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Account Executive

Ask-AI

Ask-AI

Sales & Business Development
Toronto, ON, Canada
Posted on May 14, 2025

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).

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 looking for a Senior Account Executive to join our sales organization.

This is an opportunity to play a pivotal role in helping us achieve our next phase of growth as well as build out a world class sales culture.

In this role, you will be responsible for driving new business by taking a consultative approach with your prospects to get a deep understanding of their business and identify a variety of use cases that can be solved by the Ask-AI platform.

You will work with a number of internal teams to navigate complex org structure and drive a value-driven sales experience.

This role is perfect for someone who is -

  • Looking to make their mark on a company.
  • Motivated to learn and sell a variety of different use cases and value props
  • Knows how hard it is to buy software and takes pride in the experience they deliver

Areas of Focus

  • Lead full cycle sales process from lead to close in our Enterprise Segment (1K+ employees)
  • Navigate complex organizational structures and build relationships with executive sponsors and champions.
  • Understand customer business objectives and deliver a value-driven sales cycle that resonates with their needs.
  • Create ROI and business justification reports using a data-driven approach.
  • Run tight proof-of-concepts (POCs) based on business success criteria.
  • Work closely with leadership to identify product gaps and opportunities
  • Work closely with marketing organization to improve our messaging and positioning based on what’s resonating with your cycles
  • Help mentor our SDRs and help them take next steps in their career

Requirements

  • 3+ years of closing experience in sales, with a proven track record of being a top performer.
  • Experiecne selling in a startup environment with a track record of success
  • Proven success in closing complex deals and navigating multi-stakeholder environments.
  • Ability to learn, pitch, and demonstrate highly technical products, adapting in a fast-paced, growth-driven environment.
  • Experience selling into Support or IT personas
  • Strong understanding of Command of the Message and MEDDPIC sales methodologies