5+ years of leadership experience in SaaS environments
Proven record of exceeding revenue quotas
Strong pipeline management and sales discipline
Experience with complex sales cycles and product lines
Ability to collaborate across a matrixed organization
Experience selling CMS or DX platforms preferred
Excellent communication and coaching skills
Responsibilities
Lead and develop Inside Account Executives in Sitefinity sales
Drive pipeline generation and revenue attainment
Instill a culture of accountability in sales activities
Conduct deal reviews and forecasting for accuracy
Support team in high-value negotiations and deals
Collaborate with partners to optimize sales strategy
Serve as an advocate for team and product stakeholders
Benefits
Comprehensive medical, dental, vision, and life insurance
401(k) retirement savings plan
Tuition reimbursement program
Flexible paid vacation and birthday leave
Employee assistance and well-being programs
Generous commission structure and ESPP with a 27-month lookback
Full Job Description
This will be specific to our Sitefinity product and lead our North America Inside Sales team within the Digital Experience (DX) business. This will be a hybrid role so working between your home office and our Burlington MA headquarters.
In this role, you will:
Team Leadership & Sales Execution
Lead, coach, and develop a team of Inside Account Executives focused on Sitefinity solutions across North America
Drive consistent execution of pipeline generation, deal progression, and revenue attainment (net new + expansion)
Establish a high-accountability culture around activity, conversion rates, and results
Conduct regular deal reviews, pipeline inspections, and forecast calls to ensure accuracy and predictability
Support the team directly in high-value opportunities, negotiations, and strategic deals
Work closely with our Sitefinity partner community; optimizing partnership strategy and opportunities
Act as an advocate for the team, customers, and product line ensuring stakeholders and partners are well informed and supported
Forecasting & Operational Excellence
Own and deliver accurate monthly and quarterly forecasts for the Sitefinity business in North America
Instill disciplined use of CRM (Salesforce) and sales processes for pipeline hygiene and visibility
Analyze performance metrics to identify gaps and drive corrective action across the team
Ensure alignment with broader DX sales motions and reporting expectations
Cross-Functional Collaboration (Critical to Success)
Act as a key stakeholder across the Sitefinity product line, collaborating with:
Marketing (campaign execution, lead flow optimization, messaging feedback)
Partner/Channel teams (joint pipeline creation and co-sell motions)
Field Sales & Customer teams (handoffs, account strategy, expansion opportunities)
Ensure strong GTM alignment across stakeholders to drive consistent messaging and execution in market
Product & Market Leadership
Develop and maintain strong expertise in Sitefinity (Cloud, DX platform, and related offerings)
Enable the team on product positioning, competitive differentiation, and value-based selling
Monitor market trends, customer needs, and competitive dynamics to refine sales strategy
Serve as the voice of the North America market back to Sitefinity leadership
Coaching, Talent Development & Culture
Recruit, onboard, and retain top inside sales talent
Provide ongoing coaching on discovery, deal strategy, and sales execution
Set clear expectations, success metrics, and career development paths for team members
Foster a culture of accountability, continuous improvement, and team collaboration
Your background:
5+ years of leadership experience, ideally in inside or high-velocity SaaS environments
Proven track record of leading teams to exceed quota across new business and expansion revenue
Strong experience in pipeline management, forecasting, and sales process discipline
Hands on experience selling and managing teams within a complex product line and sales cycle
Ability to collaborate effectively across multiple stakeholders in a matrixed organization
Experience selling CMS, DX platforms, or enterprise software solutions preferred
Strong communication, coaching, and executive presence
Highly skilled collaborator and solutions-oriented leader who seeks to understand and educates to align partnership in delivery
Base Salary Range: $106,250 - $131,250 This position is also eligible to participate in our commission plan (up to $115k at plan). Final base compensation is determined by a number of factors, including but not limited to job-related skills, education, demonstrable experience, and allowance for future and continued salary growth. We also offer a robust benefits package, with details below.
If this sounds like you and fits your experience and career goals, we'd be happy to chat.
What we offer in return is the opportunity to experience a great company culture with wonderful colleagues to learn from and collaborate with and also to enjoy:
Medical, dental, vision, life & disability, and financial benefits (including 401(k) retirement savings plan. Tuition Reimbursement program. Additional voluntary benefits including crucial illness/hospital indemnity, identity theft protection, auto & home insurance, legal, and pet insurance.
Competitive salary, uncapped commission, and best-in-class Employee Stock Purchase Program (ESPP) with a 27-month lookback
Flexible paid vacation time, paid day off for your birthday, and company holidays. A variety of leave plans, including Parental Leave.
Employee Assistance Program (EAP) and an employee well-being program focusing on physical, mental, and financial health.
Apply now!
#LI-hybrid
About Progress Software
Progress Software Corporation is a global software company. The Company offers solutions in the development, deployment, integration and management of business applications on premise, in the cloud, on mobile devices, and on platforms. The Company operates through three segments: OpenEdge, Data Connectivity and Integration, and Application Development and Deployment. The Company's solutions are used across a range of industries, including government, financial services, and healthcare. The Company's technologies include Progress OpenEdge, Progress Corticon, Progress DataDirect Connect, Progress DataDirect Cloud, Progress DataDirect Bulk Load, Progress Easyl, Progress Rollbase and Progress Pacific. The Company also offers a range of services, including implementation, consulting, training, and customer support.
