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About the Role

Evolve Security is seeking an Account Executive to support and grow our enterprise sales efforts in the Northeast region. This role is designed for a motivated, high-potential seller with a few years of experience selling complex solutions who is ready to step into larger deals, longer sales cycles, and more strategic client relationships.

You’ll work closely with senior sales leadership and cross-functional teams to build pipeline, advance opportunities, and close enterprise-level cybersecurity engagements.

Key Responsibilities

Pipeline & Revenue Execution

Build and manage a healthy enterprise pipeline aligned to quarterly and annual targets

Progress and close complex opportunities with guidance from senior leadership

Support and close mid- to large-sized deals, with exposure to six-figure and growing enterprise engagements

Maintain accurate pipeline forecasting and deal hygiene in CRM

Enterprise Sales Development

Target and engage enterprise and upper-mid-market accounts in the Boston/Philadelphia region

Conduct discovery conversations focused on client goals, risk, and outcomes

Support pricing discussions, negotiations, and contract execution

Learn to navigate multi-stakeholder buying committees and longer sales cycles

Client Engagement

Build relationships with security, IT, and business leaders (Director, VP, and emerging C-level)

Lead client meetings, presentations, and product/service walkthroughs

Conduct demonstrations of Evolve Security’s reporting and collaboration platforms

Nurture prospects through thoughtful, value-driven outreach

Cross-Functional Collaboration

Partner with Security Engineers, Advisory, Finance, and Sales leadership to scope and advance deals

Document and communicate client goals, scope, and delivery expectations

Ensure clean handoff from sales to delivery teams

Core Competencies

Consultative seller with strong curiosity and business acumen

Comfortable learning and selling technical services

Coachable, accountable, and eager to develop enterprise-level skills

Organized with strong follow-through

Positive, competitive, team-oriented mindset

Requirements

Qualifications

Required

3–5 years of B2B sales or account management experience

Experience selling complex solutions, services, or technology

Strong communication and presentation skills

Ability to engage confidently with Director- and VP-level stakeholders

Bachelor’s degree or equivalent experience

Preferred

Exposure to enterprise or upper-mid-market accounts

Interest or experience in cybersecurity, technology, or professional services

CRM experience (Salesforce, HubSpot, or Microsoft Dynamics)

Familiarity with sales engagement tools (LinkedIn Sales Navigator, ZoomInfo, HubSpot, etc.)

What Success Looks Like

Consistent pipeline growth and deal progression

Increasing deal size and sales cycle ownership over time

Strong collaboration with internal teams

Demonstrated readiness to grow into a senior enterprise role

Compensation: $70,000-$120,000/annual base

Benefits

Who is Evolve Security?

Evolve Security is a cybersecurity services firm headquartered in Chicago, IL. We are dedicated to improving our client’s security posture by providing continuous penetration testing, training services, and talent solutions.

In addition to our professional cybersecurity service offerings, Evolve Security offers a cybersecurity bootcamp, “Evolve Academy”, currently ranked the #1 cybersecurity bootcamp in the world. The Cybersecurity Bootcamp in Chicago provides immersive training, giving students the concrete and practical skills, needed on the job. Students gain real work experience through live security assessment work that they perform on not-for-profit companies.

We are passionate about directly improving our customers’ security posture, and we proudly train others to help meet the need for qualified cybersecurity talent.

Benefits Include

Healthcare Benefits

401(k) Match

Parental Leave

Flexible Paid Time Off

Annual vacation reimbursement

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Evolve Security is looking for an OSOC Security Analyst with a TechOps focus to join our growing team. This position sits between our offensive security team and our clients, making sure every engagement starts on solid ground. You will own the technical onboarding and health of client integrations, including Kali testing appliances, cloud access, and scope configuration, and you will troubleshoot client-side issues so our testers can focus on testing. You will also support penetration testing and eASM activities alongside the OSOC team.

