NewSpeech and Voice AI Analyst - Bilingual (Czech) Welo DataSpeech and Voice AI Analyst - Bilingual (Czech)Chicago, IL$26–$28 / hourEligible Locations: NYC, Seattle, Bellevue, Redmond, San Francisco, Sunnyvale, Burlingame, Austin, Los Angeles, Washington DC, Chicago, and Boston. Job Description What if your language expertise could help improve the speech and voice AI systems used by millions of people worldwide? .
NewAI Deployed Engineer Javen TechnologiesAI Deployed EngineerChicago, ILRemoteImplement and extend Model Context Protocol (MCP) servers and clients to connect AI agents with enterprise tools, APIs, and data sources. AI Agent Development Design, build, and deploy AI agents and multi-agent systems that automate complex workflows end-to-end.
Senior Java with AI Experience PozentSenior Java with AI ExperienceChicago, ILPractical experience personally implementing one or more AI capabilities such as LLM integration, prompt engineering, RAG, embeddings/vector search, semantic search, classification, summarization, AI-assisted workflow automation, or decision-support capabilities. Develop and integrate AI/GenAI capabilities hands-on, including prompt design, LLM integration, RAG pipelines, embeddings/vector search, semantic search, classification, summarization, and AI-assisted communication workflows.
AI Engineer ClifyX, INCAI EngineerChicago, ILThe role bridges data science, software engineering, and cloud platforms to operationalize machine learning, LLM based applications, and intelligent automation across the enterprise. We are seeking a highly skilled Java + AI Engineer to design, build, and deploy scalable AI and Generative AI solutions that solve real business problems.
Co-Founder & CEO - AI WealthTech FutureSightCo-Founder & CEO - AI WealthTechChicago, ILRemoteYou’ll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. It integrates market and news signals with client and portfolio data to surface prioritized next-best actions and auto-draft client communications in the advisor's voice.
Co-Founder & CEO - AI Communication Agents for Freight & Logistics FutureSightCo-Founder & CEO - AI Communication Agents for Freight & LogisticsChicago, ILRemoteYou’ll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. HawkAI deploys always-on, multi-channel "AI workers" that autonomously manage high-volume freight communications across calls, texts, and emails, integrating directly with core freight systems including TMS, load boards, and broker/carrier databases.
Co-Founder & CEO - AI Accounting Agents for CPA Firms FutureSightCo-Founder & CEO - AI Accounting Agents for CPA FirmsChicago, ILRemoteYou’ll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. Crossfoot is agentic accounting for small-to-mid CPA firms; a segment where accountant shortages are structural, client intake is capped by production headcount, and the manual close and tax prep workflow consumes the majority of senior staff capacity.
AI Engineer DRW Trading GroupAI EngineerChicago, IL$175,000–$300,000 / yearSurrounded by cutting-edge technology and experienced trading teams, you will have the opportunity to tackle fascinating new projects while becoming a subject-matter expert in a critical and innovative role. In this role, you will build critical infrastructure and tooling that leverages AI and ML technology to enhance productivity, efficiency, and discover innovative paths to challenging business and technology problems.
Enterprise Account Executive - AI ThreekitEnterprise Account Executive - AIChicago, ILOur suite of products helps buyers and sellers find the right product through image upload, guided flows, and search. Work closely with our Implementation, Customer Success, Solution Engineering, and Alliances teams to ensure long-term success for our customers.
Oliver Wyman - Quotient (Ai) - Engagement Manager Or Principal Marsh & McLennan Companies, Inc.Oliver Wyman - Quotient (Ai) - Engagement Manager Or PrincipalChicago, IL$225,000–$240,000 / yearExperience working across the AI technology stack, including data engineering, model development, deployment pipelines, and integration with various public cloud environments (e.g., AWS, Azure, Google Cloud Platform), with a focus on scalable, secure, and maintainable AI architectures. Desired: Proven track record in managing cross-functional teams for AI product delivery, including collaboration between data scientists, software engineers, and business stakeholders to accelerate AI adoption and deliver measurable business impact.
Founding Staff AI Engineer QumisFounding Staff AI EngineerChicago, IllinoisBacked by top-tier venture capital funds including Armory Square Ventures, MTech Capital, Grand Ventures, and Alumni Ventures, and strategic angels in AI and insurance including the founder and CEO of Chicago insurtech unicorn Kin Insurance. Our customers include some of the largest insurance organizations in the U.S. We combine legal-grade natural language understanding with structured analysis and intuitive workflows to modernize one of the most complex and outdated parts of the insurance industry: reading the policy.
