Director, Regional Sales

AI overview

Drive new business by leading a high-performing sales team, refining sales strategies, and coaching members to excel in closing enterprise deals.

Meet Benevity

Benevity is the way the world does good, providing companies (and their employees) with technology to take social action on the issues they care about. Through giving, volunteering, grantmaking, employee resource groups and micro-actions, we help most of the Fortune 100 brands build better cultures and use their power for good. We’re also one of the first B Corporations in Canada, meaning we’re as committed to purpose as we are to profits. We have people working all over the world, including Canada, Spain, Switzerland, the United Kingdom, the United States and more!

In this role, you will be responsible for driving the growth of new business within your region, with a specific focus on building a robust pipeline, identifying new selling opportunities, and closing enterprise deals. Your efforts will focus on acquiring new clients and increasing revenue through strategic sales initiatives. You will lead a high-performing sales team, coaching individual reps to execute the sales cycle effectively and reach ambitious sales targets.

You will leverage your experience in enterprise sales, managing and reviewing pipeline health, while continuously refining the sales strategy to identify and close new opportunities. This role will require hands-on leadership, a deep understanding of sales methodologies (with a preference for Sandler), and the ability to guide reps through prospecting, cold calling, and overcoming competition to close deals faster. You will mentor and develop your team to excel in all stages of the sales process.

If you have a proven track record in new business sales, enjoy coaching and mentoring, and have the drive to close large deals, this is an exciting opportunity to shape the future of sales at a forward-thinking, and purpose-driven organization!

What you’ll do:

Drive New Business: Lead sales team members to identify, prospect, and close new enterprise deals. Build and maintain a strong pipeline to meet aggressive growth targets.

Coach for Success: Provide hands-on sales coaching and guidance on effective cold calling, prospecting, and sales cycle management. Help reps develop the skills needed to gain access to decision-makers and reduce sales cycles.

Pipeline Management: Monitor pipeline health, ensuring that reps are focused on the right opportunities and that the sales process is running smoothly. Identify areas for improvement and coach reps on maintaining a healthy and growing pipeline.

Sales Methodology: Lead by example and use proven methodologies (such as Sandler) to teach sales reps how to successfully engage prospects, navigate objections, and close enterprise deals.

Deal Reviews & Coaching: Run regular pipeline reviews and deal coaching sessions with individual sales reps to ensure deals are progressing and strategies are aligned with company goals.

Sales Performance: Set clear expectations for performance, track KPIs, and hold your team accountable for meeting and exceeding sales targets.

Onboarding & Training: Onboard and train new sales reps on effective sales processes, pipeline management, and how to close deals. Provide continuous support and mentoring to ensure success.

Lead by Example: Maintain an active role in sales, personally engaging in strategic deals and helping your team close high-value opportunitiesCollaboration: Work cross-functionally with marketing, solution consultants, and other teams to ensure seamless execution of the sales process and enhance the overall client.

What you’ll bring:

  • 6+ years of Sales and Sales Leadership Experience: A proven track record in new business development, including a history of closing complex deals and managing the full sales cycle from BDR to AE
  • Enterprise Sales Expertise: Experience working with large corporations tailoring sales strategies to win new business
  • Strong Pipeline Management: Deep understanding of pipeline health, forecasting, and how to identify and prioritize the best opportunities
  • Sales Methodology Knowledge: Familiarity with sales methodologies like Sandler and experience teaching cold calling, prospecting, and how to shorten sales cycles
  • Coaching & Mentorship: Ability to mentor and develop sales talent, providing hands-on coaching to improve team performance and achieve sales goals
  • KPIs & Accountability: Understanding of key performance metrics and the ability to hold your team accountable for their sales activities and performance
  • Competitive Drive: A passion for driving new business, reducing sales cycles, and beating competitors to close the deal
  • Adaptability: Flexibility to thrive in a fast-paced, growth-oriented environment and the ability to motivate and inspire a sales team to achieve exceptional results

Discover your purpose at work

We’re not employees, we’re Benevity-ites. From all locations, backgrounds and walks of life, who deserve more …

Innovative work. Growth opportunities. Caring co-workers. And a chance to do work that fills us with a sense of purpose.

If the idea of working on tech that helps people do good in the world lights you up ... If you want a career where you’re valued for who you are and challenged to see who you can become …

It’s time to join Benevity. We’re so excited to meet you.

Where We Work

At Benevity, we embrace a flexible hybrid approach to where we work that empowers our people in a way that supports great work, strong relationships, and personal well-being. For those located near one of our offices, while there’s no set requirement for in-office time, we do value the moments when coming together in person helps us build connection and collaboration. Whether it’s for onboarding, project work, or a chance to align and bond as a team, we trust our people to make thoughtful decisions about when showing up in person matters most.

Join a company where DEIB isn’t a buzzword

Diversity, equity, inclusion and belonging are part of Benevity’s DNA. You’ll see the impact of our massive investment in DEIB daily — from our well-supported employee resources groups to the exceptional diversity on our leadership and tech teams.

We know that diverse backgrounds, experiences, skills and passions are what move our business and our people forward, so we're committed to creating a culture of belonging with equal opportunities for everyone to shine. 

That starts with a fair and accessible hiring process. If you want to feel seen, heard and celebrated, you belong at Benevity.

Candidates with disabilities who may require accommodations throughout the hiring or assessment process are encouraged to reach out to [email protected].

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