Field CTO

Ensono • Downers Grove, IL

10d • $151,000 - $257,000 • Hybrid

About The Position

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.

Requirements

• 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

Nice To Haves

• 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

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

Benefits

• 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

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level