Enterprise Account Executive Jobs in Chicago, IL
Enterprise Account Executive jobs in Chicago are in strong demand, concentrated in the Loop, River North, and Fulton Market across SaaS, fintech, logistics technology, and healthcare IT. Companies actively hiring include Braze, Filevine, and Uber. Scan the live roles below and apply to whichever ones fit.
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This is a remote role within the United States. US work authorization is required.
About VIATechnik:
VIATechnik is on a mission to lead the built environment in creating a better future, today. We are one team of over 500 digital experts around the globe. Our team is a quickly growing group of committed architects, engineers, tradespersons, researchers, and business leaders. Together, we empower clients through high-quality, high-velocity experiences that consistently improve outcomes across the design, construction, and operations of buildings and infrastructure. Our clients include Amazon, Mars Wrigley, and National Geographic, the firms shaping the world's most ambitious projects.
Are you a strategic Account Executive who thrives on growing strategic engagements? You will focus on helping Owners unlock data from their buildings to drive business outcomes.
This role owns the full lifecycle of account and opportunity management: from insight-driven discovery and opportunity creation through negotiation, closing, and long-term expansion. Reporting into the VP of our Owner Vertical, you'll collaborate closely with operational and marketing teams - yet remain directly responsible for sourcing and closing your own strategic wins. Success requires operating as a trusted advisor to clients and a collaborative teammate internally, aligning sales strategy with delivery realities to protect quality, velocity, and client outcomes. The role balances new logo acquisition with deep account growth, representing VIATechnik as a credible, visible, and value-driven partner in the industry. You are responsible for growing this account until it graduates to Key Accounts.
What's in it for you:
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Purpose: This role puts you at the center of VIATechnik's growth engine, shaping how enterprise clients adopt and scale digital transformation, BIM, VDC, and digital solutions that materially improve how complex projects are delivered. Your work directly influences client success, company growth, and the evolution of our industry.
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Growth: You'll operate with meaningful autonomy and executive visibility while managing high-impact accounts and opportunities. The role offers exposure across sales, delivery, and strategy, with the opportunity to deepen enterprise selling expertise, expand leadership influence, and help evolve VIATechnik's sales model over time.
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Motivators: This role is ideal for a seller who thrives on complex, consultative deals, values strong internal partnerships, and is motivated by measurable outcomes - not just bookings. You'll succeed by working as part of a unified team, leading with insight, and consistently delivering high-quality, high-velocity client experiences.
What You'll Achieve in Your First 12 Months:
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Close initial contracted revenue by individually generating and closing opportunities through full sales lifecycle - from discovery through tailored solution recommendations, negotiation, and contracting. This role focuses on both opening new accounts and expanding existing accounts.
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Hunt smart and act on market signals to win high-impact deals.
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Expand existing Owner accounts, serving as the account and opportunity manager and demonstrating year-over-year growth across the portfolio.
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Be a Trusted Face of VIATechnik in the Owner Segment: Represent VIATechnik at key industry forums and conferences, attending and/or presenting at a minimum of six major events annually.
What We're Looking For
We're looking for a proven enterprise Account Executive who thrives on landing complex, high-value deals and opening new strategic logos. You should have a track record of selling into owner-occupiers and know how to navigate multi-stakeholder buying groups. You're energized by new business development, fluent in insight-led selling, and comfortable using AI and market signals to target the right deals at the right time. If you're ready to take full ownership of accounts and be the face of VIATechnik at major industry events, we want to hear from you.
Apply if you have:
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10+ years of total professional experience, with a minimum of 2–3 years in a sales role; background in Customer Success or Operations is considered.
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A proven track record of hunting and closing complex enterprise deals.
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Experience selling digital transformation, engineering, or technology services to owner-occupiers, developers, or real estate portfolio managers.
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The ability to navigate multi-stakeholder buying groups, influencing Director- and VP-level decision-makers.
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A strong grasp of insight-led sales methodologies, and comfort using tools like Salesforce, Altify, and LinkedIn Sales Navigator.
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Demonstrated success in building strategic relationships that expand into long-term partnerships.
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A data-driven approach to pipeline management, prioritization, and performance improvement.
