Sales Director

The New Network; Ontario; Remote; CAD 100,000 - 130,000; Full time

Job summary

Une entreprise SaaS canadienne en pleine croissance recherche un Directeur des Ventes Régional pour développer ses activités dans le secteur de l'assurance. Ce rôle clé implique la gestion du cycle de vente complet, une autonomie forte, et la collaboration avec des équipes internes. Offrant une culture de confiance à distance, ainsi que des avantages tels que des soins de santé étendus et des programmes de développement professionnel, cette position est conçue pour les professionnels désireux de faire un impact mesurable.

Benefits

Soins de santé étendus

Temps de repos généreux

Allocation pour le développement professionnel

Participation à l'équité

Qualifications

• 5+ ans d'expérience en vente B2B SaaS, idéalement dans l'assurance.
• Compréhension forte du paysage canadien de l'assurance.
• Aptitude prouvée à gérer le cycle de vente complet de manière autonome.

Responsibilities

• Identifier et engager des clients potentiels dans la région.
• Gérer un pipeline complet de la première prise de contact jusqu'à la clôture.
• Représenter la société lors d'événements du secteur.

Skills

B2B Sales

Communication Skills

Client Engagement

Technical Understanding

Job description

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Co-Founder & CEO at The New Network | Talent Whisperer | Culture Builder | Trusted Partner of Tech Scale-Ups

We’re partnering with a growing Canadian SaaS company that’s transforming how insurance gets done. They’re expanding nationally and hiring two Regional Sales Directors, one for Eastern Canada and one for Western Canada, to help drive the next phase of growth.

The company offers a modern, flexible software platform built specifically for the insurance industry. Designed to support carriers, mutual insurers, MGAs, and brokerages, their technology helps clients streamline operations, improve responsiveness, and scale more efficiently in a competitive market.

About the role

This is a senior role focused on new business development. As Regional Sales Director, you’ll take ownership of your region and lead the full sales process from prospecting and relationship building to presenting tailored solutions and closing deals. You’ll work independently while collaborating with internal teams to deliver a high-quality buyer experience.

This is a fully remote position with travel for conferences and client meetings as needed. You’ll be part of a collaborative, distributed team that values autonomy, connection, and shared success.

What you’ll do

• Identify and engage prospective clients in your region across target segments
• Build and manage a healthy pipeline from first contact through close
• Deliver customized demos and clearly communicate value at the executive level
• Coordinate with Product, Marketing, and Implementation teams to ensure smooth handoffs and consistent messaging
• Share insights from the field to help refine go-to-market strategies
• Represent the company at industry events and within the insurance community

What you’ll bring

• 5 or more years of B2B SaaS sales experience, ideally in insurance or insurtech
• Strong understanding of the Canadian insurance landscape
• Proven ability to manage the full sales cycle independently
• Excellent communication skills, including the ability to engage C-level stakeholders
• A self-driven, accountable approach and comfort working in a fast-paced environment
• Ability to absorb technical information and translate it into business value
• Experience in a scaling SaaS environment is a strong asset.

Why this might be the right fit for you

• A product with strong market traction and meaningful differentiation
• A high-trust, remote-first culture with real support and flexibility
• Benefits include extended health, dental, and vision care, EFAP, generous time off, professional development allowance, and equity participation

If you're an experienced SaaS sales professional looking to own your region and make a measurable impact, we’d love to hear from you.

Seniority level

Seniority level

Mid-Senior level

Employment type

Employment type

Full-time

Job function

Job function

Sales and Business Development

Software Development and Insurance

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