Regional Director, Commercial Sales

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Hiring Remotely in Toronto, ON, CAN
In-Office or Remote
Software
Agentic procurement orchestration built for scale
The Role
About Zip

Zip is the AI platform for enterprise procurement — built for humans and agents working together. By orchestrating procurement across teams, tools, and suppliers with the help of AI agents, companies can secure the resources they need to innovate faster than ever before.
The world’s most influential enterprises trust Zip, including T-Mobile, OpenAI, AMD, Mars, Dollar Tree, and more. Together they’ve saved over $8 billion and processed over $500 billion in spend. Zip’s team includes product leaders from Apple, Airbnb, and Meta, as well as former procurement leaders from United Health, Sanofi, MGM Resorts, Discover, and NASA.
Backed by Adams Street, Alkeon, BOND, CRV, DST, Tiger Global, and Y Combinator, Zip has raised $371 million, most recently at a $2.2 billion valuation and has been recognized by Forbes Fintech 50, Fast Company's Most Innovative Companies, Inc. Best in Business, and LinkedIn Top Startups.

Your Role

Zip is looking for a creative and motivated Regional Director, Commercial Sales with experience building and leading teams that are responsible for working with prospects to deliver ROI in an efficient value-based cycle. This leader can lead a high volume and velocity sales team. Our AE’s are trusted advisors, product consultants, and closers.

Since this role will make a large impact on our team, we’re looking for someone with proven success in past sales and sales leadership roles such as achieving quota consistently, hiring and developing salespeople, experience with tech sales, and seeing the value of strong customer relationships within a sales process.

If you have a proactive customer-first mentality with the passion to demonstrate Zip’s commitment to our merchants, are committed to our values, and want to lead and mentor best-in-class sales teams while executing at a high level, we’d love to talk to you! Applicants should have a growth mindset and be excited to work collaboratively across revenue teams.

You Will
  • Build, manage, lead, and inspire a high-performing Sales team to achieve near and long-term growth targets

  • Manage the team to identify, target, pitch, and close high-quality campaigns and partnerships that will advance the business

  • Actively and accurately report and forecast pipeline and performance

  • Identify opportunities and develop strategies to improve sales process, efficiency, and productivity across the sales organization

  • Regular reporting and forecasting market trends, ecosystem climates, and competitor analysis specific to markets under management

  • Take ownership of new customers and revenue generation across your team to ensure growth targets are achieved

  • Support your Account Executives with guidance, coaching, and strategic deal planning to ensure rep success

  • Be an advocate for your team and work with executive leadership to help build a strong foundational sales organization for Zip’s future growth

Qualifications
  • 4+ years of relevant work experience with emphasis on recruiting, revenue, employee development

  • Proven track record of scaling sales teams and attaining sales targets

  • Proven track record and experience in increasing sales efficiency and productivity across a dynamic team with rigorous business process optimization, sales incentives structure/KPI design, and performance tracking

  • Motivated self-starter who can establish a course of action for self and others and drive initiatives to completion

  • Experience operating in hyper-growth and fast scaling go-to-market environments

Nice to Haves
  • Experience selling to procurement, accounting, finance, IT, and legal

  • Experience using Clari, Gong, Salesforce and Outreach

Perks and Benefits

At Zip, we’re committed to providing our employees with everything they need to do their best work.

  • 📈 Start-up equity

  • 🦷 Health, vision & dental coverage

  • 🍽️ Catered lunches & dinners for TO employees

  • 🚠 Team building events & happy hours

  • 🌴 Flexible PTO

  • 💻 Apple equipment plus home office budget

We're looking to hire Zipsters and that means hiring people who take ownership, communicate openly, have an underdog mindset, and are excited to increase the pace of innovation for every business in the world. We encourage all candidates to apply even if your experience doesn't exactly match up to our job description. We are committed to building a diverse and inclusive workspace where everyone (regardless of age, religion, ethnicity, gender, sexual orientation, and more) feels like they belong. We look forward to hearing from you!


#BI-Remote

Zip Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Zip and has not been reviewed or approved by Zip.

  • Equity Value & Accessibility Feedback suggests equity is broadly offered, increasing access to ownership across roles. This builds perceived long‑term value alongside cash compensation.
  • Healthcare Strength Comprehensive medical, dental, and vision coverage is consistently highlighted as part of the package. Wellness resources, stipends, and mental‑health days further strengthen healthcare support.
  • Leave & Time Off Breadth Flexible or unlimited PTO, paid holidays, and sick days are emphasized. Parental leave and additional family‑related leaves expand time‑off options beyond industry basics.

Zip Insights

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The Company
HQ: San Francisco, CA
550 Employees
Year Founded: 2020

What We Do

Zip is the world’s leading intake-to-procure solution. Providing a single platform for any employee to initiate a purchase or vendor request, Zip helps businesses gain clear and timely visibility across all purchases, while dramatically improving the employee experience. The platform’s no-code configuration and intelligent workflows integrated across disparate systems enable businesses to automatically route requests for faster approval across finance, legal, procurement, IT, security and other teams. Leading enterprises and high-growth startups like Databricks, Canva, Airtable, Webflow and over 100 others use Zip to streamline their procurement processes while delighting their business users.

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