Mid-Market Regional Sales Director (Cybersecurity & SaaS)

Location: Tampa, US; hybrid work with the ability to be based in the Tampa office; travel across the assigned territory required for up to 50–70% of the time.

Company

Provides cybersecurity, AI, and SaaS solutions that help managed service providers manage and secure Microsoft 365 environments at scale and deliver AI services to SMB customers.

What you will do

• Own and execute the regional sales and go-to-market strategy for cybersecurity and SaaS offerings.
• Lead, coach, and scale a high-performing team of Account Executives.
• Drive new business growth across mid-market organizations through direct sales, strategic partnerships, territory planning, and market development.
• Build relationships with business and technical decision-makers across IT, security, operations, and executive leadership.
• Align solutions with customers’ Microsoft environments, digital transformation initiatives, security objectives, and operational goals.
• Manage pipeline discipline, forecasting, revenue targets, cross-functional collaboration, customer engagements, and industry events.

Requirements

• Proven ability to lead, coach, and scale high-performing sales teams in a fast-growth SaaS environment.
• Strong experience selling to mid-market organizations and navigating complex, multi-stakeholder sales cycles.
• Demonstrated success building relationships with senior business and technology leaders, including CIOs, CISOs, IT Directors, and Operations leaders.
• Experience driving regional growth through direct sales, strategic partnerships, and market development activities.
• Clear and persuasive communication skills, with the ability to tailor messaging for technical and executive audiences.
• Ability to prioritize high-impact activities and optimize time, tools, and team resources, with a proactive and solution-oriented approach.
• Ability to work cross-functionally with pre-sales engineering, product, marketing, and customer success teams.
• Skilled in Salesforce, HubSpot, LinkedIn Sales Navigator, and other tools for pipeline management, forecasting, and team performance.
• Ability to be based in the Tampa office on a hybrid basis and travel up to 50–70% across the assigned territory.

Nice to have

• Working knowledge of Microsoft 365, Defender, Purview, and Entra ID, including how cybersecurity solutions support business resilience, compliance, and risk management.

Culture & Benefits

• Continuous learning and enablement in an environment where experimentation, mistakes, and improvement are supported.
• High-trust, autonomous working environment with opportunities to make a direct impact.
• Transparent, honest, and collaborative culture within a fast-growing startup.
• Global team environment with support from experienced colleagues.
• Monthly team socials and employee recognition programs for achievements and contributions.