Head of Revenue

🏢 Valsoft Corporation · all 92 jobs
📍 Canada
📅 Posted Sep 30, 2026 · via Himalayas
🏷 Head Of Revenue, Sales Director, Chief Revenue Officer, Enterprise Sales, B2B Sales, Director Of Revenue +1 more
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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

Originally posted on Himalayas

Flights + hotels

This role requires you to be in Canada. If that means relocating or flying in, it is worth checking fares before you commit to a start date.

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