Account Executive

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, a PhD in AI/NLP and 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.

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.

• 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.

• 3+ years of closing experience in sales, with a proven track record of being a top performer.
• Experience 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…