This isn’t another software sales job.

At BIG Digital, we build technology people actually see, touch, and experience in the real world.

Our interactive technology powers experiences for some of the world’s biggest brands and Fortune 100 organizations across retail, sports and entertainment, healthcare, live events, and enterprise environments.

We bring hardware, software, AI, analytics, and managed services together to solve complex business challenges and create experiences that engage millions of consumers.

And we’re growing.

We’re looking for an exceptional Enterprise Account Executive who knows how to open doors, build relationships at the highest levels, and turn complex opportunities into significant business.

This isn’t a role where you’ll inherit a territory and wait for leads.

We want a builder.

Someone who gets excited about creating opportunities. Someone who can walk into a conversation with a major brand, retailer, venue, agency, or enterprise organization, understand what they’re trying to accomplish and bring together the right technology to make it happen.

If you’re energized by big ideas, complex deals, recognizable clients, and the opportunity to help shape the next stage of a growing technology company, we should talk.

The Role

This is a strategic enterprise sales role for someone who can create opportunities, navigate complex organizations, and close meaningful business.

You’ll own the sales process from prospecting through close, working directly with senior decision-makers to understand business challenges and develop integrated technology solutions that combine hardware, software, AI, analytics, and services.

You’ll report directly to the Chief Growth Officer and work closely with leadership, marketing, product, and operations.

What You'll Do





- Build and manage a strong enterprise pipeline
- Prospect and develop new strategic accounts across North America
- Build relationships with senior executives and decision-makers
- Lead consultative sales engagements from discovery through close
- Develop proposals and solutions that address real business challenges
- Negotiate and close complex enterprise opportunities
- Grow existing accounts into long-term partnerships
- Collaborate with internal teams to develop and deliver winning solutions
- Represent BIG Digital at client meetings, trade shows, and industry events
- Maintain accurate pipeline and forecasting within CRM

What We’re Looking For

You’re a builder. You know how to open doors, create opportunities, and turn relationships into long-term business.

Ideally, you have:

- [5+] years of enterprise B2B sales experience (placeholder)
- A proven record of meeting or exceeding sales targets
- Experience selling integrated technology solutions that combine hardware and software, ideally with SaaS, services, analytics, or other components.
- Experience managing longer, consultative enterprise sales cycles
- Strong presentation, negotiation, and communication skills
- Confidence working with executive-level decision-makers
- Strong prospecting and new-business development capabilities
- Practical fluency with AI and modern sales tools

Experience in retail technology,



digital signage, experiential marketing, sports and entertainment, SaaS, AV, customer engagement technology, or related industries is an advantage.

An existing network within major brands, retailers, agencies, sports organizations, venues, or enterprise clients is a significant advantage.

Travel

This role includes travel throughout Canada and the United States for client meetings, trade shows, conferences, and customer presentations.

What Success Looks Like

Within your first year, you’ll:

- Build a qualified enterprise pipeline
- Open new strategic accounts
- Close significant six- and seven-figure enterprise opportunities
- Expand existing customer relationships
- Help drive BIG Digital’s next stage of growth

Compensation & Benefits

Competitive base salary, advantages and commission/bonus structure.

Additional compensation and benefits include:

- Uncapped commission
- Quarterly incentive program
- Annual bonus opportunities
- Health and dental benefits
- Paid vacation
- Hybrid work environment
- Professional development support

Why BIG Digital?

You won’t be selling technology hidden behind a login screen.

You’ll be selling highly visible, real-world experiences used by leading brands and millions of consumers, while helping customers rethink how they engage people across physical spaces.

BIG Digital is growing, and this role will play a meaningful part in what comes next.

Ready to build something BIG?

We’d like to hear from you.

Apply

If you're interested in joining BIG Digital, please submit your resume and a brief introduction outlining your experience.

BIG Digital is an equal opportunity employer and is committed to creating an inclusive workplace.

📌 Enterprise Account Executive (Toronto)
🏢 Big Digital
📍 Toronto