AI SEO Marketing Specialist TAG - The Aspen GroupAI SEO Marketing SpecialistChicago, IL$75,000–$90,000 / yearManage local listings and oversee testing, deployment, and scaling of AI-driven content strategies; maintain Local SEO hygiene across location profiles including accuracy, consistency, and completeness of business information; and support measurement of how location-level visibility and engagement signals contribute to the impact of broader location efforts. The Aspen Group (TAG) is one of the largest and most trusted retail healthcare business support organizations in the U.S. and has supported over 20,000 healthcare professionals and team members with close to 1,500 health and wellness offices across 48 states in four distinct categories: dental care, urgent care, medical aesthetics, and animal health.
AI Product Intern ThreekitAI Product InternChicago, ILThreekit is looking for an AI Product Intern to join our Product and Sales Engineering teams for a hands-on introduction to how a growing B2B SaaS company builds, sells, and scales an AI product with real customers on the line. We use AI-powered tools, such as Metaview, Fireflies.ai, and ChatGPT, to support certain administrative aspects of our recruitment process, including interview note-taking, transcription, and summarization.
NewAI Engineer VouchAI EngineerChicago, IllinoisFrontier models are instruments you play daily — in how you build (coding agents, multi-model workflows, letting an agent draft while you direct) and in what you build (planners, classifiers, tool-calling systems). How we work, concretely: reasoning is written down and public — design docs land as pull requests, root-cause writeups happen in the channel, and demos are async videos every Friday morning.
Senior Manager, Applied AI Platforms Baker Tilly Advisory Group, LPSenior Manager, Applied AI PlatformsChicago, IllinoisBaker Tilly Advisory Group, LP and Baker Tilly US, LLP, trading as Baker Tilly, are independent members of Baker Tilly International, a worldwide network of independent accounting and business advisory firms in 141 territories, with 43,000 professionals and a combined worldwide revenue of $5.2 billion. Baker Tilly is a leading advisory, tax and assurance firm, providing clients with a genuine coast-to-coast and global advantage in major regions of the U.S. and in many of the world's leading financial centers - New York, London, San Francisco, Los Angeles, Chicago and Boston.
Technical Co-founder (CTO) - AI Legal Front Desk FutureSightTechnical Co-founder (CTO) - AI Legal Front DeskChicago, ILRemoteStrongly preferred: prior founder or early-stage technical leadership experience; background in legal tech, healthcare, or another trust-sensitive vertical; capability to self-host custom models to meet legal and privacy needs. In return for that level of commitment, you receive founder-level equity, founder-level authority with co-decision rights on product, technology, hiring, fundraising, and strategy, and a genuine partnership with the CEO on every material decision.
Technical Co-founder (CTO) - AI Collections Agent FutureSightTechnical Co-founder (CTO) - AI Collections AgentChicago, ILRemoteIn return for that level of commitment, you receive founder-level equity, founder-level authority with co-decision rights on product, technology, hiring, fundraising, and strategy, and a genuine partnership with the CEO on every material decision. Finance teams at B2B companies lose cash the same way every month: an invoice ages past 45 days, someone sends an email, no reply, someone calls, voicemail, they call again next week, still nothing.
NewAI Governance and Compliance Engineer / Lead VeeRteq Solutions Inc.AI Governance and Compliance Engineer / LeadChicago, ILYou will use Digital Experience Monitoring (DEM) and data insights to identify issues, drive improvements, and enhance the overall employee experience while partnering across Infrastructure, Operations, and business teams . Experience managing internal technology products or enterprise platforms within digital workplace or IT service environments (e.g., Microsoft 365, endpoint management, ServiceNow, or Ivanti) required.
Product & Technical Co-founder (CPTO) - AI Compliance Platform FutureSightProduct & Technical Co-founder (CPTO) - AI Compliance PlatformChicago, ILRemoteProduct Build — Ship a marketing review prototype into production with a design partner early adopter, then deliver communications surveillance, trading oversight, audit-ready logs and reporting; release GA v1 covering all core modules except regulatory filings within 9 months, and expand into regulatory filings and enterprise integrations through 18 months. In return for that level of commitment, you receive founder-level equity, founder-level authority with co-decision rights on product, technology, hiring, fundraising, and strategy, a board or board-observer seat as appropriate to the cap table and stage, and a genuine partnership with the CEO on every material decision.
Co-Founder & CEO - AI E-commerce Operations System FutureSightCo-Founder & CEO - AI E-commerce Operations SystemChicago, ILRemoteYou’ll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. Sellers operating across Amazon, Shopify, eBay, Walmart, and other channels constantly switch between dashboards, reconcile conflicting data, and make hundreds of operational decisions every day across pricing, inventory, advertising, fulfillment, and customer support.