Silk is the leading cloud performance platform purpose-built to accelerate and optimize mission-critical applications in the cloud. Enterprises rely on Silk to eliminate cloud bottlenecks, improve performance, reduce costs, and enable their most demanding workloads to run at scale.
As we scale our enterprise go-to-market motion, we are hiring a Regional Vice President of Sales to lead a team of Regional Sales Directors across the United States. This is a frontline leadership role responsible for building a high-performing enterprise sales team, driving pipeline rigor, and delivering predictable revenue growth.
We are looking for a rising sales leader, someone who has recently (3+yrs) stepped into frontline leadership, understands enterprise infrastructure sales, and thrives coaching teams through complex, multi-stakeholder deals.
The Role
The Vice President (VP) of Sales will lead a team of enterprise sellers responsible for winning and expanding large strategic accounts. You will drive pipeline creation, deal strategy, and forecasting discipline across your region while building a culture of accountability and operational excellence.
What You’ll Do
Build and Lead a High-Performance Sales Team
- Lead, coach, and develop a team of Regional Sales Directors selling into large enterprise accounts, building a culture of accountability, execution, and continuous improvement.
- Run structured pipeline and deal reviews to strengthen qualification, multi-thread accounts, and help sellers consistently win complex enterprise opportunities.
Drive Predictable Revenue Growth
- Own regional revenue performance and ensure the team consistently builds pipeline, progresses qualified opportunities, and achieves quarterly and annual targets.
- Engage directly in the region’s most strategic deals, helping sellers navigate executive alignment, competitive positioning, and enterprise procurement.
Operationalize MEDDPICC and Forecast Discipline
- Implement and reinforce rigorous MEDDPICC execution across the team to improve qualification, deal progression, and win rates.
- Maintain strong forecast accuracy through disciplined deal inspection, clear risk identification, and consistent pipeline management.
Lead Complex Enterprise Deal Strategy
- Partner with Regional Sales Directors and Solution Architects to guide enterprise opportunities through technical validation, architecture alignment, and POCs.
- Coach sellers on navigating large organizations, securing executive sponsorship, and building consensus across technical and business stakeholders.
Partner Across the Business
- Collaborate closely with Sales, Engineering, Marketing, Channel, Product, and Customer Success to accelerate deals and deliver strong customer outcomes.
- Provide market and customer insights that inform product strategy, messaging, and Silk’s enterprise go-to-market motion.
What We’re Looking For
- 7+ years of enterprise technology sales experience, ideally selling infrastructure, storage, or cloud platforms.
- 3+ years of frontline sales leadership experience managing enterprise sellers.
- Proven success selling enterprise cloud infrastructure, storage, or data platform solutions into large organizations.
- Track record of leading teams through complex enterprise sales cycles with multiple stakeholders and executive engagement.
- Experience closing and coaching seven-figure enterprise deals.
- Deep operational familiarity with MEDDPICC as a framework for deal qualification, inspection, and forecasting.
- Strong ability to coach enterprise sellers on deal strategy, executive engagement, and multi-threaded selling.
- Experience working with channel partners, cloud ecosystems, and enterprise integrators.
Why Join Silk
- Sell and lead around a category-defining cloud performance platform with clear customer outcomes.
- Work with some of the most sophisticated enterprise cloud environments in the market.
- Help shape Silk’s enterprise go-to-market strategy and sales culture.
- Competitive compensation with strong upside for performance.
- A high-impact environment where strong leaders can move the business quickly.
Top Skills
What We Do
Silk enables organizations to migrate and run their most complex business-critical applications in the public cloud while continually optimizing performance, reliability, and costs. Silk’s data services eliminate the need to copy production data for Dev/Test teams, increasing their agility and enabling production data to be leveraged for Generative AI. Silk leverages over 20 technology patents so customers can effortlessly unlock the full potential of the public cloud in a fraction of the time. Silk is headquartered outside of Boston, MA.
