> Markdown version of [/jobs/ext/100594-account-executive-managed-it-cybersecurity-chicagoland-155k-ote](https://www.wearedevelopers.com/jobs/ext/100594-account-executive-managed-it-cybersecurity-chicagoland-155k-ote). Every page supports `.md` or `Accept: text/markdown`. Links point to the HTML versions so they work for humans too. Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # Account Executive - Managed IT & Cybersecurity - Chicagoland ($155K OTE) - **Company:** RWK SERVICES IT, LLC - **Location:** Frankfort, IL, United States (Remote available) - **Experience:** Experienced - **Salary:** $90,000.0 - $155,000.0 - **Contract:** Permanent contract - **Skills:** Software as a Service, Cyber Security - **Published:** May 31, 2026 - **Apply:** https://www.indeed.com/viewjob?jk=9c9a20d2d7340b39 ## About the Role Do you have a valid Driver's License license?, Do you have experience in Outbound calling?, * 3+ years full-cycle B2B sales to SMB or mid-market in Chicagoland * Track record of carrying and consistently hitting a quota * Comfort with outbound - calls, email, LinkedIn, events, walking into Village Halls * A listen-first, discovery-led approach - you're interested in finding the right solution, not just generating a lead * Ability to translate technical concepts into business outcomes for non-technical buyers, including elected officials and public administrators * Valid driver's license; willingness to travel ~40% within Chicagoland, Northern Indiana, and downstate Illinois Preferred * MSP, managed IT, MSSP, cybersecurity, cloud, telecom/UCaaS, copier/office tech, SaaS-to-SMB, payroll, or merchant services background * Experience selling into municipalities, public safety, or fire protection districts * Manufacturing, accounting/finance, or private equity vertical experience * Familiarity with Sandler, MEDDIC, or Challenger Not sure you check every box? If you've sold consultatively to SMB owners or public-sector administrators and want to own a territory at a 27-year-old MSP with real credibility in local government and an external coaching engine behind you, we want to talk. Don't self-select out. ## Related Videos - [What makes Cybersecurity different for critical infrastructure?](https://www.wearedevelopers.com/videos/571-what-makes-cybersecurity-different-for-critical-infrastructure) - [Beyond the Hype: Building Trustworthy and Reliable LLM Applications with Guardrails](https://www.wearedevelopers.com/videos/1594-beyond-the-hype-building-trustworthy-and-reliable-llm-applications-with-guardrails) - [Thinking Differently - How to Make Money from Cyber Attacks & Cheats](https://www.wearedevelopers.com/videos/745-thinking-differently-how-to-make-money-from-cyber-attacks-cheats) - [Fleet Management - Reinvented](https://www.wearedevelopers.com/videos/473-fleet-management-reinvented) - [Remote Driving on Plant Grounds with State-of-the-Art Cloud Technologies](https://www.wearedevelopers.com/videos/251-remote-driving-on-plant-grounds-with-state-of-the-art-cloud-technologies) - [Cyber Security: Small, and Large!](https://www.wearedevelopers.com/videos/259-cyber-security-small-and-large) ## Related Articles - [Fully Remote Software Engineer Jobs](https://www.wearedevelopers.com/magazine/447-fully-remote-software-engineer-jobs) - [Events like RSAC Get You CISOs. Developers Decide What Actually Gets Deployed.](https://www.wearedevelopers.com/magazine/693-events-like-rsac-get-you-cisos-developers-decide-what-actually-gets-deployed) - [Best Companies to Work For in Berlin: Top 14 Companies in 2023 ](https://www.wearedevelopers.com/magazine/188-best-companies-to-work-for-in-berlin-top-14-companies-in-2023) - [The Biggest German Tech Companies](https://www.wearedevelopers.com/magazine/424-the-biggest-german-tech-companies) - [9 Ways to Make Money Hacking](https://www.wearedevelopers.com/magazine/333-9-ways-to-make-money-hacking) - [Is Software Engineering Over-Saturated?](https://www.wearedevelopers.com/magazine/418-is-software-engineering-over-saturated)