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Valsoft Corporation · 15 hours ago

Director of Sales (Player-Coach)

United States

Full-time

Remote

Mid, Senior Level

5+ years exp

Valsoft Corporation builds and scales vertical market software companies. They are seeking a Director of Sales (Player-Coach) to build and lead their North America revenue engine, focusing on new business growth and establishing a repeatable outbound sales motion.

Business DevelopmentSoftware

Growth Opportunities

Responsibilities

Own the full sales cycle: prospecting → discovery → demos → proposals → negotiation → close

Build and maintain a target account strategy by segment and customer cohort

Develop and iterate on talk tracks, competitive positioning, and objection handling

Share customer insights and inputs with internal stakeholders to develop a clear commercial plan to bring the platform and AI products to market

Lead outbound strategy and execution; coach BDRs to consistently generate a qualified pipeline

Create repeatable playbooks (segments, sequences, cadences, qualification, demo structure)

Establish pipeline creation targets and inspection routines that translate activity into predictable results

Run weekly operating rhythms: pipeline inspection, deal reviews, and forecast calls

Define sales stages and exit criteria; maintain a clean CRM and reporting that leadership can trust

Track and improve conversion metrics (lead → meeting → SQL → win), cycle times, and win/loss learnings

Provide actionable inputs on pricing/packaging and commercialization over time

Establish tight handoffs with Customer Success to ensure a consistent customer experience and closed-loop feedback

Share structured market feedback with Product (buyer needs, blockers, competitive themes)

Coordinate internal resources to move deals forward and support successful launches

Qualification

B2B SaaS salesOutbound pipeline generationSales process improvementDeal negotiationVertical market softwareSales tooling familiarityPlayer-coach mindsetCross-functional alignment

Required

5+ years of B2B SaaS sales experience with a strong record of closing new business

Demonstrated ability to generate a pipeline through outbound (not reliant on inbound-only environments)

Experience building or materially improving a sales motion (process, messaging, cadence, forecasting)

Strong deal leadership: disciplined qualification, multi-stakeholder selling, and negotiation

Player-coach mindset: you can lead and coach, while personally carrying and delivering on a quota

Preferred

Experience selling into car rental, fleet management, mobility, automotive, or transportation industries is a strong plus

Experience in vertical market software and/or operationally complex environments

Experience selling multi-product suites, add-ons, or platform + modules

Strong familiarity with modern sales tooling and RevOps best practices (CRM, sequencing, analytics, forecasting)

Company

Valsoft Corporation

As a leading player in vertical market software (VMS), Valsoft combines industry expertise with a unique buy-and-hold investment philosophy, managing a growing portfolio of companies that benefit from decentralized leadership and operational autonomy.

Founded in 2015

Montréal, Quebec, CAN

1001-5000 employees