Regional Sales Director

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 make it possible to run their most demanding workloads at scale. We work with large, sophisticated organizations navigating complex cloud migrations—and we help them achieve outcomes traditional cloud infrastructure simply can’t deliver. 

As we continue to scale, we’re looking for a Regional Sales Director to drive net-new business and expand Silk’s footprint within strategic enterprise accounts. 

Position Overview 

The Regional Sales Director (RSD) is a quota-carrying individual contributor responsible for owning a defined territory and driving complex, multi-stakeholder enterprise sales cycles. You will build and execute a territory plan, create pipeline through targeted hunting, and close large, high-value deals that solve customers’ most pressing cloud performance challenges. 

This role is ideal for a motivated, curious, highly accountable enterprise seller who thrives in fast-paced environments and is skilled at translating customer pain into meaningful business outcomes. 

What You’ll Do 

Sales Strategy & Execution 

• Own a regional territory and drive a strategic plan focused on new logo acquisition and whitespace expansion. 
• Prospect into enterprise organizations to build pipeline and generate multi-threaded engagement with senior stakeholders. 
• Work closely with channel partners and strategic alliances to co-sell, generate pipeline, and accelerate enterprise deals; leverage established partner relationships to expand reach and drive regional momentum 
• Run a rigorous and consistent sales process (MEDDPICC preferred), managing multiple complex opportunities simultaneously. 

Customer Engagement & Value Selling 

• Uncover and deeply understand customer challenges related to cloud performance, scale, architecture, and cost. 
• Lead executive-level conversations with CIO, CTO, VP Infrastructure, Cloud Architecture, DB, Storage, Finance and Security teams. 
• Translate customer pain points into a compelling business case, value story, and ROI model that drives urgency and action. 

Deal Management & Forecasting 

• Guide deals through technical evaluation, POCs, and validation with Solution Architects as key partners. 
• Navigate complex organizations to gain executive sponsorship, align stakeholders, and drive consensus. 
• Maintain crisp forecast accuracy, pipeline hygiene, and sales documentation. 

Cross-Functional Collaboration 

• Partner closely with Product, Customer Success, Marketing, and Engineering to deliver customer outcomes and competitive differentiation. 
• Provide market and customer insights back to the business to inform our product roadmap and GTM strategy. 

What We’re Looking For 

• 5+ years of enterprise software, cloud, infrastructure, storage, or data platform sales in a channel centric environment. 
• Proven track record of achieving or exceeding $1M+ quotas, with multiple seven-figure wins. 
• Strong experience “selling with” channel partners and strategic alliances, with an existing network across VARs, cloud partners, and regional integrators that can be activated to drive pipeline and influence enterprise buying cycles 
• Experience executing complete sales cycles for complex enterprise deals with multiple influencers and C-suite visibility. 
• Hunter mentality: demonstrated success creating pipeline, prospecting into targeted accounts, and winning net-new logos. 
• Ability to lead high-level technical and architectural discussions in partnership with a Solution Architect. 

What Sets You Apart (Enterprise Intangibles) 

• Customer Empathy: You instinctively see problems through the customer’s eyes. You listen intently, anticipate unspoken needs, and guide the conversation with clarity and insight. 
• Translating Empathy into Outcomes: You convert customer insights into concrete actions, advancing the sales cycle while mapping Silk’s value to their business priorities and strategic outcomes. 
• Clear and Timely Communication: You communicate with precision—up, down, across the organization, and externally. You close loops early and never leave stakeholders guessing. 
• Accountability and Ownership: You take full responsibility for results. You follow through, drive the next step, and operate with high integrity without needing reminders. 
• Learning Agility: You adapt quickly, absorb new information, and apply it immediately. You thrive in fast-moving, ambiguous environments. 
• Collaborative Respect: You engage cross-functionally with humility and confidence. You know how to build coalitions, identify power centers, and constructively influence outcomes in complex organizations. 

Why Join Silk 

• Opportunity to sell a category-defining cloud performance platform with clear, provable customer outcomes. 
• Ability to influence large-scale enterprise cloud strategies and run sophisticated, meaningful sales cycles. 
• Competitive compensation with strong accelerators for overachievement. 
• A high-performance, collaborative culture where your impact is felt immediately