Talent.com
Naviga Recruiting & Executive Search
Director, Inside SalesNaviga Recruiting & Executive Search • Toronto Area, Ontario, Canada, US
Director, Inside Sales

Director, Inside Sales

Naviga Recruiting & Executive Search • Toronto Area, Ontario, Canada, US
8 hours ago
Job type
  • Full-time
  • Permanent
  • Quick Apply
Job description
The Opportunity This is a high-visibility executive growth role created to transform a large commercial sales organization from a historically reactive, service-focused model into a proactive, outbound market-penetration engine. Reporting directly to executive leadership, this individual will own inside sales execution across Canada while collaborating on broader North American commercial initiatives.

You will act as the primary architect of sales execution, owning the strategic roadmap, outbound playbooks, and leadership development across a multi-tiered sales organization. This executive position carries direct operational impact and a clear trajectory into expanded regional leadership responsibilities.
About the Company

The organization is a leading enterprise technology provider connecting top-tier global IT vendors with thousands of commercial partners, resellers, and solution providers across North America. The firm thrives on a collaborative, employee-centric culture that combines deep industry expertise with agile execution to deliver market-leading commercial solutions.
Location

Greater Toronto Area (Ontario). The role operates under a hybrid schedule, requiring approximately 1 2 days per week onsite initially, with a planned progression toward 3 days per week to support team integration and culture building. Regional travel is expected up to 30% of the time to engage with key commercial partners, attend vendor events, and visit regional operating locations.
What You Will Do
  • Serve as the executive leader responsible for overall operational execution, sales strategy, and revenue performance across the Canadian inside sales organization.
  • Drive revenue growth, profit margin enhancement, account acquisition, and market share expansion across SMB, Mid-Market, and Enterprise segments.
  • Transition the sales force from reactive order execution to a proactive, outbound sales model utilizing structured playbooks, win-back campaigns, and targeted customer acquisition strategies.
  • Serve as a core sales coach, actively developing managers and team members through regular pipeline reviews, live call coaching, and structured talent frameworks.
  • Establish and optimize high-volume inside sales operational metrics, resource allocation models, electronic order integrations, and customer service workflows.
  • Evaluate and implement modern digital tools, including AI-driven sales enablement, telephony integrations, CRM analytics, and operational tracking dashboards.
  • Manage cross-functional alignment with IT, vendor management, marketing, field sales, and executive leadership across various business units.
  • Cultivate strong strategic relationships with major technology vendors, coordinating co-funded growth programs, contests, and joint go-to-market strategies.
Who You Are
  • Demonstrated track record of senior leadership experience in inside sales, sales operations, or commercial sales leadership within B2B technology, IT channel services, Managed Service Providers (MSPs), Telecom, or adjacent complex technology sectors.
  • Proven experience managing sizeable sales organizations (including direct management reports) in high-volume, multi-channel environment models.
  • Expertise in transforming inbound customer support teams into structured, proactive sales organizations.
  • Strong operational acumen surrounding SLAs, workforce deployment, productivity metrics, P&L management, and sales productivity tools.
  • A charismatic, high-energy sales executive who combines operational rigor with strong hands-on coaching.
  • Exceptional communication skills capable of motivating entry-level representatives and seasoned sales veterans alike.
Education & Qualifications
  • Bachelor s Degree in Business Administration, Marketing, Information Technology, or equivalent professional experience.
  • Post-hire certifications or vendor accreditations in enterprise technology solutions, leadership development, or modern sales methodologies preferred.
Flexibility & Work-Life Integration
  • Work Structure: Full-time executive leadership position operating on a hybrid schedule.
  • Schedule: Core business hours with flexibility for business events, vendor functions, and team planning. Requires up to 30% travel across regional customer meetings, vendor events, and secondary office locations.
  • Environment: Professional office environment equipped with modern collaboration tools, digital displays, and interactive team workspaces.

Why Join the Team?

This position offers a rare opportunity to spearhead the growth of a highly respected commercial technology organization. Leaders benefit from a comprehensive total rewards structure, executive mentorship, direct access to executive leadership, and continuous professional growth pathways. You will be empowered to build high-performing teams, leverage modern sales technologies, and shape long-term commercial operating strategy.

About Naviga Recruiting & Executive Search

Naviga Recruiting & Executive Search is a leading provider of Executive Search, Leadership, Individual Contributor, and Contingent Workforce Solutions, empowering businesses to achieve their strategic objectives through expert talent acquisition. Our specialties include sales, marketing, finance/accounting and operations hiring. With a commitment to excellence and a deep understanding of market trends, Naviga Recruiting & Executive Search helps organizations build high-performing teams and navigate complex workforce challenges. Naviga Recruiting & Executive Search specializes in U.S. Hiring for Global Businesses.

