Technical Sales Development Representative Intern Toronto · →

Symplistic.ai; Toronto; On-site; CAD 25,000 - 38,000; Full time

Job summary

Symplistic.ai in Woodbridge, Ontario, is seeking a Technical Sales Development Representative Intern for Sept 14, 2026 to Jan 14, 2027. You will support business development and go-to-market efforts with IBM, learning how Symplistic.ai and IBM technologies work and identifying organizations that can benefit from enterprise AI.

Based in Canada, you will perform outbound outreach, develop personalized campaigns, conduct discovery conversations, and translate technical capabilities into business

Qualifications

• Currently enrolled in a Canadian post-secondary program in IT, CS, BITM, IS, Engineering, Business or related field.
• Strong interest in AI, enterprise tech, software and technical sales.
• Ability to learn technical concepts quickly and explain them clearly to others.

Responsibilities

• Develop technical understanding of Symplistic.ai solutions, AI agents, IBM watsonx Orchestrate, and enterprise integrations.
• Research organizations and determine decision-makers and tech environments.
• Conduct outbound calls and emails to introduce AI solutions and identify opportunities.
• Create personalized outreach campaigns based on prospect context and AI use cases.
• Conduct discovery to understand requirements, systems, and integration needs.
• Translate AI capabilities to clear business value for stakeholders.
• Schedule discovery meetings and product demonstrations with sales teams.
• Use AI tools for research, prioritization, and outreach prep.
• Maintain accurate CRM data and track prospect activity and opportunities.
• Collaborate with leadership, engineering, and IBM teams to refine messaging and targets.
• Track engagement and use data to improve outreach.
• Participate in product demos and technical enablement sessions to deepen AI knowledge.

Skills

Cold calling

Cold outreach

Technical sales

Clear technical explanation

Communication

Pipeline management

CRM proficiency

Team collaboration

Rapid learning

AI familiarity

Education

Canadian post-secondary program

Tools

CRM systems

IBM watsonx Orchestrate

Automation tools

Sales enablement tools

Job description

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
• Strong 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.