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About the Role

Gallery Systems is seeking a strategic, hands-on Director of Sales to lead its global sales organization. This role will own sales strategy and execution, lead a team of Sales Managers, and partner with cross-functional teams to drive measurable revenue growth. The ideal candidate is a global sales leader who grows revenue through proactive, value-based, consultative selling and has a passion for the cultural sector.

Responsibilities

Define and execute global sales strategy across the Cultural Heritage and Art Business segments.
Lead growth across North America, Europe, and other international markets.
Manage, coach, and develop a team of regional and segment Sales Managers.
Build a culture of disciplined account planning, proactive customer engagement, and value-based selling.
Engage senior institutional decision-makers and build executive-to-executive relationships.
Partner with the Product team and the Innovation Hub to bring new capabilities to market.
Lead early adopter programs and customer co-creation initiatives.
Model active presence at industry events, customer institutions, and partner forums.
Own global bookings, ARR, net revenue retention, new-logo revenue, and quota attainment.
Champion AI tool adoption across the sales organization.
Partner with Marketing, Product, Customer Success, the Innovation Hub, and Operations to ensure alignment.
Drive rigorous CRM hygiene, account planning, and discovery documentation.
Ensure all global sales activities comply with applicable privacy and procurement regulations and ethical standards.

Requirements

Bachelor’s degree required.
10+ years of B2B software sales experience.
At least 5 years in sales leadership roles managing distributed, multi-region/international teams.
Demonstrated success leading complex, long-cycle enterprise software sales.
Experience selling value-based solutions in premium-positioned markets, winning on outcomes rather than price.
International sales leadership experience, with practical understanding of cultural, regulatory, and procurement differences across global regions.
Strong executive presence with the ability to engage senior institutional buyers.
Excellent communication, coaching, and team-building skills.
Genuine passion for the cultural, museum, heritage, or art sectors.
Proficiency in Salesforce (or equivalent CRM), modern sales engagement platforms, and AI-driven sales tooling.
Willingness to travel extensively and maintain high in-market presence.

Skills

Value-based selling
Consultative selling
AI tool adoption
Salesforce
CRM
Sales engagement platforms
AI-driven sales tooling
Executive engagement
Team building
Coaching

Location

Global
Remote

Work Type

Fully remote
Regular

Experience Level

10+ years of B2B software sales experience
5+ years in sales leadership roles

Education Level

Bachelor's degree required
Advanced degree is an asset but not required

Salary/Compensations

Total compensation includes base salary and performance-based variable tied to global revenue outcomes.
Cash compensation reflects our customer base — cultural and non-profit institutions — and is positioned below commercial enterprise software benchmarks.

Benefits

Competitive benefits
Long-term equity participation through the Constellation Software employee stock ownership plan
Access to the broader Volaris Group leadership network
Flexible vacation and time-off
401(k)
Employee Assistance Program
Health, dental, vision, and life insurance

About the Company

Gallery Systems is a global leader in collections management software, serving the museums, galleries, and cultural institutions that preserve and share the world's cultural heritage.
As part of Volaris Group within Constellation Software (TSX: CSU), we are accelerating our investment in AI, deepening our product portfolio, and expanding our global reach to support the cultural sector's evolving needs.
Gallery Systems is dedicated to helping our clients constantly improve the way they manage and share their collections with their communities by making it easier for museum staff to complete their tasks, collaborate, care for collections, and exhibit objects.
Gallery Systems produces an interwoven platform of products, designed to support collections management needs in the most efficient and cost-effective way.

Equal Opportunity

Gallery Systems is an equal opportunity employer.
We encourage all qualified individuals to apply.
You will receive consideration for employment without discrimination based on age, race, color, religion, national origin, ancestry, sex, sexual orientation, gender identity, disability, marital or domestic partner status, or any other characteristic protected by law.
Gallery Systems is an equal opportunity employer, we recruit, hire, train, promote and provide all other privileges of employment to qualified people without regard to age, race, color, creed, national origin, gender, gender identity, gender expression, disability, marital status, veteran status, citizenship status, ethnicity, familial status, religion, sexual orientation or any other classification for which discrimination is prohibited.