JobsSales Development RepresentativeTorontoSales Development Representative

Ask-AI

Posted today

Sales Development Representative

Ask-AI · Toronto, Ontario, Canada

Full-timeOn site2-5 yrsListed as no visa sponsorship
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In short

You will prospect into mid-market and enterprise companies to generate qualified meetings for account executives using calls, email, and LinkedIn. Additionally, you will research target accounts, test prospecting strategies, and help refine messaging to improve sales outcomes.

What they're looking for

MUST-HAVE SKILLS

Cold callingB2B salesLead generationProspectingSales developmentCommunicationHubSpotLinkedIn Sales Navigator

ALSO MENTIONED

Sales Development RepresentativeB2B SalesCold CallingEnterprise AISaaSLead GenerationOutbound SalesHubSpotLinkedIn Sales NavigatorNooks

Candidates must have 1 to 2 years of B2B sales experience as an SDR or BDR with a proven track record of cold calling. You must be comfortable selling platform solutions and possess strong proficiency in sales tools like LinkedIn Sales Navigator and HubSpot.

About Ask-AI

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Questions about this role

Is this Ask-AI role remote?
Tagged on site.
Does it sponsor visas?
Listed as no visa sponsorship.
What experience does it ask for?
Listed as 2-5 years.

The posting, in full

Mosaic AI is the only enterprise AI platform built for technical support in highly configurable, multi-product companies. We unify the customer, product, and support context scattered across a company's systems, then act on it across the case lifecycle: automating what we can, escalating to a human expert when it matters. Built on 100+ deep integrations, the platform runs products already live in production, including Self-Service, Knowledge, Triage, Assist, Intelligence, Alerting, and QA, all sharing one foundation so they ship fast and improve as the platform grows.

▶ READ THE FULL POSTING

About Us

Mosaic AI is the only enterprise AI platform built for technical support in highly configurable, multi-product companies. We unify the customer, product, and support context scattered across a company's systems, then act on it across the case lifecycle: automating what we can, escalating to a human expert when it matters. Built on 100+ deep integrations, the platform runs products already live in production, including Self-Service, Knowledge, Triage, Assist, Intelligence, Alerting, and QA, all sharing one foundation so they ship fast and improve as the platform grows.

That shared foundation makes this an exciting, unusual place to build. Each product we launch would have been an entire company in the pre-AI era; for us, it's a focused product on common infrastructure, so each deployment builds on the last. Our no-code Agent Builder lets teams design and deploy agents with governance and traceability, while our Customer Context Model routes recurring issues and account risk to the teams that can fix them. Every deployment lowers our customers' cost to serve. We're hiring engineers and product leaders who want to build systems that get more capable the more they run.

About the Role

We're hiring a Sales Development Representative to open conversations with the leaders who run technical support at mid-market and enterprise companies. Most of your day is on the phone. You'll call directors, VPs, and C-level leaders, earn a first meeting, and hand Account Executives an opportunity worth their time.

We've built a repeatable outbound motion across calls, email, and LinkedIn, running on HubSpot, Nooks, Apollo, Clay, and LinkedIn Sales Navigator. You'll run it, test against it, and help make it better. Mosaic sells a platform with several products, so part of the job is figuring out which problem an account has and opening with the product that solves it.

Who You Are

A cold caller. You like the phone. You can open a call with a stranger, earn thirty seconds, and turn an objection into a meeting. You've done it enough times to know your numbers.

Comfortable with senior buyers. You've called into mid-market and enterprise organizations and you know how a VP of Support thinks about headcount, backlog, and cost to serve. You don't get rattled when a senior leader pushes back.

A multi-product seller. You can research an account, work out whether their pain is case volume, knowledge gaps, or escalations, and pick the right opening for it.

Relentless. You make the extra twenty dials, follow up when others have given up, and treat a bad week as data.

AI-native. You use AI to research accounts, write first drafts, and build lists faster than anyone else on the floor. You're always testing a new way to do it.

What You'll Do

Prospect outbound into mid-market and enterprise support leaders using calls, email, and LinkedIn to generate qualified meetings

  • Research target accounts and tailor your message to the product that fits their problem
  • Work with sales and marketing leadership to sharpen our messaging

Test and iterate on prospecting strategies across every channel, and share what works with the team

  • Help validate new use cases, personas, and markets where Mosaic can create customer value
  • Create and share outbound content that builds awareness and demand for Mosaic

Requirements

  • 1 to 2 years of B2B sales experience as an SDR, BDR, or in an equivalent role
  • A track record of cold calling into mid-market or enterprise personas
  • Experience selling more than one product or a platform
  • Proven ability to meet and exceed pipeline targets consistently

Strong phone and written communication skills

Familiarity with LinkedIn Sales Navigator, Nooks, HubSpot, and newer tools like Clay

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This listing comes from Ask-AI's own careers site. Apply links go to the employer. Last checked 4 Oct 2026.