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Valsoft Corporation via Workable

Head of Revenue

head Canada
still open verified 22h ago posted 173d ago checked 1h ago
Apply at apply.workable.com

This is the employer's own posting, not a copy on a job board.

What we know

Is it still open?

Confirmed still open

Last checked 22h ago — checked against the employer's own applicant tracking system, which is the company answering directly.

We re-read the employer's own applicant tracking system and the posting was still there. That is the company answering directly.

Check this listing's status as JSON

How old is it?

Posted 173d ago

The date the source published, not the day we noticed it (2026-03-26). Last seen at its source 1h ago.

Is it remote?

Marked remote on the employer's board

Their board carries a remote setting on this posting — a field they filled in, not wording we read. The location field names somewhere specific, which is usually where the team or the entity sits.

Who may apply?

Canada

The description states no restriction of its own. This is the source's own tag.

Skills named in the ad

Cold OutreachNegotiationPartnershipsProcurement

Recognised terms only, from a fixed vocabulary — this is what CV matching compares against.

Carried by 1 source

The listing

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

Apply at apply.workable.com