Head of Revenue

Valsoft Corporation · Canada · posted today ago

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About this 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.