Create a job alert for this search

Director, Inside Sales • Toronto Area, Ontario, Canada, US

Similar jobs

Inside Sales Representative - Hybrid Role

The Affinity GroupRichmond Hill, York Region, CA
Full-time

Affinity Group Canada seeks an Inside Sales Representative to support sales teams through effective lead follow-up and customer engagement.This hybrid role is based in Richmond Hill, ON.The Inside ... Show more

 • Promoted

Director of Sales for Lakebase Solutions

CacheflowToronto, ON, CA
Full-time

Join Databricks as the Director of Sales for Lakebase Solutions, leading a specialized team to revolutionize data management and application development with AI integrations.This role is essential ... Show more

 • Promoted

Inside Sales Representative

Bilingual SourceRichmond Hill, York Region, CA
Full-time

Sales Representative (Inside Sales) | Hybrid – Richmond Hill | $55K Base + Commissions | Growth-Focused Role.Looking to grow your sales career with a company that values service, growth, and work-l... Show more

 • Promoted

Enterprise Sales Director, Canada

Airlock DigitalToronto
Full-time

Location: Toronto, Ontario, Canada - Remote.The Enterprise Sales Director is responsible for leading and scaling the sales function within the assigned region, with a focus on acquiring and growing... Show more

 • Promoted

Account Director - Consultative Sales

Sales Talent Inc.Toronto, ON, CA
Full-time

Drive substantial sales growth as an Account Director for a leading IT services company in Toronto, focusing on consultative selling within the Microsoft ecosystem.This role is critical for acquiri... Show more

 • Promoted

Account Manager, Inside Sales

AVI-SPL CanadaMarkham, ON, CA
Full-time

AVI-SPL is a digital enablement solutions provider that transforms how people and technology connect to elevate experiences, create new value, and enable organizations to thrive and grow.We are the... Show more

 • Promoted

Inside Sales Consultant

730 Group QuestToronto, ON, CA
Full-time

We are seeking a highly motivated sales‑minded individual to join our firm and grow our inside sales team.The Inside Sales Consultant will drive new sales, book qualified meetings for current consu... Show more

 • Promoted

Inside Territory Sales Manager

Daikin ComfortMarkham
Full-time

The Inside Territory Sales Manager actively engages with COD House Accounts to grow sales and build a higher degree of customer loyalty.Increases sales of HVAC products to smaller accounts includin... Show more

 • Promoted

Inside Sales Coordinator

TuxMat Inc.Richmond Hill, York Region, CA
Full-time

TuxMat is a Canadian automotive accessories company specializing in premium, vehicle-specific floor liners for the North American market.Our products are engineered with precision to deliver superi... Show more

 • Promoted

Inside Sales Representative

Probus LogisticsMarkham, ON, CA
Full-time +1

Reporting to the President, the Inside Sales Representative is responsible for selling Freight LTL, FL and Rework services through the achievement of opportunity-based sales quotas.The Inside Sales... Show more

 • Promoted

Inside Account Manager Role at ESET

EsetToronto, ON, CA
Full-time

Make an impact as an Inside Account Manager at ESET in Toronto.Utilize your French proficiency and sales skills to build strong relationships with channel partners and elevate their success.In this... Show more

 • Promoted

Inside Sales Associate: Marketing Partner for Multifamily Success

Visual LeaseToronto
Full-time

Join an exciting journey as an Inside Sales Associate, becoming a vital marketing partner to clients in the multifamily industry.Utilize your sales experience to create impactful business solutions... Show more

 • Promoted

Business Development Manager (Inside Sales)

PICTON InvestmentsToronto
Full-time

PICTON Investments is seeking an ambitious, energetic, investment-focused Inside Sales Associate to join our growing Retail Distribution team.This is your chance to contribute meaningfully to our s... Show more

 • Promoted

Regional Associate for Inside Sales

National Bank of CanadaToronto, ON, CA
Full-time

Join NBI in Toronto as a Regional Associate for Inside Sales.Focus on qualifying leads and driving sales growth within the investment solutions market across IIROC and MFDA channels.In this role, y... Show more

 • Promoted

Senior Inside Sales & Strategic Accounts Manager

NevvonToronto, ON, CA
Full-time

A dynamic sales organization in Toronto, Ontario, is looking for an Inside Sales Senior Account Manager to generate leads and drive sales.The role involves maintaining customer relationships, using... Show more

 • Promoted

Industrial Inside Sales Pro — Customer Solutions

Atlas Tools & MachineryToronto, ON, CA
Full-time

A family-owned Canadian business is seeking an Industrial Sales Associate for their Toronto showroom.The role requires a customer-centric approach, providing exceptional service across various comm... Show more

 • Promoted

Remote Enterprise & Channel Sales Director

CitiXsys - iVend RetailToronto, ON, CA
Remote
Full-time

A leading software solutions provider is seeking a Channel Sales Manager to develop and manage direct sales processes in the retail vertical.You will build strong relationships with key clients and... Show more

 • Promoted

Regional Inside Sales Associate – Financial Solutions

National Bank of CanadaToronto, ON, CA
Full-time

A leading financial institution in Toronto is seeking a Regional Associate (Inside Sales) to proactively identify Investment Advisors and Financial Planners in the market.The position requires stro... Show more

 • Promoted

Account Manager, Inside Sales

AVI-SPL, Inc.Markham, Ontario, Canada
Full-time

Generate sales for Audio Visual systems through developing and maintaining client relationships and expanding the company’s current client base.Develop a detailed understanding of our products and ... Show more

 • Promoted

Inside Sales Manager at Axis - Ontario

Axis CommunicationsToronto, ON, CA
Full-time

Join Axis as an Inside Sales Account Manager based in Mississauga, Ontario, and be integral to our partner growth initiatives.This office-based role focuses on engaging and enabling our extensive p... Show more