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Canada Unlimited PTO

  • Own every technical moment in the sales cycle, including demos, advanced discovery, and evaluation sessions to build trust and close deals.
  • Cut deal cycles by delivering gold-standard demos that reps study and replicate, showcasing agentic capabilities.
  • Drive deals to close as a technical co-closer, reinforcing platform value and navigating gaps with roadmap and vision.

AI Technical Sales B2B SaaS Business Acumen

20 jobs similar to Technical Sales Specialist

Jobs ranked by similarity.

Canada Unlimited PTO

  • Serve as the lead technical authority across the sales team, mastering our agentic platform and AI language to decide when to step into a deal and when to build systems that empower reps.
  • Shorten sales cycles by delivering demos that become internal benchmarks, showcasing the platform's agentic capabilities in ways reps study, replicate, and draw inspiration from.
  • Directly contribute to deal closure as a technical co-closer, build reusable resources and AI workflows, and bridge field insights with product leaders to influence the roadmap.

Workleap is a Montreal-based tech company founded in 2006, creating simple products that make a real difference for users, including the Workleap Agent HR platform and ShareGate for Microsoft 365 migration and governance. With over 15,000 clients worldwide, we intentionally hire builders who want to roll up their sleeves and build something meaningful during one of the most exciting periods in tech history.

Canada

  • Start conversations with local small business owners and show them how Omada's AI platform can handle their marketing.
  • Use Omada's Route Planner to identify 10–50 businesses, engage in person or by phone, and offer free trials.
  • Track leads and follow up using CRM HubSpot to close subscriptions, earning US$200 per close.

Omada builds an AI-powered organic growth platform for small businesses, providing a fully managed marketing solution. Backed by HubSpot and other investors, it's one of the fastest-growing AI companies in the country, aiming to help Main Street businesses win without paid ads.

$94,170–$146,730/yr
Canada Unlimited PTO

  • Serve as the primary technical point of contact for mid-to-upper-market customers, providing proactive guidance on AI-powered features and platform analytics.
  • Partner with CSMs, Account Executives, and Product teams to drive customer retention and expansion through regular meetings and strategic counsel.
  • Manage customer expectations and identify product enhancements based on feedback and usage patterns.

Highspot pioneers sales enablement software to transform how companies increase sales productivity. They are committed to building breakthrough software with a focus on equitable workspaces and a culture of belonging, empowering employees to be agents of change.

$200,000–$240,000/yr
US

  • Own the technical sale end-to-end, from discovery to technical close, designing tailored demos and POCs.
  • Act as a strategic deal partner, influencing deal strategy and ensuring technical commitments are met.
  • Help buyers build AI-driven solutions and stay current on AI agents, LLMs, and automation trends.

Tray.ai is an enterprise orchestration platform for data and AI, unifying AI agent building, integration, and automation. Trusted by major companies like Cisco and Capital One, it has been named a Gartner Visionary for iPaaS and is growing rapidly.

$140,000–$180,000/yr
US 4w PTO

  • Own the entire sales cycle from prospecting through close and expansion, and navigate complex buying processes with technical and executive stakeholders.
  • Develop deep relationships with AI leaders, engineering teams, and executive decision-makers while running product demos and guiding customers through evaluation and deployment.
  • Help build messaging, sales playbooks, and repeatable processes while providing structured customer feedback to product and engineering teams.

White Circle is an AI safety company building the safety, reliability, and optimization layer for AI systems by testing, enforcing, and improving natural-language policies at scale. We've raised $11M from top investors, process over 100 million API calls monthly, and are a small, highly focused team that ships rapidly and influences how AI safety is built.

$91,980–$105,120/yr
Canada Unlimited PTO

  • Lead and scale a high-performing BDR organization, driving strategic outbound pipeline generation and overseeing inbound lead management.
  • Set the long-term vision and strategic direction for the outbound function, aligning with revenue and go-to-market goals.
  • Partner with Sales, Marketing, RevOps, and Product to develop integrated programs for consistent lead generation and conversion.