Key Responsibilities

Deploy, configure, and support Kali Linux testing appliances (ISO, OVA, and VM images) in client environments across VMware ESXi, Hyper-V, Proxmox, VirtualBox, and cloud-hosted instances
Troubleshoot client-side deployment issues such as boot failures, network/VLAN placement, DHCP/static IP configuration, DNS resolution, proxy and firewall restrictions, and outbound connectivity (VPN, reverse SSH, WireGuard/OpenVPN tunnels)
Monitor the health and connectivity of deployed testing appliances and proactively work with clients to restore access when appliances go offline
Guide clients through cloud integration setup for AWS (cross-account IAM roles, read-only policies), Azure (app registrations, service principals, role assignments), and GCP (service accounts, IAM bindings), and validate that the granted permissions are sufficient for assessment tooling such as ScoutSuite, Prowler, and Pacu
Review and validate client scope before and during engagements, confirming that IP ranges, domains, subdomains, web applications, and cloud accounts are entered correctly and match the SOW and Rules of Engagement
Verify asset ownership (WHOIS, ARIN/RIPE, DNS records, cloud provider attribution) and flag third-party hosted or out-of-scope assets before testing begins
Maintain and improve internal testing infrastructure, appliance images, and build pipelines, keeping Kali builds patched, hardened, and preloaded with the standard OSOC toolset
Automate repetitive onboarding and validation tasks (appliance provisioning, connectivity checks, scope validation, cloud permission checks) using Python, Bash, PowerShell, and infrastructure-as-code tools
Act as the technical point of contact for clients during kick-off calls and onboarding, translating technical requirements into clear, actionable steps for client IT teams
Escalate integration blockers, scope discrepancies, and security incidents to the appropriate client contacts or internal team members
Review the eASM dashboard and assist with validating vulnerabilities identified by the ASM system when needed
Create and maintain documentation, runbooks, and client-facing setup guides for appliance deployment and cloud integrations
Assist in maturing Evolve Security processes, procedures, templates, and methodologies to improve onboarding speed and engagement quality
Take on other duties as assigned to support the growth and expansion of enterprise and academy initiatives

Requirements

Passionate about cybersecurity and infrastructure, with a curiosity to learn
1-2 years of experience in IT operations, system administration, TechOps, or information security
Strong Linux administration skills, with hands-on experience using and troubleshooting Kali Linux
Experience with virtualization platforms (VMware, Hyper-V, Proxmox, VirtualBox) and building or customizing VM images and ISOs
Solid networking fundamentals: TCP/IP, subnetting, routing, VLANs, DNS, DHCP, NAT, firewalls, and VPN technologies
Working knowledge of AWS, Azure, and/or GCP identity and access management (IAM roles, policies, service principals, service accounts)
Scripting experience in one or more of: Python, Bash, PowerShell
Familiarity with TechOps tooling such as Git, Docker, Ansible, Terraform, or CI/CD pipelines
Foundational understanding of penetration testing methodology and common offensive tools
Familiarity with cloud security tooling (ScoutSuite, Prowler, Pacu, ROADtools) is a plus
Security+ required; Linux, cloud, or offensive certifications a strong plus (Linux+, RHCSA, AWS Solutions Architect / SysOps, AZ-104, AZ-500, PNPT, OSCP, or equivalent)
Strong troubleshooting mindset and the patience to work through problems with non-technical or busy client IT teams
Ability to interface with clients, using clear communication and consulting skills
Strongly self-motivated, organized, and able to manage multiple client onboardings at once
Strong communication skills (oral and written) and ability to work as part of a team

Benefits

Who is Evolve Security?

Evolve Security is an offensive cybersecurity solution, delivering continuous penetration testing with the optimal blend of AI automation and human expertise, providing peace of mind through greater cyber resiliency.

Powered by the Darwin Attack® Platform, our firm delivers Attack Surface Management (ASM), Continuous Penetration Testing (CPT), and cyber advisory.

Evolve Security's Academy has been ranked the #1 cybersecurity bootcamp for six straight years.

Benefits Include:

Healthcare Benefits
401(k) Match
Parental Leave
Flexible Paid Time Off
Annual vacation reimbursement

Salary Range: $75,000-$90,000/year

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Evolve Security

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