Enterprise Account Executive

Job summary

The Enterprise Account Executive will identify and pursue new enterprise opportunities while managing the full sales cycle for healthcare and mental health organizations. They will build consensus across buying committees, conduct product demonstrations, and negotiate multi-year contracts to drive revenue growth.

Job details

Company Description: Greenspace Health is dedicated to ensuring that every person accessing mental health services should receive high quality care that helps them thrive. We work every day to empower mental health systems, providers and individuals in care with the MBC technology and data they need to continuously enhance care quality and drive measurable financial value for partner organizations. Greenspace has worked with over 750 service delivery organizations across North America to implement Measurement-Based Care and enhance results for the people they serve. Greenspace is ranked as the #1 software for MBC & Outcomes Tracking by G2. Role Description: The Enterprise Account Executive is a full-time, hybrid role based in Toronto, ON, reporting to the VP of Sales. The individual will identify and pursue new enterprise opportunities, build and manage a robust sales pipeline, and lead end-to-end sales cycles with large healthcare and mental health organizations. Day-to-day responsibilities include generating and qualifying leads, conducting discovery meetings, delivering product demos tailored to stakeholder needs, and driving consultative sales conversations that highlight the value of Greenspace’s Measurement-Based Care solutions. The Enterprise Account Executive will negotiate contracts, collaborate with internal teams on proposals and implementation plans, and maintain long-term relationships to support client success and growth. The role requires close collaboration with marketing, product, and customer success teams to refine messaging, gather market feedback, and help shape Greenspace’s go-to-market strategy. Specific Responsibilities: Own an enterprise territory. Build and execute an account plan for a defined set of health systems, large community behavioral health organizations and multi-site specialty providers. Prioritize based on fit, funding and timing. Sell to the whole buying committee. Run discovery and build consensus across clinical leadership (CMO, Chief Clinical Officer, VP Clinical Operations), technical and security stakeholders (CIO, CMIO, IT and InfoSec), finance (CFO, VP Finance), quality and compliance, and frontline program directors. Identify and develop an internal champion, and earn access to the economic buyer. Lead complex evaluations. Run tailored product demonstrations for mixed clinical and technical audiences, scope integrations with the customer's EHR. You will need to engage as a trusted consultant, developing mutual action plans by understanding an organization’s unique challenges and identifying opportunities to improve quality of care or align with their strategic priorities. Build and defend commercial structure. Construct multi-year, multi-site pricing; build the business case in the customer's terms (CCBHC and grant reporting requirements, value-based and payor contracting, quality metrics, clinician efficiency, outcome improvement); and negotiate to a signed agreement. Forecast with discipline. Qualify and maintain opportunities using MEDDPICC, keep Salesforce current, and deliver an accurate, defensible forecast in weekly pipeline reviews and monthly leadership updates. Iterate the enterprise playbook. Evaluate our sales process on an ongoing basis, and generate new strategies to improve outcomes. Skills and Traits to be Successful: You are motivated by the Greenspace vision and align with our core values (www.greenspacehealth.ca/about-us). You have 5+years of experience in an enterprise sales role. Experience in a closing role, complex sales and Healthcare SaaS is valuable. You have demonstrated an ability to think strategically about sales and help define a successful process. You have completed post-secondary education (or have similar experience). A link to psychology/health is a bonus. You have very strong verbal and written communication skills. You are a motivated self-starter who hustles to guarantee success. Diversity We believe that diversity makes our organization stronger, and we are committed to being an equal opportunity employer. Greenspace recruits, employs, trains, compensates and promotes employees regardless of race, religion, colour, national origin, gender, age, sexual orientation, gender identity or disability. Compensation Your compensation package will be competitive and involve (i) base salary, (ii) commission on sales and (iii) equity (stock options) in a fast-growing company. How to Apply Think you have what it takes to drive real change in the mental healthcare space? Please apply through LinkedIn. Qualifications Demonstrated experience in Software Sales and enterprise Sales, preferably in healthcare, healthtech, or SaaS environments. Proven ability in Lead Generation and prospecting, including building and managing pipelines and identifying key decision-makers. Comfort with travel as needed and presentations to large groups of stakeholders. Expertise in Consultative Selling, including conducting discovery, understanding client workflows, and tailoring solutions to complex organizational needs. Excellent communication, presentation, and negotiation skills, with comfort engaging executive-level stakeholders. Ability to work effectively in a hybrid environment in Toronto, ON, collaborating in person and remotely with cross-functional teams. Goal-oriented mindset with a track record of meeting or exceeding sales targets and using data to inform sales strategies. Experience with CRM tools (e.g., Salesforce or similar) and sales enablement platforms. Understanding of mental health, healthcare delivery, or outcomes measurement is an asset. Bachelor’s degree in Business, Marketing, Health Administration, or a related field, or equivalent professional experience.

What you’ll do

The Enterprise Account Executive will identify and pursue new enterprise opportunities while managing the full sales cycle for healthcare and mental health organizations. They will build consensus across buying committees, conduct product demonstrations, and negotiate multi-year contracts to drive revenue growth.

Requirements

Candidates must have at least 5 years of experience in enterprise sales, preferably within the healthcare or SaaS sectors. A bachelor's degree or equivalent professional experience is required, along with strong communication skills and proficiency in CRM tools like Salesforce.

Benefits

• Base salary
• Commission
• Equity
• Stock options

Listed skills

• Consultative Selling · Preferred
• Communication Skills · Preferred
• Salesforce · Preferred
• Business development · Preferred
• Contract Negotiation · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

• Enterprise sales
• Healthcare SaaS
• Lead generation
• Consultative selling
• Salesforce
• Pipeline management
• Product demonstrations
• Contract negotiation
• Strategic planning
• Communication skills
• Presentation skills
• Relationship management
• MEDDPICC
• Market analysis
• Business development

Job areas

• Sales
• Healthcare
• Software
• Consulting
• Management & Leadership