Director of Inside Sales

Job Title: Director of Inside Sales

Company Name: Cohen Immigration Law

Job Type: Full-time, Permanent

Annual Salary: Base Salary: $120,000 to $150,000 | Commission: Uncapped, Revenue-Based (Significant upside potential)

Work Location: Toronto, hybrid (onsite and remote)

About the Opportunity

Cohen Immigration Law is a leading Canadian immigration law firm that is in the middle of a major technology and operations transformation. We are investing in new tools, systems, and processes so we can continue to deliver best in class client service at scale.

In early 2026, we plan to launch an innovative new product, and we expect to grow our client base by 10x. Therefore, we are seeking an experienced Director of Inside Sales to join our leadership team, build a high-velocity sales engine, and architect the transition from a traditional consultative model to a modern, tech-enabled sales organization.

Company Overview

Cohen Immigration Law practices exclusively in the area of Canadian immigration and has been reliably servicing immigration needs for nearly 50 years. Our dynamic and forward-thinking law firm helps individuals and businesses worldwide achieve their Canadian immigration goals.

Through our close integration with and related web properties, we operate at scale, with high volumes of client inquiries and active immigration files.

Key Duties and Responsibilities

As Director of Inside Sales, your responsibilities will include:

Sales Strategy and Architecture

• Lead the transformation from a low-volume, consultative sales model to a high-velocity B2C sales architecture modelled after modern SaaS companies.
• Design and implement an "automation-first" workflow to manage the flow of leads, utilizing power dialling and automated sequencing to maximize agent efficiency.
• Develop strategies to effectively filter hundreds of thousands of inbound leads, ensuring high-value prospects are routed to sales agents while lower-intent traffic is managed via self-serve tools.
• Define the sales approach for the new product

Team Building and Enablement

• Build and scale a dedicated inside sales team, hiring commission-driven agents capable of managing high-volume pipelines.
• Script, test, and enforce a Unified Sales Playbook to ensure consistency across the team, moving away from individualized pitching styles.
• Design onboarding programs that train agents on the specific value proposition of our new limited-scope product, specifically how to position it against both expensive legal representation and the DIY process.
• Foster a high-performance culture focused on daily deal throughput and rapid response times.

Performance, Pipeline, and Revenue

• Manage the sales funnel to process tens of thousands of qualified leads annually, identifying leaks and optimizing conversion rates at every stage.
• Track and analyze key metrics such as call volume, connection rates, demo-to-close ratios, and Customer Acquisition Cost (CAC).
• Prepare actionable reports for leadership regarding revenue forecasts, lead quality, and team performance.
• Drive the team to hit aggressive daily and monthly sales targets (e.g., 5 deals per day per agent) to meet organizational revenue goals.

Quality Assurance and Standardization

• Own the Quality Assurance (QA) process for sales calls, ensuring agents adhere to the defined playbook and do not drift into providing unauthorized legal advice.
• Regularly review call recordings and demos to provide coaching and corrective feedback to agents.
• Standardize the pitch to ensure the brand promise—high confidence and error prevention—is communicated clearly to every prospect.

Cross-functional Collaboration

• Act as the bridge between Sales, Marketing, and Product teams to ensure lead quality aligns with sales capacity.
• Partner with Content and Partnership teams to drive Sales Qualified Lead (SQL) volume through organic and paid channels.
• Collaborate with the Director of Operations to ensure that the volume of closed deals flows smoothly into the post-sale operational workflow.

Ideal Candidate Profile

The ideal candidate will have the following attributes:

• You have deep experience building high-velocity B2C sales teams, preferably in a SaaS or high-volume service environment.
• You are data-obsessed and understand how to manage a funnel using metrics, not just intuition.
• You are a "player-coach" who can write a script, jump on a call to test it, and then train a team to execute it.
• You understand the difference between "consultative selling" and "product-led sales" and know how to transition a team between the two.
• You are comfortable using and rolling out modern sales automation tools to increase contact rates and conversion.

It helps if you have experience with the following technology:

• (Strongly preferred)
• HubSpot / Salesforce
• Power Dialers / VOIP systems
• Zapier / Make (Automation)

Qualifications

• 5 to 10 plus years of experience in sales leadership, specifically in Inside Sales or Business Development.
• Proven track record of scaling a sales team from early stage to high volume.
• Experience with high-velocity sales models (high volume of leads, short sales cycles, lower price point products).
• Bachelor's Degree.

Benefits

We offer competitive compensation packages and a collaborative, growth oriented workplace culture that includes:

• Group benefits including extended health care, dental care, vision care, and telehealth.
• Paid time off and statutory holidays.
• Company events and team building activities.