Procurify is an AI-enhanced procurement and AP automation platform for the mid-market, helping organizations control spend and save money. The company is remote-first, with hundreds of customers worldwide managing over $30B in spend, and recently closed $50M in Series C funding.

$50,000–$100,000/yr
US

  • Run demo appointments booked by our Territory Development Partners and close sales on warm, qualified calls.
  • Build rapport with small-business owners, handle objections, and collect payment upfront in a high-velocity transactional environment.
  • Hit weekly close targets and help shape the sales playbook for our founding team.

Omada builds an AI-powered organic growth platform that helps small businesses grow without paid ads. Founded by experienced operators and backed by investors like HubSpot, we are one of the fastest-growing AI companies in the US with a high-performance culture.

UK US

  • Own the production lifecycle of deployed AI capability across the Sales division, including iteration, bug fixing, and regression testing.
  • Deliver hands-on technical builds using platforms like Claude, Agentforce, Salesforce, and MCP connectors to a production standard.
  • Monitor ICP-relevant signals and design agentic workflows that surface or act on account events, persona moves, and supply chain news.

RELEX Solutions creates cutting-edge supply chain and retail planning software to increase adaptability, efficiency, and sustainability in the consumer goods and retail value chain. With over 2000 employees globally, we work in small teams where everyone's input is valued and we ensure we have fun while solving challenging problems.

$78,000–$108,000/yr
US

  • Drive SMB sales success by cultivating a robust pipeline of new business opportunities within a designated territory.
  • Lead the charge in closing deals to meet and exceed targets while collaborating seamlessly with internal teams.
  • Showcase cutting-edge iPaaS, API, and EDI solutions through compelling presentations and demos.

Jitterbit provides an AI-infused low-code platform for integration, orchestration, automation, and app development. They are a growing leader in the iPaaS space with a mission-driven, flexible remote-friendly culture.

United States

  • Connect with local businesses, start conversations, and set up demo appointments with closers.
  • Use Omada's Route Planner to identify qualified businesses, then engage in person or by phone.
  • Earn commissions for booking qualified appointments that show up and for converting leads to sales.

Omada.ai provides an AI-powered organic growth platform for small businesses, helping them grow without paid ads. Founded by experienced operators and backed by HubSpot, they are one of the fastest-growing AI companies in the country.

$85,000–$85,000/yr
Canada

  • Drive net-new pipeline by designing and executing field marketing programs like webinars, trade shows, and digital activations, focusing on ROI.
  • Build multi-touchpoint, integrated campaigns using ads, email, social, and content, optimizing ruthlessly based on performance data.
  • Partner with sales to align marketing activity directly to pipeline goals and communicate metrics that matter to leadership.

Mitratech builds world-class products that simplify operations in Legal, Risk, Compliance, and HR functions. They serve 20,000 client companies globally, representing 30% of the Fortune 500, and foster a diverse, inclusive culture with an entrepreneurial spirit and enterprise investment.

  • Lead complex customer engagements to architect AI-powered demo solutions and ensure every deployment delivers measurable value.
  • Partner with AEs and SE leadership to build custom demo orgs, automating content creation and maintaining reusable components.
  • Use AI tools to scrape customer websites, generate Spekit org structures, and produce on-brand content at scale.

Spekit is a SaaS company that provides a platform for AI-powered sales enablement and content automation. The company is in a growth stage and emphasizes autonomy, discipline, and a high-quality, customer-focused culture.

Canada Europe 6w PTO

  • Lead technical pre-sales engagements across Quebec and European territories, including demos, workshops, and proof-of-concept deployments to drive new business and expansion.
  • Understand the competitive landscape and AI-driven data security market, translating technical outcomes into business value for executive stakeholders.
  • Collaborate with partners and internal teams to support RFP responses and revenue-generating initiatives, while acting as the voice of the customer internally.

