Enterprise Account Executive

About iboss

iboss is redefining how enterprises secure their users, devices, and data in a cloud-first world. Our Zero Trust SASE platform replaces legacy, appliance-based security architectures with a scalable, cloud-native solution that protects organizations wherever their workforce operates. From global enterprises to high-growth companies undergoing digital transformation, iboss secures some of the most demanding environments in the world.

We are a team of people who move with purpose and urgency. We win by being technically credible, commercially sharp, and relentlessly focused on customer outcomes. If you've spent years building real relationships at the enterprise level, know how to navigate complex organizations, and have a record of closing significant new business, this is the role for you.

The Role

We are looking for an Enterprise Account Executive to drive new business acquisition across a named or geographic territory of large enterprise accounts. This is a hunting role. You will be responsible for identifying and opening new opportunities, building executive-level relationships, and leading complex sales cycles to close. You'll engage with CISOs, CIOs, and senior IT and security leaders to position iboss as the platform for their organization's Zero Trust transformation — and you'll own the outcome.

This is not an account management role. We are looking for someone who opens doors, creates urgency, and wins new logos in competitive environments.

What You'll Do

• Build and own a territory strategy targeting large enterprise organizations, prioritizing accounts with the highest potential for net new revenue
• Drive outbound prospecting and relationship development at the executive level — creating opportunities where none existed before
• Lead complex, multi-stakeholder sales cycles from initial outreach through technical evaluation, business justification, procurement, and contract execution
• Engage credibly with CISOs, CIOs, VPs of Infrastructure, and other senior buyers, positioning iboss as a long-term strategic platform — not a point solution
• Develop account plans that align iboss's platform to each organization's security roadmap, digital transformation priorities, and budget cycles
• Coordinate internal deal teams — including Sales Engineers, Product, Professional Services, and Executive Sponsors — to deliver a compelling and differentiated buying experience
• Build and leverage relationships with strategic channel partners, VARs, and GSIs to expand market reach, source opportunities, and accelerate pipeline
• Maintain rigorous pipeline discipline and accurate forecasting in Salesforce
• Represent iboss at industry events, executive briefings, and key customer engagements to drive market visibility and pipeline generation

What We're Looking For

• 7+ years of enterprise field sales experience in cybersecurity, cloud infrastructure, or enterprise SaaS
• A demonstrated hunter — someone with a track record of opening and closing net new enterprise logos, not just managing existing relationships
• Experience closing six- and seven-figure deals within large, complex organizations
• Deep familiarity with the enterprise security landscape — including Zero Trust, SASE, SSE, network security, or cloud security categories
• Executive presence and communication skills; able to engage credibly with C-suite stakeholders and translate technical value into business outcomes
• Experience building and executing territory plans with a disciplined approach to pipeline generation and opportunity prioritization
• Proven ability to work with and through channel partners — VARs, GSIs, and security-focused resellers — as part of a strategic sales motion
• Strong Salesforce habits and a track record of accurate, disciplined forecasting

Preferred Qualifications

• Direct experience selling Zero Trust, SASE, SSE, or cloud-delivered security platforms
• Existing executive-level relationships with security and IT decision-makers in your target territory
• Experience winning competitive displacements against established vendors in the network or cloud security space
• Bachelor's degree or equivalent professional experience

Why iboss

• Uncapped earning potential with a competitive base and performance-driven commission structure
• Comprehensive benefits including medical, dental, vision, and 401(k)
• Remote-first work environment with strong executive support and access to deal resources
• Direct access to leadership and meaningful influence over go-to-market strategy
• The opportunity to lead transformational deals in one of the fastest-growing segments in cybersecurity

The duties and responsibilities described above are essential functions of the job

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, status as a veteran, or an individual with a disability.

*This position is not eligible for sponsorship of work visas