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Executive Remote Tech Jobs in Chicago, IL (NOW HIRING)

... technology challenges and propose tailored solutions powered by our services and strategic ... What We Offer - Remote-first flexibility and work-life balance. - Competitive base salary ...

Account Executive

Chicago, IL · On-site +1

$65K - $85K/yr

We are seeking a dynamic and results-driven Mid-Market Sales Executive to join our growing team ... technology services is a plus. Envoy Global is based in Chicago, Illinois, but open to remote ...

The Role We are looking for a Chicago-based Account Executive to join our founding remote sales ... Familiarity with AI or technology products * Exposure to MEDDIC, MEDDPICC, or similar qualification ...

Our customers love our technology, but it's our caring employees that make Splunk stand out as an ... Account Executive's are individual contributors who play a vital role in driving a significant ...

Remote Sales Executive

Elgin, IL · Remote

$70K - $90K/yr

We are seeking a driven and results-oriented Remote Sales Hunter to focus exclusively on new client ... This role will target businesses, manufacturers, and IT asset managers, promoting our electronics ...

Our customers love our technology, but it's our caring employees that make Splunk stand out as an ... Account Executive's are individual contributors who play a vital role in driving a significant ...

Client Executive

Chicago, IL · On-site +1

$130K - $135K/yr

Remote Here at Allied, we believe that great talent can thrive from anywhere. Our remote friendly ... Technology Stipend. Allied reserves the right to amend, change, alter, and revise, pay ranges and ...

Account Executive

Chicago, IL · Remote

$100K - $120K/yr

Account Executive Access One is a business technology services and telecommunications provider ... IT Security, UCaaS, SDN networking, remote monitoring, disaster recovery, server, and help desk ...

We build on that commitment with proven, integrated and easy-to-use technology that delivers ... Remote Work Stipend * Equal Paid Parental Leave * 401k with Employer Matching * Quarterly Wellness ...

Posted today

Showing results 21-40

Executive Remote Tech information

See Chicago, IL salary details

$27.3K

$96.4K

$189.5K

How much do executive remote tech jobs pay per year?

As of Aug 21, 2026, the average yearly pay for executive remote tech in Chicago, IL is $96,372.00, according to ZipRecruiter salary data. Most workers in this role earn between $59,700.00 and $124,100.00 per year, depending on experience, location, and employer.

What is an executive remote tech?

Executive Remote Tech jobs refer to high-level leadership positions within the technology sector that can be performed remotely. These roles typically include Chief Technology Officers (CTOs), Chief Information Officers (CIOs), and other senior executives responsible for making strategic technology decisions. They oversee technology teams, set IT strategies, and drive innovation for their organizations, all while working from a remote location. These positions require strong leadership, deep technical knowledge, and excellent communication skills to manage distributed teams and ensure technology aligns with business goals.

How does an executive remote tech typically collaborate with other departments while working remotely?

As an Executive Remote Tech, you will regularly coordinate with cross-functional teams such as IT support, management, and project leads using collaboration tools like Slack, Microsoft Teams, or Zoom. Frequent virtual meetings, clear documentation, and proactive communication are essential to ensure alignment on technical issues, project updates, and strategic goals. Building strong relationships and maintaining transparency with both technical and non-technical colleagues is key to successfully supporting executive-level technology needs in a remote environment.

What are the key skills and qualifications needed to thrive as an executive remote tech, and why are they important?

To thrive as an Executive Remote Tech, you need a robust background in IT support, troubleshooting, and systems administration, often supported by certifications like CompTIA A+ or Microsoft Certified Professional. Familiarity with remote access tools, cloud platforms, and enterprise communication systems is typically required. Exceptional problem-solving, communication, and time management skills make a candidate stand out in this remote role. These abilities ensure seamless technical support and efficient operations for executives working in distributed environments.

What are the most commonly searched types of Remote Tech jobs in Chicago, IL?

The most popular types of Remote Tech jobs in Chicago, IL are:

What job categories do people searching Executive Remote Tech jobs in Chicago, IL look for?

The top searched job categories for Executive Remote Tech jobs in Chicago, IL are:

Infographic showing various Executive Remote Tech job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 72% Full Time, 13% Part Time, 13% Contract, and 1% Nights. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $96,372 per year, or $46.3 per hour.

Strategic Account Executive - N.A. [REMOTE]

Upbound - Job Posting

Chicago, IL • Remote

Full-time

Re-posted 17 days ago


Job description

The Strategic Enterprise Account Executive role is an outside sales position responsible for developing, managing, and closing business for Strategic Enterprise customers in the North America region and is an integral part of the field sales organization. This person will partner with our demand generation, solutions engineering, and product teams to guide prospective customers through a solutions sales journey of modernizing their cloud platform architecture.  This position will require you to develop a deep understanding of the specific challenges customers are facing to help them positively achieve their business outcomes with Upbound's solutions. 

This role will work cross-functionally with product, marketing, sales development and customer success to provide a tight-knit customer relationship, account leadership and direction in both the pre-sales and post-sales processes.

In this role, you will:  
  • Carry a sales quota that aligns with Upbound's revenue goals.
  • Function as the primary point of contact and the face of Upbound for new prospects and customers.
  • Conduct sales activities including prospecting and developing opportunities within existing customer accounts.
  • Manage complex strategic enterprise sales motions with multiple prospect engagement points.
  • Ensure the successful rollout and adoption of Upbound products and services in partnership with pre-and-post sales engineering and support.
  • Take ownership of your business by documenting the buying criteria, process, and owners to ensure pipeline accuracy.
  • Look for and implement improvements to sales processes, tools, and materials.
  • Travel to customer sites and industry conferences and events as needed.
You are a good fit if you have:
  • Proven track record of consistently meeting or exceeding assigned annual/quarterly goals and targets and consistently ranked top 1-2 on your team.
  • Sold to large enterprise G2K companies and adept at navigating global, multi-national organizations.
  • Sold AI, Cloud, or Infrastructure platform oriented products.
  • Experience in solution and value selling in the enterprise cloud, cloud-native, and AI product spaces
  • Correctly estimate qualifying opportunities based on MEDDICC.
  • Drive to build a business, hunger to find and close deals, and pride in the growth of the business.
  • Relentless focus on customer success and meeting the needs of present and future customers.
  • Experience building positive professional relationships with senior IT and business executives.
  • Clear and articulate written, verbal, online, and in-person communication skills.
  • Professionalism, polish, attention to detail, and strong follow-up.
  • A collaborative mindset and willingness to help solve problems outside of your immediate lane.
  • Fun in your job and enjoy what you do.
It's a plus if you: 
  • Strong understanding of cloud-native infrastructure, AI solutions, and/or Infrastructure as Code tooling (Terraform, Ansible, Chef).
  • Significant experience selling disruptive technology into focused markets.

 #LI-REMOTE