Mid-Market Account Executive | High-Growth CX SaaS | Remote Chicago, Seattle, Vancouver

If you're an early-career sales pro who's mastered the art of platform selling—and you're hungry to break into one of the fastest-growing, publicly traded SaaS companies in the CX and Contact Center space—this is the role for you.

Our client, a category-defining enterprise software company known for unifying the front office and automating the contact center, is expanding its Mid-Market sales team across Chicago, Seattle, and Vancouver. With 20%+ YoY growth, a successful IPO behind them, and an $800M+ valuation, they’re scaling fast and looking for hunters who know how to win.

What You’ll Be Doing

As a Mid-Market Account Executive, you'll be:

• Driving full-cycle sales processes and closing $50K+ ARR deals across accounts with $100M–$1B in revenue

• Engaging with C-level decision-makers (CMOs, CTOs, COOs) to replace fragmented point solutions with one unified front office platform

• Leveraging tools like MEDDPICC and Command of the Message to manage a book of 150 accounts, with a 20-account active run rate

• Conducting deep research on each prospect—think 10-Ks, earnings calls, and industry trends—to tailor your value proposition

• Evangelizing a highly ranked, all-in-one CX + CCaaS solution that integrates Social, Voice, Messaging, AI, WFM, Quality Management, and more

What Makes This Role Special

• Territory Ownership:

  • Chicago: Focus on IL/WI/IN region

  • PacNW: Based in Seattle or Vancouver (OTE adjusted for CAD if based in BC)

• Quota & Earning Potential:

  • $650K ARR quota

  • $110K/$220K OTE midpoint (flex to $120K/$240K for the right person)

  • First-quarter non-recoverable draw

  • Potential equity for top performers

• Backed by Recognition:

  • NYSE-listed with Q3 FY25 revenue at $200M

  • Named a 2024 Forrester Leader in Digital CX and a Gartner Challenger for Conversational AI

  • 2024 Forbes Cloud 100 + Best Workplaces winner

  • 150+ customers paying $1M+ ARR, displacing 10–25 legacy tools per deployment

The Ideal Candidate

You're a top 10% performer with:

• 5+ years of SaaS sales experience selling $40K+ ARR deals

• A track record of hitting/exceeding quota with President’s Club wins to show for it

• Experience selling platforms—not point solutions—to lines of business in CX, CCaaS, MarTech, or adjacent spaces

• Strong MEDDPICC discipline and a passion for solving business problems with software

• A background growing through roles like BDR → SMB AE → MM AE, ideally with 4–8 years at one company

• Traits: Hunter mentality, coachable, curious, fearless, team-first, growth mindset

Bonus points if you’ve sold for names like Genesys, ServiceNow, Liveperson, NICE, Medallia, Twilio, HubSpot, Intercom, or Pega.

Compensation & Benefits

• Base Salary: $100,000–$120,000 USD (CAD equivalent for Vancouver)

• On-Target Earnings (OTE): $200,000–$240,000+

• Quota: $650,000 ARR

• Draw: Non-recoverable, Q1

• Equity: Available for high performers

• Perks: 100% remote, strong coaching culture, growth trajectory into Enterprise or leadership, award-winning culture

Why Apply?

This is a rare opportunity to join a high-performing team at a public, scaling SaaS company that’s redefining how global brands engage customers. You’ll sell a solution that replaces 10+ siloed tools, solve real business pain, and partner with execs at some of the most exciting brands in the world.

Ready to level up?

Apply now and take the next step in your sales journey.