Job Overview
Job description
- Location:
- Canada
- Work arrangement:
- On-site
Role Summary
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.
Responsibilities
- 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
Requirements
- 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)
Salary
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
- Role:
- Head of Revenue
- Job Type:
- Full Time
Company profile

Valsoft Corporation
valsoftcorp.comValsoft Corporation acquires and develops vertical market software businesses that provide mission-critical solutions, and supports them for the long term. Founded in Montreal, it has spent more than a decade building a portfolio of more than 150 companies across 20+ industries in 14+ countries. Valsoft uses a decentralized model in which each business keeps its leadership and market focus while gaining capital, operational support and shared technology, including dedicated artificial intelligence teams. The company is led by CEO Sam Youssef.