VP, Senior Living Sales

Job not on LinkedIn

🔥 14 minutes ago

🇨🇦 Canada – Remote

⏰ Full Time

🟠 Senior

🤑 Sales

👻 Ghost score 10%

What it means: how likely this posting is sitting open without active hiring.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

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PointClickCare

WebsiteLinkedInAll Job Openings

1001 - 5000 employees

🏥 Healthcare

💼 Consulting

⚕️ Healthcare Insurance

💰 Secondary Market on 2022-03

Healthcare • Consulting • Healthcare Insurance

PointClickCare is a cloud-based software provider focused on improving care collaboration and financial health in the healthcare industry. The company offers a comprehensive platform that connects care teams with important data, allowing for seamless care transitions and better patient outcomes. By streamlining operations for skilled nursing facilities, senior living communities, and other healthcare providers, PointClickCare helps reduce inefficiencies, manage medication orders, ensure compliance, and improve financial performance. PointClickCare also fosters innovation and quality improvements in healthcare through integrated care coordination and actionable insights across data silos.

📋 Description

• Own new bookings for the Senior Living business unit and stand up the go-to-market engine • Partner with the SVP & GM to segment the market and define coverage • Recruit, onboard, and ramp a national team of Enterprise and Regional sellers • Defend and grow the existing Enterprise customer base while building Regional volume • Run weekly forecast and pipeline inspection, coverage modeling, and accurate commits • Personally engage in top strategic opportunities to remove risk and accelerate sales cycles • Design territories, quotas, CRM structure, forecasting cadence, and reporting infrastructure • Build, codify, measure, and iterate sales processes, qualification standards, playbooks, and deal strategies • Manage legacy-to-new product migration conversations alongside new-logo pipeline • Define and enforce a five-star prospect experience, including SLAs, discovery, demos, business cases, and handoffs • Lead Enterprise and Regional Account Executives through 1:1s, deal strategy sessions, feedback, and performance management • Collaborate cross-functionally on pipeline generation, deal support, implementation confidence, forecasting, upsell, and cross-sell • Build relationships with institutional ownership groups such as REITs and private equity operators • Represent Senior Living at tradeshows, industry summits, and speaking engagements • Track market trends, competitor moves, and win/loss themes • Implement AI-first sales use cases including account research, personalization, call and deal intelligence, and forecasting

🎯 Requirements

• 10+ years in healthcare IT or SaaS sales to provider organizations, including senior living, post-acute, health systems, or large ambulatory groups • Consistent record of exceeding quota, including experience competing against better-funded or better-staffed competitors • 4+ years leading sales teams, with a record of meeting or exceeding bookings objectives and developing sellers • Demonstrated success building from scratch in a start-up, carve-out, or transformation environment • Ability to recruit, onboard, and rapidly ramp quota-carrying Enterprise and regional sellers • Bias for action and comfort with ambiguity • Cross-functional collaboration with Marketing, Sales Development, Solution Design, Professional Services, Customer Success, Revenue Operations, and Data Science • Strong forecasting and CRM discipline using Salesforce or equivalent • Ability to turn pipeline data into executive-ready narratives • Willingness and ability to travel 60%+ • Direct senior living market experience and established operator and industry relationships preferred • Experience standing up a new business unit, segment, or go-to-market motion preferred • Experience building relationships with REITs and private equity institutional owners preferred • Experience embedding MEDDICC, Challenger, or Miller Heiman Strategic Selling preferred • Experience applying AI tools to sales workflows preferred

🏖️ Benefits

• Benefits starting from Day 1 • Retirement Plan Matching (RRSP & 401K) • Flexible Paid Time Off • Lifestyle/Wellness Spending Account • Parental & Caregiver Leaves • Fertility & Adoption Support • Continuous Development Support Program • Employee Assistance Program • Learning Programs & Resources • Employee Recognition • Competitive base salary plus commission and benefits