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Experience leveraging AI or automation tools to enhance prospecting, solution design, or outreach effectiveness.
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A passion for being a strategic "door opener" who thrives on winning new logos and growing market presence.
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The ability to collaborate cross-functionally with operations, marketing, and delivery teams to ensure win-win outcomes.
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Comfort operating in a fast-moving, high-ownership environment, where autonomy and accountability go hand in hand.
Why VIATechnik
VIATechnik is an innovation-driven company partnering with the world's most forward-thinking owners. We move fast, operate with a startup mindset, and expect every team member to take ownership. Collaboration with operations is essential - we win by designing and delivering solutions that create real value for clients. If you thrive in ambiguity, love to win, and want to be part of building something extraordinary, this role is for you.
Application information:
We'd like to hear your story. During the application process, you'll be asked to submit your answers (1–2 paragraphs or 1/2 page) to a couple of questions. This is extremely important to the hiring manager.
Compensation and featured benefits:
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The pay for this position is $200,000 – $240,000 OTE (60% base / 40% variable performance-based incentive compensation). The actual salary offer may be different as we carefully consider a wide range of factors, including your skills, qualifications, location, and experience.
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Health insurance with the choice of five plan options. We cover 70-95% of premiums for VIATechies and 65% of the premiums for dependents (depending on the plan chosen).
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Dental and vision insurance. We cover up to 75% of the monthly insurance premiums for VIATechies and up to 50% of the premiums for dependents (depending on the plans chosen).
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Open and flexible time off.
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A 401(k) plan that is fully vested immediately.
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Home office setup costs.
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Paid holidays.
As a minority and woman owned and led company, VIATechnik seeks to build a team that represents a variety of backgrounds, perspectives, and skills. VIATechnik is an Equal Employment Opportunity employer. All qualified applicants will receive consideration for employment.
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Who's Hiring



Top Industries Hiring
- Technology & Software14
- Marketing & Advertising3
- Banking & Financial Services2
- Retail1
- Human Resources1
Enterprise Account Executive Jobs in Chicago: Frequently Asked Questions
How do I get a enterprise account executive job in Chicago?
Target Chicago's dense SaaS and fintech corridors in the Loop and River North, where most enterprise sales teams are headquartered. Employers in logistics technology and healthcare IT also hire heavily here. Candidates who demonstrate experience closing complex, multi-stakeholder deals and who bring an existing book of relationships in Chicago's mid-market or enterprise segment have a clear edge over generalist applicants.
Which companies hire enterprise account executives in Chicago?
Chicago enterprise account executive roles are posted by Braze, Filevine, and Uber and others right now, based on current listings on Migrate Mate as of September 2026. Chicago's mix of established tech firms, financial services companies, and high-growth SaaS startups based in Fulton Market and the West Loop means a wide range of employer sizes and deal cycles are represented.
Are there remote enterprise account executive jobs in Chicago?
Yes, though enterprise account executive roles are client-facing by nature, so fully remote positions are less common than in purely analytical roles. About 82% of enterprise account executive openings tied to Chicago are remote or hybrid as of September 2026, with most hybrid arrangements requiring in-office presence for team meetings and local client visits. Prospecting and pipeline management are the tasks most commonly handled remotely.
How can I get a enterprise account executive job in Chicago with little or no experience?
The most realistic entry path in Chicago is starting as a sales development representative or account executive at one of the city's many SaaS scale-ups in Fulton Market or the West Loop, where structured sales training programs are common. Proving consistent quota attainment in a mid-market account executive role for one to two years is the standard stepping stone. Chicago's active Salesforce and tech sales communities also offer networking events that connect junior sellers directly with enterprise hiring managers.
Which industries hire the most enterprise account executives in Chicago?
Chicago enterprise account executive roles concentrate in Technology & Software, Marketing & Advertising, and Banking & Financial Services, based on current listings on Migrate Mate as of September 2026. Chicago's position as a national hub for financial technology, supply chain software, and healthcare systems means enterprise sales cycles here tend to be high-value and relationship-driven, sustaining consistent demand for experienced enterprise sellers.
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