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Ask-AI

Sales Development Representative

Sorry, this job was removed at 02:22 a.m. (EST) on Wednesday, Oct 22, 2025
In-Office or Remote
Hiring Remotely in Toronto, ON
In-Office or Remote
Hiring Remotely in Toronto, ON

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Description

About Ask-AI

Ask-AI is an Enterprise AI platform designed to transform how organizations equip their employees and serve their customers. Ask-AI provides a single platform that allows companies to connect a variety of knowledge sources (Docs, Comms, Tickets, KBs, etc.) and build out an array of use cases using generative AI (Employee Assistant, Customer Self-Service, Voice of Customer, Account Analysis, Knowledge Base, AI Apps, etc.).

By leveraging Ask-AI, enterprise teams are able to set a foundational AI strategy that satisfies use cases across multiple departments, avoids tool sprawl, and helps consolidate their tech stack.

Ask-AI is a series A company that has found significant traction growing 3X YoY, a 97% GRR, and a 75% WAU:MAU ratio (similar to Slack’s adoption metrics).

Founded by Alon Talmor, an PhD in AI/NLP and a former Chief Data Scientist at Salesforce, the company is supported by a team of leading NLP PhDs and Professors and has offices in Toronto and Tel Aviv, positioning it for continued growth.

About the Role

We’re seeking a motivated Sales Development Representative (SDR) to help scale our pipeline engine and drive the early stages of the sales process. This role is ideal for someone passionate about technology, eager to grow their career, and excited by high-energy sales environments.

Ask-AI has developed a modern and repeatable successful outreach approach leveraging leading technologies and a mix of channels. The ideal candidate is someone who’s extremely comfortable building connections with senior leaders on the phone and with text based communication like email and LinkedIn.

Areas of Focus

  • Conduct outbound prospecting using calls, emails, and LinkedIn to generate qualified leads.
  • Work closely with sales & marketing leadership to identify and sign and improve our messaging 
  • Continuously test and iterate on strategies to improve prospecting strategies across all channels
  • Help test and validate new use cases, personas and markets where our product can create customer value
  • Create and share engaging outbound content to drive awareness and demand for Ask-AI

Requirements
  • 1-2 years of experience in B2B sales in a SDR, BDR or equivalent role.
  • Strong phone and written communication skills.
  • Proven ability to meet and exceed pipeline targets on a consistent basis 
  • Familiarity with tools like LinkedIn Sales Navigator, Nooks, Hubspot and next-gen tools like Clay

HQ

Ask-AI Toronto, Ontario, CAN Office

Toronto, Ontario, Canada

What you need to know about the Toronto Tech Scene

Although home to some of the biggest names in tech, including Google, Microsoft and Amazon, Toronto has established itself as one of the largest startup ecosystems in the world. And with over 2,000 startups — more than 30 percent of the country's total startups — Toronto continues to attract new businesses. Be it helping entrepreneurs manage their finances, simplifying business operations by automating payroll or assisting pharmaceutical companies in launching new drugs, the city's tech scene is just getting started.

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