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Director, Mid-Market Sales - job 3 of 3

Company Description

Organizations everywhere struggle under the crushing costs and complexities of “solutions” that promise to simplify their lives. To create a better experience for their customers and employees. To help them grow. Software is a choice that can make or break a business. Create better or worse experiences. Propel or throttle growth. Business software has become a blocker instead of ways to get work done. 

There’s another option. Freshworks. With a fresh vision for how the world works.

At Freshworks, we build uncomplicated service software that delivers exceptional customer and employee experiences. Our enterprise-grade solutions are powerful, yet easy to use, and quick to deliver results. Our people-first approach to AI eliminates friction, making employees more effective and organizations more productive. Over 72,000 companies, including Bridgestone, New Balance, Nucor, S&P Global, and Sony Music, trust Freshworks’ customer experience (CX) and employee experience (EX) software to fuel customer loyalty and service efficiency. And, over 4,500 Freshworks employees make this possible, all around the world. 

Fresh vision. Real impact. Come build it with us.

Job Description

We are seeking an accomplished Director, Mid-Market Sales to lead and execute Freshworks' strategy for the mid-market segment (500-1000 employees). As a key leader within the sales organization, you will oversee the growth and performance of the mid-market sales team, driving scalable solutions and fostering a culture of excellence. This role is ideal for a dynamic first-line leader with a customer-first mindset who excels in a fast-paced, results-driven environment. 

Key Responsibilities: 

  • Strategic Execution: Develop and implement a mid-market sales strategy aligned with company objectives, focusing on growth and scalability. Identify and pursue market opportunities to drive predictable, sustainable revenue. 
  • Customer-Centric Sales Management: Ensure the team delivers tailored solutions for mid-market customers (500 - 1,000 employees) with a focus on operational efficiency and quality customer engagements. Serve as an executive contact for key accounts, providing support for complex customer needs and driving retention. 
  • Operational Rigor: Define and track KPIs to ensure the achievement of revenue and performance targets for the mid-market segment. Use data-driven insights to enhance sales motions, optimize pipeline management, and increase win rates. 
  • Team Leadership and Development: Lead and develop a high-performing sales team by recruiting, mentoring, and retaining top talent. Foster a collaborative and inclusive team culture, empowering individuals to excel and innovate. 
  • Cross-Functional Collaboration: Work closely with marketing, product, and customer success teams to align on go-to-market strategies and ensure a seamless customer experience. Advocate for mid-market customer needs, ensuring internal teams prioritize solutions that meet customer expectations. 

Please note this is a hybrid role with onsite expectations of 3x/week (Tue-Thur) from our San Mateo, CA headquarters. 

Qualifications

  • 10+ years of experience in SaaS, ITSM, or EX sales, with at least 3 years in a leadership role managing teams
  • Proven track record of driving growth within mid-market sales and delivering results in a high-growth environment
  • Strong understanding of SaaS and ITSM solutions, with experience addressing the unique requirements of mid-market customers 
  • Experience with EX tools, especially in onboarding and engagement for mid-sized companies
  • Ability to inspire creativity and innovation within a team by encouraging calculated risks and continuously driving improvements to processes and products
  • Proven experience in embedding customer needs into strategic planning and advocating for excellence throughout the customer journey to drive exceptional service and satisfaction
  • Strong leadership capabilities with a track record of effectively communicating a clear vision for business growth, particularly in the mid-market segment, while aligning team efforts to achieve long-term objectives
  • Demonstrated success in establishing accountability and maintaining operational efficiency to ensure the consistent delivery of high-quality results and performance
  • Skilled in mentoring and coaching team members, fostering a supportive and inclusive work environment, and promoting career growth through personalized development plans 

Additional Information

This role is based in the San Francisco Bay Area, and the expected base salary range for this position is as shown below. The actual base pay is dependent upon a variety of job-related factors such as professional background, training, work experience, business needs, and market demand. Therefore, in some circumstances, the actual salary could fall outside of this expected range. This pay range is subject to change and may be modified in the future. 

Compensation Package

$206,000 - $296,000 Base Salary. This role is also eligible for variable compensation. 

At Freshworks, we are creating a global workplace that enables everyone to find their true potential, purpose, and passion irrespective of their background, gender, race, sexual orientation, religion and ethnicity. We are committed to providing equal opportunity for all and believe that diversity in the workplace creates a more vibrant, richer work environment that advances the goals of our employees, communities and the business.

Average salary estimate

$251000 / YEARLY (est.)
min
max
$206000K
$296000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About Director, Mid-Market Sales, Freshworks

Join Freshworks as our Director of Mid-Market Sales in beautiful San Mateo, CA, where you'll have the chance to steer the growth of our mid-market segment, catering to businesses with 500 to 1,000 employees. At Freshworks, we strive to simplify the lives of our customers through our uncomplicated service software, driving genuine customer and employee experiences. In this dynamic role, you'll lead a vibrant sales team, crafting and executing strategies that not only align with our company objectives but also tap into exciting market opportunities. Your ability to create tailored solutions for our mid-market customers will be key to delivering operational efficiency and top-tier customer engagements. As a champion of our customer-first mentality, you will work hand-in-hand with key accounts, navigating complex needs and ensuring retention. You'll also embrace the analytical side of sales, setting and monitoring performance KPIs to drive insights that propel our success forward. Leading a collaborative team culture, you'll foster innovation and growth while developing fresh talent. With a focus on cross-functional collaboration, you’ll work closely with marketing, product, and customer success teams. If you're a seasoned leader ready to make a real impact in how businesses harness software solutions, Freshworks is the right place for you. Let's transform the way the world works together!

