Account Executive - Enterprise; Chicago

Account Executive - Enterprise (Chicago Based)

Account Executive, Enterprise (Chicago Based)

What to expect when you join Sikich

Team members at Sikich have a lot in common while also being part of a rich and varied group of contributors, creating a distinct and thriving culture. Chief among our commonalities is a desire for growth and a shared unity of purpose in our professional lives. We believe that through various perspectives, challenging the status quo and rewarding action, we accelerate innovation and drive growth – for our clients, for ourselves and for our communities.

The professional services landscape continues to evolve. For Sikich, this means we have an opportunity to further cement our leadership position in this industry and continue to grow our organization in increasingly exciting ways. This growth is meaningful for every team member at our company because larger companies simply see more interesting client opportunities and can attract impressively talented individuals like you.

Through a dedicated focus on key business priorities and intentionally creating a rewarding employee experience, Sikich has developed into a highly regarded provider of professional services and a sought-after employer of choice.

Do you want to work with other skilled practitioners and serve clients in a way that makes a difference? Are you seeking a supportive environment backed by a deep and extensive set of skillsets? Are you ready to make an impact and be acknowledged for your contributions? If you answered yes to these questions, we see a mutually beneficial and gratifying relationship on the horizon!

Are you ready to grow with us?

Position Summary

As an Account Executive specializing within our Enterprise group, you will be at the forefront of our sales efforts, responsible for acquiring new clients and nurturing existing relationships. Your primary focus will be on understanding the unique IT needs of prospective clients and proposing tailored managed services solutions that address those needs. You will collaborate closely with our technical teams to ensure seamless service delivery and long‑term client satisfaction.

Candidate MUST be based in Chicago area for client on site’s

What will you do in this role?

• Thrive in a quarterback team selling environment and leverage available resources (solution consulting, professional services, marketing, industry experts, and management) to get the job done and secure the sale
• Possess a hunter mentality with demonstrated success sourcing leads, qualifying opportunities, & closing deals
• A highly tenacious and extremely results driven sales representative who thrives to be at the top of the leader board
• Demonstrated aptitude in acquiring and applying industry expertise successfully in sales cycles
• Track record of achievements and accomplishments that demonstrate strong judgment, sound decision making and a desire to succeed.
• Excellent communication and interpersonal skills, with the ability to build rapport with clients and present complex information in a clear and concise manner. Ability to communicate with executives/C‑level and clearly convey the value of our cybersecurity services
• Develop and maintain strong, trusted and mutually beneficial relationships with referral partners, trade associations and buying groups
• Focus on prospecting and closing managed IT services opportunities.
• Maintain familiarity with industry solutions, business models, trends, and applicable compliance frameworks
• Have a strong executive presence, communication skills, and presentation capabilities
• Develop and maintain a strategic territory plan to sign new customers and hit monthly/quarterly/annual revenue targets
• Manage and accurately update leads, opportunities, and pipeline in CRM

What do you need to succeed in this role?

• Strong hunter personality with proven success selling into mid‑market and enterprise companies
• Proven track record of sales experience and success with selling managed IT services (MSP, helpdesk, server and network monitoring) and managed security services (endpoint detection and response (EDR), security information and event management (SIEM)) and selling IT project work…