About the role
The Opportunity
We’ve built a new cloud-based SaaS product that solves a high-value problem in enterprise software lifecycle management—and early traction through our existing portfolio company’s customer base has validated product-market fit.
Now we’re ready to expand. We’re hiring a Head of Revenue to take what’s working and drive it into new verticals, new geographies, and net-new accounts—building a repeatable, scalable revenue motion along the way.
You’ll be backed by permanent capital, built-in distribution through an established customer base in regulated markets (higher ed, public sector, healthcare), and a product with a clear platform expansion path. This role has a direct line to CRO-level ownership as the business grows.
What You’ll Do
Own the 0 1 Revenue Motion
- Own full-cycle sales: prospecting, discovery, demo, proposal, negotiation, close
- Build pipeline through targeted outbound, events, partnerships, and network leverage
- Sell into cross-functional buying committees (IT, procurement, finance) in complex organizations
- Expand into new verticals and geographies beyond our initial beachhead
Be the AI-Native GTM Swiss Army Knife
- Use AI tools, agents, and automation to drive high-volume outbound at a pace that would normally require a full SDR team
- Build AI-powered workflows for prospecting, personalization, call prep, and follow-up sequencing
- Leverage AI to analyze customer conversations, extract buying signals, and surface patterns that inform strategy
- Treat your GTM stack like a product—always experimenting, always iterating
Build the Playbook
- Refine ICP, positioning, and talk tracks based on what converts in-market
- Capture buyer feedback and partner with product/engineering to shape the roadmap
- Create the sales playbook that enables future hires (SDRs, AEs, partners) as momentum builds
- Help shape the commercial org and scale plan—this is a leadership trajectory, not just a selling seat
What Success Looks Like
- First 30 days: Deep product fluency, target account list built, outbound motion live and producing conversations
- 60–90 days: Qualified pipeline with measurable conversion, early wins in motion, AI workflows accelerating velocity
- 6–12 months: Predictable revenue engine, multiple reference customers, clear plan for scaling the team
What We’re Looking For
Must-Haves
- 6–12+ years in B2B SaaS revenue roles with full-cycle closing experience
- Proven ability to create pipeline and close—you can manufacture demand, not just manage inbound
- Experience selling into complex orgs with multiple stakeholders and procurement processes
- Active, demonstrated use of AI tools in your sales workflow—not aspirational, real
- Builder mindset: high ownership, structured execution, comfort in ambiguity
Nice-to-Haves
- Experience in higher ed, public sector, healthcare, or other regulated environments
- Familiarity with ITSM, ITAM, SAM, or procurement/vendor management concepts
- Experience launching a new product or building a GTM motion from scratch
- Partner/channel experience (associations, consultants, resellers)
Compensation
Base salary + commission (OTE) tied to revenue outcomes, with a ramp period and milestone-based accelerators aligned to early-stage growth. Remote-friendly with travel for key customer meetings and conferences.
If you sell with conviction, build with AI, and want to own the commercial trajectory of a product with real market pull—we want to hear from you.
#PortfolioLighthouse
Not the right fit? Search for Revenue jobs in Canada
About Valsoft Corporation
As a leading player in vertical market software (VMS), Valsoft combines industry expertise with a unique buy-and-hold investment philosophy, managing a growing portfolio of companies that benefit from decentralized leadership and operational autonomy. We actively support our businesses, guiding them in their growth and evolution into market leaders.
Headquartered in Montreal with a global presence, Valsoft is committed to building a legacy of excellence by prioritizing sustainable growth and operational efficiency. Our long-term vision, driven by entrepreneurial spirit and disciplined execution, ensures we create lasting value for our portfolio companies, their customers, and the industries they serve. For more information, visit valsoftcorp.com.
En tant qu'acteur de premier plan dans le domaine des logiciels pour marchés verticaux (LMV), Valsoft allie expertise sectorielle et une philosophie d'investissement unique axée sur l'acquisition et la conservation. Nous gérons un portefeuille croissant d'entreprises qui bénéficient d'un leadership décentralisé et d'une autonomie opérationnelle. Nous soutenons activement nos entreprises en les accompagnant dans leur croissance et leur évolution en leaders de leur secteur.
Basée à Montréal et présente à l'échelle mondiale, Valsoft s'engage à bâtir un héritage d'excellence en priorisant la croissance durable et l'efficacité opérationnelle. Notre vision à long terme, portée par un esprit entrepreneurial et une exécution rigoureuse, nous permet de créer une valeur durable pour nos entreprises, leurs clients et les industries qu'elles desservent. Pour plus d'informations, visitez valsoftcorp.com.
