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The Leadership Agency

Sales Development Representative

Montreal, QC, Canada

Base Salary: $50,000 - $60,000 · Full-time

Apply About employer

Applications open in a new tab.

Job details

Pay: Base Salary: $50,000 - $60,000
Job type: Full-time
Apply by: Apr 27, 2027
Experience: 1–2 years of experience in a BDR, SDR, or outbound sales experience
Posting language: English
Posted: Oct 29, 2026

Original job description

Mega is an AI-powered growth engine built to replace the traditional marketing agency for small and mid-sized businesses. Instead of selling software that owners have to learn and operate, Mega deploys a network of specialized AI agents - SEO & GEO, Paid Ads, Website, Conversion - that do the actual work: keyword research, content production, campaign management, technical fixes, and reporting. Customers feel like they've hired a high-quality growth team, but it runs as software.

Founded by a team that built the underlying AI tooling to supercharge their own growth (after starting out building a video game company), Mega pivoted hard once that internal tooling started outperforming anything on the market. The bet paid off: Mega is now trusted by 1,000+ SMBs, has been featured in Forbes, The Wall Street Journal, Fortune, Business Insider, and Axios, and closed an $11.5M Series A in March 2026 led by Goodwater Capital, with participation from Andreessen Horowitz, Atreides, SignalFire, and Kearny Jackson.

The commercial team is scaling fast to match - Mega is targeting roughly 50 new hires over the next six months, and this SDR hire is part of that push.

Highlights:

HQ in Brooklyn, NY with a growing office in Montreal, QC - Montreal is the sales hub
$11.5M Series A (March 2026) led by Goodwater Capital, with a16z, Atreides, SignalFire, Kearny Jackson and Valor Equity participating
Board includes Andrew Chen (a16z), Vivek Subramanian (Goodwater) and Gavin Baker (Atreides)
Angel roster includes Dharmesh Shah (HubSpot co-founder), Claire Hughes Johnson (Stripe), and WNBA/NBA investors including Diana Taurasi, Breanna Stewart, Kelsey Plum, Nneka Ogwumike and JaVale McGee
Series A capital is going directly into product and GTM - including a sales ops agent for lead qualification and appointment setting
Featured in Forbes, WSJ, Fortune, Business Insider, and Axios
Trusted by 1,000+ small and medium-sized businesses
Nearly the entire team to date has been built through referrals - this is one of the company's first pushes into external hiring channels

About the Role:

Mega has product-market fit and a pipeline problem worth solving: there are millions of SMB owners overpaying an agency for effort instead of outcomes, and most of them don't know a better option exists. This role exists to go find them. There's a clear path up. Mega is building the sales org now, and the people who help write the outbound playbook are the ones who get first look at AE and team lead seats as it scales.

Please note: this role is fully on-site in Montreal, QC. Mega is deliberately building an in-office sales floor.

Pipeline Generation:

Own outbound prospecting into SMBs across cold calls, email, and LinkedIn
Build and work targeted account lists against Mega's ICP - businesses spending $50K–$1M annually on marketing
Hit and exceed weekly activity and meeting-booked targets; velocity is the job
Maintain clean, disciplined CRM hygiene so pipeline data is actually trustworthy

Qualification & Discovery:

Run first-call discovery that separates real buying intent from polite curiosity
Diagnose what a prospect is currently paying an agency for - and what they're actually getting
Qualify against budget, marketing spend, growth goals and timeline before booking
Hand off warm, well-briefed opportunities so closers (AEs) walk in with context

AI-Enabled Selling:

Use AI daily to research accounts, personalize outreach at volume, prep calls and follow up faster
Test and iterate on sequences, hooks and call openers; keep what converts, kill what doesn't
Build repeatable outbound motions the next five SDRs can run

Shaping the GTM Engine:

Feed objections, competitive intel and buying triggers back to sales leadership, product and growth
Influence messaging, targeting and positioning based on what you're hearing in-market
Help document and build the outbound playbook as the team scales

About You

We're less interested in your resume than your wiring. You work hard because you know hours on the phone are what move the number. You're motivated by money - a big OTE excites you, it doesn't scare you. And you're competitive: you want to beat quota, and you want to beat the rep sitting next to you. Cold-calling or SDR experience is a bonus, not a requirement.

1–2 years of experience in a BDR, SDR, or outbound sales experience
Comfortable picking up the phone and cold-calling all day - this is a calling-first seat, not email/social-led
Confident, clear communicator who can hold a conversation with a US-based business owner or decision-maker
Resilient - you can take rejection call after call and keep your energy up
Sharp commercial instincts: you can explain marketing ROI to an owner who isn't a marketer
Already using AI tools in your workflow, or itching to
Montreal-based and ready to be in-office five days a week
Fluent in English

Bonus:

Experience selling into SMB or local business owners
Background in marketing, agency, or martech - you'll already speak the buyer's language
Early-stage startup experience where you helped build process rather than inheriting it

The Extras that Matter

Competitive base plus meaningful commission - Mega's reps are hitting OTE, not chasing a theoretical number
Comprehensive health coverage
Real career trajectory: the sales org is being built now, and early hires get first look at what's next
Direct access to founders and sales leadership - no layers, fast feedback, weekly wins
A product with defensible ROI, backed by a16z, Goodwater and Valor, in a market that's genuinely underserved
Full-time, in-office culture in Montreal - fast-paced, high-energy, built for hustle

Compensation:

Base Salary: $50,000 - $60,000
On-Target Earnings (OTE): $100,000 - $120,000

Apply About employer

More about this job

Responsibilities

Generate outbound pipeline by prospecting SMBs through cold calls, email, and LinkedIn, qualifying prospects, and booking well-briefed meetings for account executives. Use AI to research and personalize outreach, improve sales sequences, maintain reliable CRM data, and share market feedback to help build Mega’s outbound playbook.

Requirements

The role seeks someone with 1–2 years of BDR, SDR, or outbound sales experience who is comfortable making frequent cold calls and communicating with US-based business decision-makers. Candidates should be resilient, commercially minded, comfortable explaining marketing ROI, familiar with AI tools or eager to use them, fluent in English, and based in Montreal for five-day-a-week office work.

Skills

Outbound Prospecting
Cold Calling
Email Outreach
LinkedIn Outreach
Lead Qualification
Discovery Calls
CRM Management
Account Research
Personalized Outreach
Sales Pipeline Generation
Objection Handling
Marketing ROI
AI-Assisted Selling
Sales Sequence Optimization
Communication
Resilience

Benefits

Health Coverage
Commission
Career Advancement Opportunities
Direct Access to Founders and Sales Leadership

Visa sponsorship

Not detected in the job text

Keywords

SMB
Outbound Sales
Sales Development
Cold Calling
Email Outreach
LinkedIn
Lead Qualification
Discovery Calls
CRM
Ideal Customer Profile
Marketing Spend
Marketing ROI
AI Agents
AI-Assisted Selling
Account Research
Personalized Outreach
Sales Sequences
Pipeline Generation
Appointment Setting
Objection Handling
Competitive Intelligence
Go-to-Market
Sales Playbook
SEO
Paid Advertising
Conversion Optimization
Marketing Agencies
Martech

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