ZenskarVerified Job Source

Account Executive - Mid Market (US/Canada)

Chicago, Illinois, United States, Detroit, Michigan, United States, New York, New York, United States, Toronto, Ontario, Canada
Remote
Posted Aug 20, 2026
1 position

US$200,000–US$280,000 / year

Opens an external site

Employment type: Full-time
Experience level: Senior · 6+ years
Posting language: English
Working hours: 40 hours per week
Location requirements: Country, Canada
Application method: Direct apply is available

Job summary

Own and close high ACV enterprise accounts while building the North American sales motion from the ground up. Act as a player-coach by managing a personal quota and mentoring junior account executives to scale the organization.

Job details

About this role Why this role matters Zenskar has found product–market fit and built a repeatable sales motion. Until now, our GTM success has been led by: A 20-member demand engine (BDRs, Marketers, RevOps) 3 Account Executives A 4-member Customer Success team We’ve already closed multiple cycles with US customers, seen zero churn, and doubled revenue in the last 6 months. Today, more than 70% of our customer base is already in the US, and with a pipeline strong enough to hit 4x growth this year, we’re ready for our first North America-based Account Executive. This is not just another sales role. The playbook is in motion and there’s massive white space to shape it—but you’re not starting from scratch. You’ll have a referenceable base of customers in the US and support of warm inbound interest, and qualified leads handed to you from our BDR team. In addition to backing from Bessemer Venture Partners, with Jeff Epstein (ex-CFO of Oracle, Chair of the board - Twilio) as an advisor, we have the backing and guidance from one of the most respected leaders in finance and software. If you want to be part of building the next great AI-SaaS sales engine, this is your chance. Way forward On track to 4x revenue in 2025 and 2026 consecutively. A scaled-up demand gen team feeding you qualified leads (you won’t need to start from scratch). A path to sales leadership as we expand the sales org in North America. Your Role As Associate Director – Enterprise Sales, you’ll: Own and close high ACV ($75k+) accounts from a strong pipeline. Build the enterprise motion in North America and set the standard for mid–6-figure deals. Coach and enable our current AE team, while carrying your own quota. Work directly with the founders and leadership (CS, Product, Engineering, Growth, Marketing). This is a player–coach role: closing your own deals while shaping the team and process around you. What you’ll do Pipeline ownership – Drive qualified opportunities from first meeting to close. Discovery & demos – Run high-impact discovery calls and demos, often tailored with Engineering & CS. Pilots that win – Steer complex pilots with flawless follow-through; project manage across internal teams and prospects. Negotiation & closing – Go toe-to-toe with legacy vendors, show Zenskar’s value, and win. Implementation partnership – Ensure a smooth go-live with Engineering & Solutions. Sourcing – While you will have leads generated by the marketing and BDR teams, you might have to source a portion of your own leads Mentorship – Help existing AEs level up in enterprise sales, joining as a senior persona when needed. CRM & process excellence – Instill rigor for pipeline visibility and repeatability. Voice of the customer – Champion customer feedback to shape Product & GTM. Future team-building – Hire and scale the North America AE org over time. Why Join Zenskar Massive growth trajectory – From zero churn to multi-6 figure deals, backed by strong inbound demand. Impact & ownership – You’re the first AE in the US, building the motion alongside the founders. Career Acceleration – A clear path to leadership as we Expand. No bureaucracy – Early-stage speed, autonomy, and the ability to shape playbooks, not just follow them. If you’re looking for a fully-baked playbook and a steady-state role, Zenskar isn’t the place. But if you’re fired up by scaling a proven motion, breaking into enterprise accounts, and leaving your mark as the first US sales hire — let’s talk. Key qualifications 6+ years of experience selling B2B SaaS to US customers. Previous experience selling to Mid Market and Enterprise customers: Closed Enterprise deals, $75k+ ACV, ideally $100k+. Prior experience in coaching/managing junior AEs is a strong plus. Prior 2+ years of experience selling to Finance persona. Ability to build, manage and motivate a team. Prior success as one of the first AEs at a startup; comfortable working in a fast-paced, early stage startup environment. Track record of consistently beating your quota. Solid hustle and entrepreneurial mindset; Thrive under the uncertainty that comes with an early stage setup. Strong project management skills and proactiveness, given the long sales cycle and pilot (free trials) heavy nature of deals. Strong first-principles understanding of sales processes (e.g. MEDDPICC). Willing to work from 7:30am ET. Self-driven individual with high ownership and strong work ethic. Previous entrepreneurial experience is a huge plus. Not taking yourself too seriously :) Compensation $200k-$300k (Fixed + Variable); uncapped accelerators for overachieving revenue targets We have hit product-market fit and are seeing strong demand for our product. If you are an ambitious salesperson, you can make significant upside in commissions! ESOPs The range displayed reflects the minimum and maximum salaries for the position. Within the range, individual pay is determined by various factors including - job-related skills, experience, and relevant education or training.

What you’ll do

Requirements

Requires 6+ years of B2B SaaS experience selling to US mid-market and enterprise customers, specifically targeting finance personas. Candidates must have a proven track record of beating quotas and experience working in early-stage startup environments.