CaptivateIQ is transforming the way companies plan, manage, and optimize sales performance. We started by revolutionizing incentive compensation management, and now we're expanding our platform to solve broader enterprise performance management challenges. Recognized by industry analysts like Forrester and G2 and backed by top-tier investors, including Sequoia, ICONIQ, Accel, and Sapphire Ventures, we empower high-growth companies like Netflix, Figma, and Stripe with the flexibility and insights needed to drive revenue performance.Join a talented, fast-growing team committed to solving some of the most complex and impactful problems in sales performance management.About the RoleCaptivateIQ is building AI capabilities that will transform how enterprises manage sales performance. We're looking for a Senior Software Engineer to join our Agentic SDK team, an internal developer platform that enables product teams across the company to build AI-powered features.This is a technical leadership role on a small, high-impact team. You'll own the technical roadmap for complex AI projects, making architectural decisions that shape how AI gets built across the organization. Working across the full stack, from React/TypeScript frontends to Python backends and LLM orchestration systems, you'll define patterns and best practices that other engineers will follow.You'll lead by example: shipping high‑quality code, mentoring teammates, and making challenging technical decisions when the path forward isn't clear. As one of five engineers pioneering AI at CaptivateIQ, you'll have direct influence on team‑level outcomes and accountability for alignment to our technical strategy.This is a greenfield opportunity with outsized impact. You'll help establish the foundations of our AI platform while coaching P3 engineers and contributing to the engineering culture that will scale with the company.ResponsibilitiesDefine and own the technical roadmap for complex AI platform initiatives, driving semi‑annual and annual milestonesArchitect and implement production‑grade LLM orchestration systems,



including agent frameworks, tool calling, and multi‑step reasoning workflowsDesign MCP integrations and knowledge management systems, including tool orchestration, embedding strategies, and context optimizationLead technical design for cross‑functional AI features, making challenging decisions when trade‑offs are unclearEstablish coding standards, review practices, and architectural patterns for AI development across the Agentic SDK teamCoach and mentor P3 engineers, helping them grow toward senior‑level scope and autonomyPartner with product teams to translate ambiguous business needs into technical solutions, ensuring alignment to company strategyRequirements5+ years of professional software engineering experience with demonstrated progression into technical leadershipDeep proficiency in Python with experience architecting production backend systems (Django strongly preferred)Robust frontend development skills with React and TypeScript, including experience with complex state managementSignificant hands‑on experience with LLM APIs and building orchestration systems (agent workflows, tool calling, multi‑step reasoning)Experience designing and implementing MCP integrations, including tool servers, embedding models, and context management strategiesTrack record of defining technical roadmaps and leading projects from conception through deliveryExperience mentoring engineers and elevating team technical practicesStrong ability to make decisions under ambiguity and communicate technical trade‑offs to stakeholdersDemonstrated curiosity and continuous learning in the rapidly evolving AI/LLM spaceBonus PointsExperience building internal developer platforms, SDKs,



or shared AI/ML infrastructureFamiliarity with LLM orchestration frameworks (LangChain, LangGraph, or equivalent)Deep expertise in agent architectures: multi‑agent systems, tool use, planning algorithms, or memory systemsExperience with prompt optimization, evaluation frameworks, or LLM observability tools (LangSmith, Weights & Biases)Background in building AI features that shipped to enterprise customersExperience at a B2B SaaS company scaling from Series B through growth stageFamiliarity with sales performance, commissions, or financial software domainsContributions to AI/ML open‑source projects or technical publicationsBenefitsComprehensive Healthcare: 100% coverage for medical, dental, and vision for all FTEs, with roughly 75% coverage for dependents.Flexible Time Off: Flexible vacation days plus quarterly mental health days to ensure you have the space to recharge.Annual Stipends: Dedicated funds for your professional development and caretaking needs.Work Anniversary Bonuses: Annual bonuses to celebrate your milestones and contributions to the CaptivateIQ team that grow as your tenure does.Retirement Savings (US-Only): A 401(k) plan to help you invest in and secure your future.Premium Tools: The latest Apple hardware to empower you to do your best work.Inclusive Community: Active Employee Resource Groups (ERGs) that celebrate shared identities and support our DEI goals by fostering an environment where diverse talent thrives.$154,500 - $224,540 a yearThe base range represents the minimum and maximum for this position. For Toronto the range is $154,500 - $205,683. The compensation offered for this position will depend on numerous factors, including individual proficiency, anticipated performance, and the location of the selected candidate. Our OTE is just one component of CaptivateIQ's competitive total rewards package.CaptivateIQ participates in E‑Verify, web‑based system that allows enrolled employers to confirm the eligibility of their employees to work in the United States.#J-18808-Ljbffr

📌 Senior Software Engineer - Ai Platform - $154,500 - $224,540 A Year (Winnipeg)
🏢 CaptivateIQ
📍 Winnipeg