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Confidential Client of Peskind Executive Search seeks a Regional Sales Manager to lead Midwest market expansion for an AI-driven security technology company. You will own strategies, partnerships, and revenue in IL, IN, OH, MI, WI, MN, and NE.
This role blends hands-on selling with strategic planning, managing key accounts and partners while working with executive leadership to shape go-to-market initiatives in a fast-growing startup environment.
Confidential Client of Peskind Executive Search
A confidential, high-growth technology company has retained Peskind Executive Search to identify a Regional Sales Manager to lead market expansion across the United States. This organization delivers AI-driven surveillance, intelligent security software, and advanced computing solutions designed for security-focused, regulated, and mission-critical environments.
This is not a traditional corporate sales role. The Regional Sales Manager will operate as a foundational revenue leader within a fast-moving startup, directly influencing go-to-market strategy, regional growth, and long-term scalability. The role blends hands-on selling, strategic territory ownership, and cross-functional collaboration with executive leadership.
The ideal candidate thrives in environments where structure is still being built, opportunities are self-generated, and impact is highly visible. This individual will help define how the company sells, builds partnerships, and establishes market presence - while owning revenue outcomes in a critical growth region.
Own and execute regional sales strategy to build pipeline and close new business across the each region.
Prospect, qualify, and close opportunities while maintaining a consistent, healthy pipeline
Deliver persuasive, consultative sales presentations tailored to customer pain points and operational needs
Build long-term customer relationships that drive recurring revenue, renewals, and referrals
Partner closely with executive sales leadership to establish quarterly and annual revenue targets
Track progress, assess risk, and adjust strategy to consistently meet or exceed goals
Take full ownership of outcomes by combining strategic planning with hands-on execution
Provide structured feedback on customer needs, product-market fit, and sales process improvements
Actively promote the company's full portfolio of surveillance systems, software platforms, and service offerings
Represent the organization at industry events, regional meetings, and targeted marketing initiatives
Identify creative, cost-effective lead generation and brand awareness opportunities appropriate for a startup environment
Establish a visible and credible presence in the regional security and technology ecosystem
Build and manage relationships with systems integrators, manufacturer representatives, and value-added resellers (VARs)
Enable partners through training, resources, and ongoing sales support
Evaluate and onboard new partners in collaboration with senior leadership
Ensure partner performance aligns with regional revenue and strategic objectives
Maintain accurate and disciplined pipeline management using Salesforce
Track all sales activity from lead generation through close, ensuring data integrity and forecast accuracy
Actively manage follow-ups, proposals, and deal progression to optimize conversion rates
Serve as a trusted advisor to customers and partners, providing product guidance and technical insight
Lead product demonstrations, walkthroughs, and training sessions to drive adoption and value realization
Support early-stage implementations by ensuring customer expectations align with delivered solutions
Develop clear, detailed proposals, pricing, and quotes aligned with customer needs and company objectives
Negotiate contracts that balance customer satisfaction with profitability and long-term growth
Collaborate with leadership on pricing strategy and approval of non-standard terms
Represent the company at industry trade shows and events, engaging prospects and demonstrating solutions
Partner with marketing and product teams to develop training materials and sales enablement content
Monitor competitive offerings, pricing, and market trends; deliver insights to executive leadership
Build relationships with key influencers and decision-makers to expand market reach
2-5 years of successful B2B sales experience, ideally within technology, SaaS, security, or adjacent industries
Proven success managing the full sales cycle from prospecting through close
Experience selling into complex, regulated, or security-focused environments preferred
Strong consultative selling skills with the ability to translate technical solutions into business value
Experience using Salesforce for pipeline management; familiarity with ZoomInfo or similar tools is a plus
Thrives in fast-paced, high-growth environments with evolving processes
Comfortable wearing multiple hats across sales, partnerships, and market development
Highly ownership-driven with a bias toward action and accountability
Exceptional communication, presentation, and negotiation abilities
Strong organizational skills with the ability to manage multiple priorities simultaneously
Collaborative and influential, able to work effectively across leadership, sales, marketing, and product teams
Opportunity to build and scale a U.S. territory from the ground up
Direct exposure to executive leadership and strategic decision-making
High visibility and impact within a rapidly growing technology company
Competitive compensation with strong upside tied to performance
A culture built around autonomy, innovation, and long-term growth