Co-Founder & CEO - AI Content & Publishing Engine

Role Overview FutureSight seeks a founding CEO to lead the launch of an AI-driven content intelligence and publishing platform. This is a remote position, with a Toronto, Ontario, Canada base. What You’ll Build The platform addresses a common challenge: professionals spend too much time collecting and organizing information from scattered sources like feeds,…

Join futuresight as a visionary Co-Founder and CEO in the rapidly evolving AI WealthTech sector. In this role, you will spearhead innovative strategies, drive business growth, and lead a dynamic team committed to transforming the financial landscape through artificial intelligence.Your leadership will be pivotal in shaping our mission to make wealth management more accessible and efficient for clients. We are looking for an entrepreneurial spirit with a strong background in technology and finance, ready to navigate the challenges of a startup environment.

Join Futuresight as a Co-Founder & CEO, where you will spearhead revolutionary advancements in AI Benefits and InsureTech. As a visionary leader, you will drive strategic initiatives and shape the future of insurance technology, leveraging artificial intelligence to enhance customer experiences and streamline operations.

FutureSight is on the lookout for a dynamic and visionary Founding CEO to spearhead the development of an innovative AI-native reverse logistics orchestration platform. As reverse logistics encompasses all processes after a sale, it has emerged as a significant and often mismanaged cost center in contemporary commerce. The management of returns, warranties, exchanges, and recoveries involves complex workflows that are frequently reliant on fragmented tools, spreadsheets, and manual oversight.Teams in operations, finance, and customer service invest substantial resources in enforcing policies, gathering evidence, routing returns, and reconciling outcomes, often without clear visibility into value loss or cash recovery timelines. This leads to margin erosion, prolonged cycle times, and increased operational inefficiencies in an ever-expanding workflow.We aim to establish an AI-first orchestration layer that seamlessly integrates customers, fulfillment networks, and financial systems. Our platform will enforce policy at intake, gather evidence at the point of origin, determine the most efficient return paths, and track outcomes to financial closure—without displacing existing ERPs, WMSs, or commerce platforms.This role offers a unique opportunity to build foundational infrastructure within a $700 billion global market, revolutionizing how modern organizations manage costs, risks, and recovered value after sales.Key Responsibilities for the Founding CEO:Acquire customers — Lead pilot programs, refine pricing strategies, and validate customer retention and expansion efforts.Develop the product — Collaborate with FutureSight’s product and engineering teams to launch Version 1.Fundraise — Take charge of the seed investment round, securing initial funding.Assemble your team — Recruit your founding members and establish the cultural framework of the organization.About FutureSight:FutureSight operates as a venture studio, co-creating and investing in B2B SaaS and Vertical AI startups alongside exceptional entrepreneurs. We empower founders with a competitive edge by providing comprehensive studio support coupled with early-stage capital, effectively reducing risk and enhancing success rates by tenfold.Our leadership team comprises a diverse group of builders and investors. Kevin Nguyen and Alan Smith oversee venture design and product strategy, while Prathna Ramesh leverages her venture investment experience to guide capital strategy for each new business. Dennis Ensing offers operational and strategic mentorship, Krista LaRiviere brings extensive entrepreneurial and marketing expertise as a multi-time exited founder, and Anupama Joshi ensures excellence among our founders. John Carbrey (San Francisco), a successful software entrepreneur and adept people leader, contributes profound insights into scaling startups from inception to success, having built and exited multiple SaaS ventures.What We Offer:Proven market need — Enter a venture with clear demand and significant momentum towards growth and scaling.Studio support — Access to designers, engineers, growth marketers, and fundraising experts from day one.

Join us as a Co-Founder & CEO at futuresight, where we leverage artificial intelligence to transform the architecture, engineering, and construction (AEC) industry through innovative project proposals. In this pivotal leadership role, you will be at the forefront of shaping our vision and strategy, driving growth, and fostering a culture of excellence.

Join us at Futuresight as a Co-Founder & CEO, where you will lead the charge in revolutionizing the freight and supply chain industry through innovative AI solutions. Your expertise will be pivotal in defining our strategic vision, driving operational excellence, and building a high-performance team. This is a unique opportunity to shape the future of logistics with cutting-edge technology.

Are you a visionary leader with a passion for entrepreneurship? At futuresight, we are seeking an Entrepreneur in Residence who will play a pivotal role in shaping the future of our company as we strive for innovative growth. This exciting opportunity allows you to leverage your entrepreneurial spirit, drive new business initiatives, and contribute to the creation of impactful projects.As an Entrepreneur in Residence, you will collaborate with our dedicated team to explore new business ventures, develop strategic plans, and guide the implementation of innovative ideas that align with our mission. Your insights and expertise will be instrumental in identifying market opportunities and driving sustainable growth.

LexStaffing is developing a managed AI staffing platform tailored for solo practitioners and small law firms. The core product, Ava, functions as an AI Front Desk, handling calls, client intake, scheduling, and follow-ups around the clock. This allows lawyers to focus on their legal work rather than administrative details. LexStaffing’s approach differs from typical self-service SaaS. Instead, the platform uses a Role-as-a-Service (RaaS) model: Ava is set up, trained, and monitored by the LexStaffing team, acting as a true staff member. Value is measured by practical results like time saved, calls answered, and consultations booked, not by the complexity of setup. The company has already validated the core problem and launched live pilots. The next phase focuses on scaling, reliability, and efficiency in real-world use. Role overview This is a strategic co-founder position as CTO, centered on building long-term equity and organizational value. The focus is on creating a sustainable, valuable company rather than immediate high compensation. What you will do Prioritize reliability: Design and maintain Ava’s voice and workflow systems for high uptime and consistent performance. Dependability is more important than surface-level features. Build the RaaS framework: Develop infrastructure for configuring, monitoring, and improving AI performance, enabling the platform to scale efficiently. Oversee technical unit economics: Manage the balance between AI quality and cost-per-call, ensuring profitability within the $499/month pricing model. Own high-stakes decisions: Make clear calls on technical readiness and scalability, always protecting product quality and user trust. Drive the technical lifecycle: Take responsibility for code from initial development through live pilots, with a focus on delivering a reliable tool for lawyers. Shape product scope: Collaborate with the Founder to define the roadmap, removing features that threaten delivery or financial health and focusing on those that reduce lawyers’ operational burdens. Lead engineering culture: Build and guide a focused technical team, set high standards for code quality and documentation, and ensure all AI outcomes are traceable and explainable. Communicate technical vision: Represent LexStaffing’s technology to stakeholders and clearly explain the company’s approach and progress. Location This is a remote role based in Toronto, Ontario, Canada.

Location: Remote (US or Canada) Type: US-based candidates - