Enterprise Account Executive | Enterprise Software | Hybrid Chicago | ~$300K OTE + Equity

Coda Search│Staffing; Illinois; Hybrid; USD 270,000 - 330,000; Full time

Benefits offered by this job

Equity stake

High earnings potential

Job summary

Coda Search is partnering with an early-stage enterprise software company to identify a senior Enterprise Account Executive for a Chicago-based, hybrid role. You will own the full sales cycle, manage opportunities typically over $100K ACV, and carry an approximate $1M quota with about $300K OTE plus significant equity.

You should have 5+ years of B2B SaaS experience selling to large, complex organizations, proven executive engagement skills, and the mindset to build pipeline independently in a

Qualifications

• 5+ years of success selling B2B SaaS to large, complex organizations.
• Track record of closing software deals over $100K ACV with ~ $1M annual quotas.
• Ability to prospect and build pipeline independently in an early-stage environment.
• Experience selling to C-suite and navigating multi-stakeholder buying committees.

Responsibilities

• Own the complete sales cycle from prospecting through to close.
• Generate and manage a substantial pipeline with opportunities typically >$100K ACV.
• Develop strategic account theses and align executives around business outcomes.
• Collaborate with finance, operations, and tech leadership to articulate ROI.

Skills

Enterprise sales

B2B SaaS

Account prospecting

Job description

Coda Search is proud to partner with an early-stage enterprise software company to find a senior Enterprise Account Executive. This hybrid opportunity is based in Chicago.

Location: Chicago, IL

Comp: ~150/150 in annual cash comp --> $300K OTE. Flexibility can be found for the right candidate.

Equity: Significant equity participation with substantial long-term upside

What's in it for you?

• Meaningful ownership: Join as a senior strategic sales hire with direct influence over how the company builds its enterprise go-to-market motion.
• Strong financial upside: Earn approximately $300K OTE with compensation flexibility and significant equity participation for an exceptional candidate.
• Category-building opportunity: Help create demand for an emerging enterprise software category instead of inheriting a mature, standardized sales motion.
• Executive visibility: Work closely with senior revenue leadership and contribute directly to market positioning, sales strategy, and company growth.
• High-value enterprise focus: Pursue six-figure software opportunities with large, complex organizations where the solution can deliver measurable operational and financial impact.

What will your day look like?

• Own the complete sales cycle: Lead opportunities from account research and initial outreach through discovery, business-case development, negotiation, and close.
• Create substantial pipeline: Generate a meaningful portion of your own opportunities through targeted prospecting, cold calling, and thoughtful account-based outreach, with additional support from a BDR function.
• Sell complex enterprise deals: Manage opportunities typically exceeding $100K in annual contract value while carrying an annual quota of approximately $1M.
• Develop strategic account theses: Research target organizations deeply and build compelling perspectives around why they should act and why the timing matters.
• Navigate buying committees: Build alignment across Operations, Finance, Technology, and executive leadership throughout long, multi-stakeholder sales cycles.
• Connect operations to financial outcomes: Translate business and operational challenges into measurable impacts on cost, margin, revenue, and P&L performance.
• Educate executive buyers: Challenge established thinking, introduce a new approach to solving complex problems, and create urgency around an emerging software category.
• Shape the sales motion: Share market feedback, refine messaging, and help establish repeatable practices as the company scales its enterprise sales organization.

Who are you?

• You are a proven enterprise seller: You bring 5+ years of success selling B2B SaaS or software into large, complex organizations.
• You have closed meaningful deals: Your track record includes multiple software transactions exceeding $100K in annual contract value and quotas around $1M or more.
• You consistently perform at a high level: You have a demonstrated history of winning, ideally including top-tier performance across multiple recent years.
• You build pipeline independently: You create opportunities through disciplined outbound prospecting and do not depend entirely on inbound demand or extensive sales-development support.
• You sell credibly to executives: You navigate complex buying committees, communicate with the C-suite, and connect technology investments to measurable business outcomes.
• You thrive in an early-stage environment: You learn quickly, respond well to coaching, stay organized through ambiguity, and want the responsibility and upside that come with building a new category.