Employer!
This job description may not be inclusive of all assigned duties, responsibilities, or aspects of the job described, and may be amended at any time at the sole discretion of the employer
We have a great team, we’re growing fast and have a winning culture based on innovation, teamwork, and mutual respect.
Job Overview
We are seeking a dynamic Sales Manager to lead a team of Account Executives focused on acquiring new accounting and tax firms (16–49 employees). This leader will be responsible for driving team performance, developing territory strategies, and ensuring the achievement of aggressive growth targets. The ideal candidate has a proven track record in sales leadership, understands consultative selling, and is passionate about enabling firms with technology solutions that address security, compliance, and operational efficiency.
Responsibilities
Team Leadership
• Recruit, coach, and develop a high-performing team of Account Executives.
• Foster a culture of accountability, collaboration, and continuous improvement.
• Conduct regular pipeline reviews, forecast updates, and performance evaluations.
Sales Strategy & Execution
• Define and implement strategies to penetrate new markets and achieve revenue goals.
• Support reps in building territory plans and executing prospecting strategies.
• Monitor KPIs and ensure alignment with organizational objectives.
Event & Market Engagement
• Oversee team participation in association events, tradeshows, and networking opportunities.
• Build relationships with key industry stakeholders to enhance brand presence.
Operational Excellence
• Ensure accurate and timely reporting of forecasts and sales metrics.
• Collaborate with marketing, product, and customer success teams to optimize go-to-market efforts.
Requirements
Experience
• 5+ years of sales leadership experience, preferably in technology or managed services.
• Proven success in leading teams selling cloud hosting, security, compliance solutions, or managed IT services.
• Experience within the accounting or tax industry is highly desirable.
Skills
• Strong leadership and coaching abilities with a focus on developing talent.
• Strategic thinker with excellent territory planning and execution skills.
• Ability to manage complex sales cycles and drive consultative selling practices.
Other
• Willingness to travel for team support, events, and client meetings.
• Highly motivated, results-driven, and adaptable to a fast-paced environment.
• Proficient in CRM tools and sales analytics platforms.
Eligibility Requirements
• This role is open to US Citizens or permanent residents authorized to work in the United States. Rightworks LLC is unable to offer visa sponsorship.
• Due to specific state regulations, we are unable to accept applications from residents of California, Hawaii, or Alaska.
• Relocation will not be offered for this position.
Compensation for this position is up to $250,000 OTE
Benefits
To provide best-in-class solutions, we need a best-in-class team. We offer competitive salaries to recruit the best talent. We provide company-paid short and long-term disability insurance, life insurance and a generous 401K match. We offer highly affordable medical, dental, vision coverage, and many other valuable benefits. We offer flexible PTO, and numerous paid holidays, affording you the time to be there for what is important in your life. We encourage giving back to our communities by providing paid volunteer time off. We are proud to be an Equal Opportunity Employer!
This job description may not be inclusive of all assigned duties, responsibilities, or aspects of the job described, and may be amended at any time at the sole discretion of the employer
What you'll do
- The Director of Mid-Market Sales will lead a team of Account Executives to acquire new accounting and tax firms, driving team performance and developing territory strategies. This role includes overseeing sales strategy execution and ensuring alignment with organizational objectives.
About Rightworks LLC
Obsessed with all things accounting, Rightworks is the preferred cloud service provider for 70,000+ businesses and accounting and tax firms. Our award-winning platform securely connects critical desktop and cloud applications and offers managed IT services—protecting everything from data to devices across all your offices. The result: unified applications, data, teams, and workflows, with full-service network management through one point of contact.
Since 2002, innovation, unwavering commitment, and 24/7 support have earned us partnerships with market leaders and cultivated a loyal following within the Rightworks Community, the largest peer network for accounting professionals.
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Frequently Asked Questions
What does a Director, Mid-Market Sales do at Rightworks LLC?
As a Director, Mid-Market Sales at Rightworks LLC, you will: the Director of Mid-Market Sales will lead a team of Account Executives to acquire new accounting and tax firms, driving team performance and developing territory strategies. This role includes overseeing sales strategy execution and ensuring alignment with organizational objectives..
Is the Director, Mid-Market Sales position at Rightworks LLC remote?
The Director, Mid-Market Sales position at Rightworks LLC is based in Nashua, New Hampshire, United States. Contact the company through Clera for specific work arrangement details.
How do I apply for the Director, Mid-Market Sales position at Rightworks LLC?
You can apply for the Director, Mid-Market Sales position at Rightworks LLCdirectly through Clera. Click the "Apply Now" button above to start your application. Clera's AI-powered platform will help match your profile with this opportunity and guide you through the application process.