Field CTO

Ensono
Downers Grove, IL

At Ensono, our Purpose is to be a relentless ally, disrupting the status quo and unleashing our clients to Do Great Things ! We enable our clients to achieve key business outcomes that reshape how our world runs. As an expert technology adviser and managed service provider with cross-platform certifications, Ensono empowers our clients to keep up with continuous change and embrace innovation.

We can Do Great Things because we have great Associates. The Ensono Core Values unify our diverse talents and are woven into how we do business. These five traits are the key to achieving our purpose:

Honesty, Reliability, Curiosity, Collaboration, and Passion.

About the role and what you'll be doing:

As an Ensono Field CTO, you are a senior, client-facing architect who drives technical innovation, transformation, and long-term value for our largest and most strategic clients.

In this role, you will partner closely with client executives, senior technologists, Sales, Consulting, Product Management, and Service teams to understand business drivers and corporate objectives, then design and lead the execution of complex, multi-year hybrid IT and cloud transformation initiatives.

You will serve as the technical owner of client solution designs—from early discovery through implementation—while acting as a trusted advisor who influences strategy, builds executive confidence, and helps identify and close strategic growth opportunities.

Key Responsibilities

  • Collaborate with Sales and Consulting partners to develop pursuit, solution, and sales strategies for large, global client accounts
  • Lead discovery and assessment workshops to identify client needs, opportunities, and transformation roadmaps
  • Design, document, and present complex hybrid IT, cloud, and hosting solutions that meet both technical and business requirements
  • Present solutions and business cases to diverse audiences, including executive and senior leadership stakeholders
  • Gain executive-level buy-in by confidently positioning complex, multi-disciplinary solutions
  • Act as a trusted advisor by providing recommendations based on deep technical expertise and prior experience
  • Partner with Product Management to influence product enhancements and technology roadmap decisions
  • Lead and coordinate multi-disciplinary teams throughout the engagement lifecycle
  • Drive stability, innovation, and modernization across clients' current and future-state environments
  • Support business development by identifying, pursuing, and closing strategic opportunities and expanding existing accounts

We want all new Associates to succeed in their roles at Ensono. That's why we've outlined the job requirements below. To be considered for this role, it's important that you meet all Required Qualifications. If you do not meet all of the Preferred Qualifications, we still encourage you to apply.


What You Will Need:

  • Bachelor's degree in Engineering, Computer Science, or a related field
  • 7+ years of experience as a Solutions Architect, Sales Engineer, Solutions Engineer, or equivalent role in the hosting and network space (service provider experience strongly preferred)
  • Proven experience managing complex, multi-phase projects through the full lifecycle while maintaining high client satisfaction
  • Strong understanding of large-scale hosting, IaaS, datacenter outsourcing, and hybrid IT solutions
  • Expertise across hosting technologies including compute, storage, backup, networking, security, disaster recovery, DevOps, and IT governance
  • Experience engaging in executive- and senior-level technical discussions
  • Strong documentation skills with the ability to clearly capture solution architectures and technical decisions
  • Excellent organizational, communication, and presentation skills
  • Ability to remain resourceful, confident, and effective under pressure, including crisis and expectation management
  • Proficiency with Microsoft Office tools including Outlook, Excel, PowerPoint, and Visio

Bonus Qualifications

  • Hands-on experience with hyperscale cloud platforms such as AWS and/or Azure
  • Cloud platform certifications (AWS, Azure)
  • Experience with large, complex ITO or outsourcing sales cycles
  • Background in leading enterprise-scale cloud migration and re-platforming initiatives

Why Ensono?

Ensono is a place to make better happen – for our clients and for your career. You can do great things through innovation or collaboration, by learning or volunteering, or to promote diversity and inclusion. You can do great things for your own health or for a healthier planet. Whatever it means to you to do great things we want Ensono to be the place you can do it.

We are a client-facing business, but we do encourage clients to allow us to work remotely most of the time so if you are not required to be on a client site, you can choose to work from home or in our Ensono offices.


Some of our benefits include:

  • Unlimited Paid Days Off
  • Three health plan options
  • 401k with company match
  • Eligibility for dental, vision, short and long-term disability, life and AD&D coverage, and flexible spending accounts
  • Family Forming Benefit including fertility coverage and adoption/surrogacy reimbursement
  • Paid childbearing and paternal leave
  • Education Reimbursement, Student Loan Assistance or 529 College Funding
  • Sabbatical leave
  • Wellness program
  • Flexible work schedule

As of the date of this posting, a good faith estimate of the current pay scale for this role is $151,000 to $257,000 annually based on a full-time schedule. Please note that placement in the range may vary based on numerous factors including but not limited to skills, experience, internal equity, and business needs. In addition to base salary, other compensation programs, depending on eligibility, include an annual bonus plan based on company and individual, and an equity grant under our Associate Equity Appreciation Program.


Ensono is an Equal Opportunity/Affirmative Action employer. We are committed to providing equal employment to our Associates and building a diverse and inclusive workforce. All qualified applicants will be considered without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, protected veteran status, disability, or other legally protected basis, in accordance with applicable law.


Pay transparency nondiscrimination statement/posting OFCCP's pay transparency policy can be found on OFCCP's website.


If you need accommodation at any point during the application or interview process, please let your recruiter know or email [email protected].

Posted 2026-04-24

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