Jobs Companies Valsoft Corporation Head of Revenue

About this Head of Revenue role at Valsoft Corporation

Valsoft Corporation · Canada

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

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About Valsoft Corporation

Valsoft was founded in 2015 in Montreal, Canada. Our focus is to acquire and grow vertical market software businesses that provide mission-critical solutions in their respective niche markets. So far, we have acquired over 100+ businesses, and we have over 3,000 employees across 20+ countries. In 2023, Valsoft was named as one of the Best Workplaces in the Financial Services Industry by Great Place to Work®.

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