ActiveDEMAND is a Customer Acquisition and Engagement Platform designed specifically for senior living organizations, evolving from its roots in marketing automation. The all-in-one solution supports both single and multi-community operations, integrating marketing and sales automation to accelerate occupancy growth. By tracking every interaction across the customer journey, including caregivers and family members, ActiveDEMAND provides actionable insights through robust CRM integrations.

The platform is trusted by more than 7,500 users in over 4,000 senior living communities across North America. ActiveDEMAND positions itself as a strategic partner, helping clients build meaningful connections while scaling efficiently.

This is a Calgary based virtual position. The role requires travel within Canada and the US 20%+ of the time.

JOB SUMMARY

Reporting to the CRO, the Enterprise Account Executive is responsible for winning ActiveDEMAND’s largest new logos in the senior living vertical: operators running 20+ communities, REITs, and national management companies. This is a dedicated hunting role. The position owns a named list of target enterprise accounts, builds relationships with C-suite and VP-level buyers, and runs complex, multi-stakeholder sales cycles (typically 6–12 months) from first meeting to signed contract.

The Enterprise Account

Executive works alongside the existing new-logo team, which focuses on small and mid-sized operators, and partners with Marketing and the Strategic Account Management team to grow ActiveDEMAND’s enterprise revenue, visibility, and brand equity.

RESPONSIBILITIES & ACCOUNTABILITIES

Held accountable for the outcome of the:

- Achievement of the annual new enterprise logo and new ARR quota set by the CRO.
- Maintaining qualified pipeline coverage of at least 3x quarterly quota.
- Accuracy of the weekly sales forecast and committed deals.
- Delivery of weekly activity and pipeline KPI reports to the CRO that are both timely and accurate.





Key responsibilities include:

- Building and maintaining a named target list of large senior living operators, REITs, and management companies, approved by the CRO.
- Generating self-sourced pipeline through outbound prospecting, industry events, referrals, LinkedIn, and partner introductions.
- Creating a strategic account plan for each target account covering org structure, buying committee, current technology stack, occupancy and growth goals, and entry points.
- Engaging and building relationships with CEOs, COOs, CMOs, and VPs of Sales & Marketing at both corporate and regional levels.
- Leading discovery, business cases and ROI models, executive presentations, pilots, and security and procurement reviews.
- Negotiating and closing enterprise agreements in line with ActiveDEMAND pricing and contract guidelines.
- Bringing in executive, solutions, and implementation resources at the right stages of the sale.
- Representing ActiveDEMAND at senior living conferences and industry events and building a visible presence in the operator community.
- Maintaining accurate, up-to-date chance data in the CRM and reporting pipeline and forecast in weekly pipeline reviews.
- Sharing market, competitive, and customer insight with Product and Marketing.
- Attending regularly scheduled sales and revenue team meetings.

EDUCATION & EXPERIENCE

- Post-secondary degree or diploma in business or a related field, or equivalent experience.
- 7+ years of B2B SaaS sales experience, including 4+ years closing enterprise deals as a new-logo hunter.




- Proven track record of winning new logos with $100K+ annual contract value and 6–12 month sales cycles.
- Consistent history of meeting or exceeding quota.
- Experience selling to C-suite and VP-level buyers and navigating buying committees, procurement, and security reviews.
- Working command of a structured sales methodology such as MEDDICC, Challenger, or Command of the Message.
- Experience in senior living, healthcare, multifamily, or real estate would be considered an asset.
- Existing relationships with senior living operators, REITs, or management companies would be considered an asset.
- Experience selling marketing technology, CRM, or marketing automation platforms would be considered an asset.
- Ability to travel to customer sites and industry events in Canada and the US (approximately 25–40%).

SKILLS & KNOWLEDGE

- Strong strategic account planning and territory management skills.
- Skilled at outbound prospecting and building pipeline without relying on inbound leads.
- Ability to build business cases and ROI models that resonate with executive and financial buyers.
- Excellent negotiation and closing skills on complex, multi-year agreements.
- Exceptional executive presence, with highly effective presentation and public speaking skills.
- Excellent verbal and written communication with prospects, customers, and team members.
- Proficiency with CRM and sales engagement tools and disciplined pipeline management.
- Ability to cope with conflicting demands, manage long sales cycles, and prioritize tasks.
- Outstanding organizational and time management skills.

WHAT WE OFFER

- The opportunity to work with an exciting, innovative, and growing company.
- Virtual Work from home within Calgary, AB.
- Extended Health Care Coverage, including Vision, Dental, and Prescription Drugs.

We would like to thank all applicants for their interest, however only those selected for an interview will be contacted.

📌 Enterprise Account Executive (Canada)
🏢 ActiveDEMAND
📍 Canada