Sales Development Representative

We are looking for a great Sales Development Representative (“SDR”) to join Wysdom– a fast-growing Conversational AI company helping businesses offer their customers natural language AI solutions that deliver automated customer service and support over chat, through smart devices, search, or on the phone.

Wysdom offers a comprehensive Conversational AI Optimization suite helping businesses increase customer satisfaction, contain costs, and maximize revenue generation. We use a proprietary suite of analytics, optimization and testing tools, and offer services through a team of experienced conversational AI specialists who ensure clients maximize their conversational AI ROI. Brands around the world fully outsource their conversational AI needs to Wysdom.

The Wysdom platform is built on a state-of-the-art NLP infrastructure, complemented with the tools, data and people to ensure successful operation of the suite of Wysdom products.

In this role, you will be responsible for developing and delivering a healthy lead generation program, driving qualified leads into the sales pipeline for one of the Company’s new SaaS products.

The successful candidate must be able to show a proven track record of increasing sales revenue and meeting or exceeding personal quotas as an SDR.  This position will be remote and can be located anywhere in Canada.

Key Responsibilities:

Lead Management

  • Identify strong potential prospects from provided ICP (Ideal Customer Profile) lists, using initiative and creativity to generate outbound lead opportunities.
  • Manage and maintain a pipeline, nurture, and convert leads into sales qualified opportunities.
  • Assess and analyze a prospect’s current process and requirements, using the BANT methodology.
  • Provide engaging and articulate information about Wysdom’s value proposition to potential prospects.
  • Maintain well organized up to date and accurate sales information and activity reports in HubSpot CRM, as defined by Wysdom.

Sales Management

  • Identify best practices to refine the Company’s lead generation playbook.
  • Learn to manage complex enterprise sales throughout the early part of the sales cycle.
  • Confidently participate in the preparation of first-pitch presentations and product demonstrations via web meetings.
  • Meet personal and assigned targets and work towards Wysdom’s sales goals and profitability.


  • Demonstrate an ability to interact professionally with potential customers via phone, email, LinkedIn and web meetings to discover their business needs and develop a positive business relationship.
  • Work closely with the Sales & Marketing team and develop cooperative working relationships with all company colleagues.
  • Provide accurate and timely information as required to project managers, the delivery team and senior management.
  • Proficient in the use of social media tools.

About You

  • Bachelor degree
  • Mandatory minimum of 1 year as an SDR or experience with B2B SaaS Solutions.
  • Be performance-driven with a consistent track record of achieving and exceeding personal and team goals.
  • Have a go-getter attitude.
  • Desire to work in a fast-paced dynamic environment.
  • Stay abreast of the latest digital industry trends platforms and technology in the field of Conversational AI.

About Wysdom.AI

Wysdom.AI is a venture-funded start-up and is led by an experienced team of serial entrepreneurs with a history of building great teams and products.  We offer a terrific work environment in all our offices, full company-paid benefits from your first day, and a stock option program, to ensure you participate in the growth we see ahead. Head here to read more about what it’s like to work at Wysdom.

Apply for this position

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Artiom Kreimer

VP, Product & Analytics

Artiom has spent 10 years in software and mobile engineering, specializing in quality assurance and customer service. He has worked in testing and QA at both startups and in enterprises such as Clickfree, TELUS, and Freescale Semiconductor.

Michel Benitah

VP, Optimization & Delivery

Michel has 20 years of experience in leading the successful delivery of Conversational AI and Natural Language Customer Care solutions to some of the largest financial, telco, healthcare, utilities, and retail enterprises throughout North America. 


Prior to joining Wysdom, Michel spent 20 years at Nuance Communications, holding senior management and leadership positions within the enterprise division, most recently as director of the Toronto office and professional services team.

Frederic Lam

SVP, Sales

Fred brings in 25 years of international experience in sales and business development across North America, the Caribbean, Asia-Pacific, Europe, and the Middle-East.


Prior to Wysdom.AI, he held sales leadership positions at Oracle, Redknee, and Movius/Glenayre, successfully growing revenues in both large and small organizations. Fred has also been involved in the start-up community in the earlier stages of his career as an Investment Manager with SP Capital and was an alternate director on a few investee companies.

Karen Chan

Chief Engineering Officer, Co-Founder

With 20 years of experience in software and mobile, Karen has held senior technical roles at 5 startups, including Wysdom.AI, Clickfree, Mobile Diagnostix (HP), Teamatic, and Virtualthere.

Karthik Balakrishnan

Chief Technology Officer

Karthik has over a decade of hands-on, proven global expertise in emerging technologies and implementing intricate platforms and solutions for telecommunications and enterprise during his time at Amdocs, with senior positions in their India, Cyprus, America, and Canada offices.

Nitin Singhal

Chief Operating Officer

Nitin has over 20 years of success in global executions of business technology, driving operational efficiency and digital scalability for some of the world’s largest enterprise clients. 


Nitin spent 16 years at Redknee holding executive positions in Research and Development, Customer Operations, Partner Alliances, and most recently as COO.

Jeff Brunet​

President, Co-Founder

Jeff has more than 20 years of experience in the startup world, founding and growing 4 software companies: AracNet, Mobile Diagnostix (HP), ClickFree, and Wysdom.AI. 


His in-depth understanding of software development and the challenges in making new technologies successful in the startup world prove invaluable as he serves on the boards of XMG, SurfEasy (Opera), Locationary (Apple), Groupie, and as an advisor to Pushlife (Google), LogMeIn (IPO) and HP. 


Jeff holds 23 issued patents in the wireless and consumer electronics spaces and is the lead inventor on 30+ pending patents.

Ian Collins​

CEO, Co-Founder

Ian has founded and grown 6 technology companies over the past 20 years, primarily in the enterprise software space including Wyrex, Mobile Diagnostix (HP), Clickfree, and most recently Wysdom.AI. 


Ian invests, mentors, and sits on the boards of several startups in the Toronto area.