Technical Sales Development Representative Intern
We are looking for a Technical Sales Development Representative (Technical SDR) Intern for a four-month internship from September 14, 2026 to January 14, 2027 to support our business development and joint go-to-market initiatives with IBM. This role combines technical understanding with outbound sales. You will learn how Symplistic.ai and IBM technologies work, identify organizations that could benefit from enterprise AI, and communicate technical solutions to business and technology decision-makers. A significant part of the role involves cold outreach and meeting generation, so candidates must be comfortable with proactive outbound outreach. At the same time, you will develop enough technical knowledge to understand customer challenges, discuss AI solutions credibly, and identify where technologies such as AI agents and IBM watsonx Orchestrate could fit.

Based in Woodbridge, Ontario, Canada.

symplistic.ai is a forward-thinking AI company with offices in Florida and Toronto. We specialize in Agentic AI solutions, enterprise consulting, and innovation delivery. Our team builds autonomous AI agents to solve real-world business challenges, delivering scalable, intelligent systems that integrate seamlessly into enterprise environments.

The work

01 Develop a working technical understanding of Symplistic.ai solutions, AI agents, IBM watsonx Orchestrate, enterprise integrations, and common AI use cases

02 Research organizations, their technology environments, business challenges, and key technical and business decision-makers

03 Conduct outbound cold calls alongside Symplistic.ai and IBM teams to introduce relevant enterprise AI solutions and identify potential opportunities





04 Develop personalized cold-email and follow-up campaigns based on each prospect's organization, technology environment, and potential AI use cases

05 Conduct initial discovery and qualification conversations to understand business requirements, existing systems, technical challenges, AI initiatives, and potential integration needs

06 Translate technical AI capabilities into clear business value for both technical and non-technical stakeholders

07 Identify qualified opportunities and schedule discovery meetings and technical demonstrations with Symplistic.ai and IBM sellers

08 Use AI-enabled tools for account research, prospect prioritization, outreach personalization, messaging development, and sales preparation

09 Maintain accurate prospect, activity, technical discovery, and opportunity information within CRM and sales tools

10 Collaborate with Symplistic.ai leadership, engineering, and IBM teams to refine technical messaging, target accounts, use cases, and outbound campaigns

11 Track calls, emails, responses, meetings, and qualified opportunities and use performance data to continuously improve outreach

12 Participate in product demonstrations and technical enablement sessions to continuously build knowledge of enterprise AI technologies

You
Required

Currently enrolled in a Canadian post-secondary program in Information Technology, Computer Science, Business Technology Management, Information Systems, Engineering, Business,



or a related field

Solid interest in AI, enterprise technology, software, and technical sales

Ability to learn technical concepts quickly and explain them clearly to others

Comfortable discussing technology with both business and technical stakeholders

Strong verbal and written communication skills

Comfortable conducting high-volume cold calling and cold emailing

Curious and confident asking technical and business discovery questions

Organized and able to manage a large pipeline of prospects, outreach activities, and follow-ups

Self-motivated, coachable, professional, and comfortable working toward measurable targets

Nice to have

Familiarity with AI, APIs, cloud platforms, enterprise software, CRM systems, or software development

Previous sales, customer service, business development, or technical experience

Must be currently enrolled in a Canadian post-secondary program. Internship runs September 14, 2026 to January 14, 2027.

Life here

Hands-on experience at the intersection of enterprise technology and B2B sales

Exposure to enterprise AI and agentic AI technologies

Work with IBM watsonx Orchestrate and enterprise AI solutions

Training in technical discovery, solution positioning, and enterprise software concepts

Experience with B2B prospecting, qualification, cold calling, and outbound sales

Practice with AI-assisted sales workflows, CRM, and pipeline management

Participation in customer demonstrations and technical conversations

Direct collaboration with Symplistic.ai leadership, engineering, and IBM teams

We review every application carefully. Only candidates selected for an interview will hear back.

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📌 Technical Sales Development Representative Intern Toronto · → (Ontario)
🏢 symplistic.ai
📍 Ontario