Frequently Asked Questions (FAQs) for Director, Mid-Market Sales Role at Freshworks
What are the responsibilities of the Director, Mid-Market Sales at Freshworks?

The Director, Mid-Market Sales at Freshworks is responsible for strategic execution of sales initiatives tailored to the mid-market segment. This includes developing a mid-market sales strategy that drives sustainable revenue growth, managing team operations to ensure quality customer engagements, and working closely with cross-functional teams to align on go-to-market strategies. The role emphasizes customer-centric sales management and operational rigor to track performance against defined KPIs.

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What qualifications do I need for the Director, Mid-Market Sales position at Freshworks?

To qualify for the Director, Mid-Market Sales role at Freshworks, candidates should possess 10+ years of experience in SaaS, ITSM, or EX sales with at least 3 years in a leadership capacity. A proven track record in driving growth within mid-market sales, understanding SaaS and ITSM solutions, and experience in engaging mid-market customers is essential. Strong leadership skills, the ability to inspire teams, and a customer-first mindset are also crucial.

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How does the Director, Mid-Market Sales role at Freshworks contribute to team leadership?

In the Director, Mid-Market Sales role at Freshworks, you will be pivotal in developing a high-performing sales team. This includes recruiting top talent, mentoring individuals, and fostering a collaborative and inclusive team environment. By empowering team members to excel and innovate, you directly influence the overall performance and culture of the sales department.

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What is the expected salary range for the Director, Mid-Market Sales role at Freshworks?

The expected base salary range for the Director, Mid-Market Sales position at Freshworks is between $206,000 and $296,000, which is influenced by factors such as professional background and market demand. Additionally, this role is eligible for variable compensation, providing a comprehensive compensation package for successful candidates.

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Is the Director, Mid-Market Sales position at Freshworks remote or hybrid?

The Director, Mid-Market Sales position at Freshworks is a hybrid role that requires onsite work three days a week (Tuesday to Thursday) from our headquarters in San Mateo, CA. This setup fosters collaboration and allows the team to engage directly with colleagues and resources.

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Common Interview Questions for Director, Mid-Market Sales
How would you describe your leadership style as a Director, Mid-Market Sales?

In answering this question, it's important to convey your leadership philosophy and how it aligns with fostering a collaborative team environment. Talk about how you motivate your team, your focus on setting clear goals, and how you help individuals reach their potential while ensuring accountability to achieve business objectives.

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Can you provide an example of a successful sales strategy you implemented?

When discussing a sales strategy, outline your approach to understanding customer needs, conducting market research, and setting specific, measurable goals. Emphasize the results achieved, such as revenue growth or increased customer satisfaction, and explain the steps taken to develop and adapt the strategy over time.

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What techniques do you use to manage performance and track KPIs?

Discuss specific performance management techniques, such as regular check-ins with your sales team, utilizing analytics tools, and setting up dashboards for real-time visibility on KPIs. Explain how data-driven insights inform your decisions and help optimize sales processes.

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How do you prioritize customer engagement in your sales strategy?

Explain your customer-centric approach to sales, detailing how you gather feedback, tailor solutions, and maintain strong relationships with key accounts. Mention methods you've used to advocate for customer needs within your organization, and the positive impacts this has on retention and satisfaction.

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What challenges have you faced in mid-market sales, and how did you overcome them?

Share specific challenges you've encountered, such as competition or evolving customer needs, and detail the strategies you employed to effectively address these issues. Focus on your adaptability and innovative problem-solving capabilities as key strengths.

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How do you foster a culture of innovation within your sales team?

Articulate your strategies for encouraging creativity and risk-taking among team members, including how you implement brainstorming sessions or feedback loops. Highlight examples of successful innovations that originated from your team, and explain the importance of learning from both successes and failures.

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What methods do you use to develop and mentor team members?

Discuss your approach to mentorship, including regular one-on-one meetings, personalized development plans, and opportunities for professional growth. Emphasize how you recognize individual strengths and provide the resources and support necessary for your team members to excel.

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How do you ensure cross-functional collaboration in your sales strategy?

Mention specific practices you integrate to facilitate collaboration with marketing, product, and customer success teams. Describe your experience in aligning sales goals with other departments and creating a cohesive strategy that enhances the overall customer experience.

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What role does data play in your decision-making process?

Underline the importance of data in driving your sales strategies by sharing how you use metrics to evaluate performance, understand market trends, and refine tactics. Discuss your experience with data analysis tools and how they have helped you make informed decisions to achieve better outcomes.

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Why do you want to work at Freshworks as the Director, Mid-Market Sales?

Reflect on your alignment with Freshworks' values and mission. Discuss how the company’s focus on providing uncomplicated solutions and enhancing customer experiences resonates with your professional goals. Also, express your desire to contribute your skills to a forward-thinking team passionate about making a difference.

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April 8, 2025

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