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About the role
The Opportunity
We’ve built a new cloud-based SaaS product that solves a high-value problem in enterprise software lifecycle management—and early traction through our existing portfolio company’s customer base has validated product-market fit.
Now we’re ready to expand. We’re hiring a Head of Revenue to take what’s working and drive it into new verticals, new geographies, and net-new accounts—building a repeatable, scalable revenue motion along the way.
You’ll be backed by permanent capital, built-in distribution through an established customer base in regulated markets (higher ed, public sector, healthcare), and a product with a clear platform expansion path. This role has a direct line to CRO-level ownership as the business grows.
What You’ll Do
Own the 0 1 Revenue Motion
- Own full-cycle sales: prospecting, discovery, demo, proposal, negotiation, close
- Build pipeline through targeted outbound, events, partnerships, and network leverage
- Sell into cross-functional buying committees (IT, procurement, finance) in complex organizations
- Expand into new verticals and geographies beyond our initial beachhead
Be the AI-Native GTM Swiss Army Knife
- Use AI tools, agents, and automation to drive high-volume outbound at a pace that would normally require a full SDR team
- Build AI-powered workflows for prospecting, personalization, call prep, and follow-up sequencing
- Leverage AI to analyze customer conversations, extract buying signals, and surface patterns that inform strategy
- Treat your GTM stack like a product—always experimenting, always iterating
Build the Playbook
- Refine ICP, positioning, and talk tracks based on what converts in-market
- Capture buyer feedback and partner with product/engineering to shape the roadmap
- Create the sales playbook that enables future hires (SDRs, AEs, partners) as momentum builds
- Help shape the commercial org and scale plan—this is a leadership trajectory, not just a selling seat
What Success Looks Like
- First 30 days: Deep product fluency, target account list built, outbound motion live and producing conversations
- 60–90 days: Qualified pipeline with measurable conversion, early wins in motion, AI workflows accelerating velocity
- 6–12 months: Predictable revenue engine, multiple reference customers, clear plan for scaling the team
What We’re Looking For
Must-Haves
- 6–12+ years in B2B SaaS revenue roles with full-cycle closing experience
- Proven ability to create pipeline and close—you can manufacture demand, not just manage inbound
- Experience selling into complex orgs with multiple stakeholders and procurement processes
- Active, demonstrated use of AI tools in your sales workflow—not aspirational, real
- Builder mindset: high ownership, structured execution, comfort in ambiguity
Nice-to-Haves
- Experience in higher ed, public sector, healthcare, or other regulated environments
- Familiarity with ITSM, ITAM, SAM, or procurement/vendor management concepts
- Experience launching a new product or building a GTM motion from scratch
- Partner/channel experience (associations, consultants, resellers)
Compensation
Base salary + commission (OTE) tied to revenue outcomes, with a ramp period and milestone-based accelerators aligned to early-stage growth. Remote-friendly with travel for key customer meetings and conferences.
If you sell with conviction, build with AI, and want to own the commercial trajectory of a product with real market pull—we want to hear from you.
#PortfolioLighthouse
Not the right fit? Search for Revenue jobs in Canada
About Valsoft Corporation
As a leading player in vertical market software (VMS), Valsoft combines industry expertise with a unique buy-and-hold investment philosophy, managing a growing portfolio of companies that benefit from decentralized leadership and operational autonomy. We actively support our businesses, guiding them in their growth and evolution into market leaders.
Headquartered in Montreal with a global presence, Valsoft is committed to building a legacy of excellence by prioritizing sustainable growth and operational efficiency. Our long-term vision, driven by entrepreneurial spirit and disciplined execution, ensures we create lasting value for our portfolio companies, their customers, and the industries they serve. For more information, visit valsoftcorp.com.
En tant qu'acteur de premier plan dans le domaine des logiciels pour marchés verticaux (LMV), Valsoft allie expertise sectorielle et une philosophie d'investissement unique axée sur l'acquisition et la conservation. Nous gérons un portefeuille croissant d'entreprises qui bénéficient d'un leadership décentralisé et d'une autonomie opérationnelle. Nous soutenons activement nos entreprises en les accompagnant dans leur croissance et leur évolution en leaders de leur secteur.
Basée à Montréal et présente à l'échelle mondiale, Valsoft s'engage à bâtir un héritage d'excellence en priorisant la croissance durable et l'efficacité opérationnelle. Notre vision à long terme, portée par un esprit entrepreneurial et une exécution rigoureuse, nous permet de créer une valeur durable pour nos entreprises, leurs clients et les industries qu'elles desservent. Pour plus d'informations, visitez valsoftcorp.com.