Qohash is a Canadian data security company helping organizations protect sensitive data as AI adoption and data sovereignty regulations accelerate globally. The company is mission-driven, values resilience and accountability, and operates with a high-velocity, cross-border growth culture.

$140,000–$230,000/yr
US Unlimited PTO

  • Partner with account executives to articulate the Arize value proposition and lead product demonstrations.
  • Work closely with GenAI teams as a trusted advisor, advising on best practices and leading Proof of Concepts.
  • Handle technical objections and develop strategies across sales, engineering, and product.

Arize AI is the leading AI & Agent Engineering observability and evaluation platform, empowering AI engineers to ship high-performing, reliable agents and applications. They are a Series C company with over $135M in funding and a rapidly growing customer base of 150+ leading enterprises.

$76,650–$113,150/yr
Canada

  • Drive technical success throughout the sales process as the primary technical advisor for new customer acquisition, helping prospects understand how Nylas fits into their architecture.
  • Accelerate evaluations by building proof-of-concept integrations, providing hands-on guidance around APIs and authentication, and supporting technical due diligence.
  • Influence product and go-to-market strategy by surfacing prospect feedback and competitive insights to Product and Engineering teams.

Nylas provides APIs that make it easy for developers to add email, calendar, and contact management features into applications. Supporting over 100,000 developers and collaborating with more than 900 companies globally, Nylas empowers digital communication tools across sectors like healthcare and education.

United States

  • Identify and qualify high-value prospects through research, networking, and outreach, leveraging platforms like LinkedIn and AI tools.
  • Manage a robust pipeline of qualified opportunities, accurately tracking all interactions in CRM systems like HubSpot.
  • Conduct discovery calls, present value propositions, and partner with sales to transition qualified leads.

Implicit is a startup creating an industry-leading Maintenance and Support Knowledge Engine. They are building a trusted knowledge foundation for the hybrid workforce and are a small, collaborative team.

$310,000–$350,000/yr
USA

  • Drive new business by developing and executing a sales strategy for selling Fireworks AI within targeted accounts.
  • Gain deep understanding of Fireworks AI's offerings and value proposition, effectively articulating them in the market.
  • Manage the entire sales cycle from prospecting to procurement, forecasting accurately and leveraging internal resources to hit annual quotas.

Fireworks builds the future of generative AI infrastructure, delivering high-quality models with fast, scalable inference. As a Series C company valued at $4 billion backed by top investors, the team is ambitious, collaborative, and founded by veterans of Meta PyTorch and Google Vertex AI.

Canada

  • Hunt and close deals by building your own pipeline and delivering demos that resonate with operators.
  • Become a logistics expert and turn operational pain into clear 'aha' moments.
  • Shape product and sales strategy by sharing field feedback directly with the founder and product team.

DataDocks builds simple, fast dock scheduling software for warehouse teams still using spreadsheets and manual coordination. They are a small, bootstrapped team that values speed, ownership, and direct customer feedback, growing without outside funding.

Brazil

  • Build AI agent workflows for outbound sales, including lead qualification, outreach, and human-in-the-loop handoff.
  • Use Python, SQL, and APIs to create tools, integrations, and automations for GTM experiments.
  • Collaborate with Sales, Growth, Data, and Operations to turn feedback into system improvements and document learnings.

CloudWalk is a financial services company focused on providing AI-native solutions for SMB merchants. The company is built around a culture where AI is not a side project but the core of how they build, sell, support, and scale.

$110,000–$135,000/yr
US Unlimited PTO

  • Embed with GTM functions like Sales, SDR, and RevOps to ship internal tools and automations that remove bottlenecks.
  • Build the intelligent signal layer by ingesting data and routing it to the right rep at the right moment.
  • Ship AI agents into rep workflows and move from prototype to production in under two weeks.

Backblaze (NASDAQ: BLZE) is the storage cloud purpose-built for the AI economy. We power the NeoClouds, GenAI media platforms, and ISVs reshaping how the world stores and moves data.