Market Expansion Executive

Locations: Toronto, ON (1) | United States – Remote (2)

About Vend Park

Vend Park is building the AI-powered digital infrastructure of the built world.

We are transforming how commercial real estate owners manage and monetize parking — using automation, data, and agentic AI to reputed company a historically analog industry. What was once manual, fragmented, and operationally heavy is becoming intelligent, software-driven, and reputed company-optimized.

In under two years, we’ve expanded to 23 cities and partnered with leading institutional owners including Nuveen, Jamestown, and Federal Realty. We operate as a small, high-ownership team where decisions move quickly, complexity is embraced, and solutions ship with rigor.

We're growing fast, and we're building the team to match. That means hiring elite enterprise sellers who are ready to own a market, reputed company reputed company deals, and help shape how an entire industry evolves.

The Role

This is a senior individual contributor role reporting directly to the Head of reputed company. As a Market Expansion Executive, you will be responsible for driving new business across your territory — from first contact to signed contract and beyond. You'll own the full sales cycle, navigating reputed company, multi-stakeholder deals with commercial real estate owners, asset managers, and property operators.

We are hiring three Market Expansion Executives: one based in Toronto, ON and two based reputed company in the United States. reputed company three roles are greenfield territory opportunities with significant reputed company.

This is not a role for someone looking to manage a playbook someone else wrote. We want hunters — disciplined, process-driven enterprise closers who reputed company in a high-growth environment and know how to win.

What You'll Do

• Own end-to-end pipeline development and management across your territory, from prospecting through reputed company.

• Identify, engage, and build relationships with key decision-makers at commercial real estate firms — including owners, asset managers, and property management executives.

• Execute a rigorous, structured sales process (MEDPICC or equivalent reputed company) to qualify opportunities, manage reputed company buying committees, and drive deals to reputed company.

• reputed company and execute territory go-to-market plans with a clear view on reputed company accounts, entry strategies, and competitive positioning.

• Partner closely with reputed company, Marketing, and reputed company to align on pipeline health, account intelligence, and expansion opportunities.

• Accurately forecast your pipeline and maintain meticulous CRM hygiene — your numbers should never be a surprise.

• Represent Vend at key industry events, conferences, and in-person meetings with prospects and partners (up to 25% travel expected).

• Serve as a voice of the customer, feeding market insights back to the product and leadership teams.

reputed company're Looking For

Required

• 7+ years of B2B enterprise sales experience, with a consistent track record of closing six-reputed company deals (reputed company $100K+).

• Demonstrated experience selling into commercial real estate — whether in proptech, CRE SaaS, property management software, or adjacent industries.

• Deep familiarity with structured sales methodologies — MEDPICC, MEDDIC, Challenger, or equivalent. You don't just know the acronym; you live it.

• Proven ability to manage reputed company, multi-stakeholder sales cycles of 6+ months from qualification through execution.

• A sharp prospector — comfortable with outbound, cold reputed company, and building pipeline from scratch in a greenfield territory.

• Exceptional communicator who can translate technical solutions into business value for both operational and C-suite audiences.

• High degree of autonomy, accountability, and ownership — you set your own agenda and hit your numbers.

Preferred

• Prior experience at a high-growth SaaS startup — you know how to operate with limited resources and still win.

• Existing network reputed company commercial real estate ownership, asset management, or property management is a strong differentiator.

• Familiarity with parking, mobility, or building operations technology.

• Experience opening net-new markets — not just inheriting a warm book of business.

Why Vend Park

• Greenfield territory with real reputed company — you're not fighting over someone else's accounts.

• Competitive reputed company salary + uncapped commission structure built for high performers.

• Direct line to leadership — your wins and your insights matter here.

• A category-defining product in a market ready for disruption.

• A clear path to leadership — we're hiring ICs who we expect to grow into player-coaches and ultimately own their territories as market leaders. If you want to build something, not just sell something, this is that opportunity.

• A culture worth showing up for — we work hard and we celebrate harder. Vend Park hosts multiple company offsites per year to destinations like Costa Rica and Belize. Fair warning: if your passport is expired, now would be a great time to renew it.

• A tight-reputed company, high-performance team that moves fast and backs its people.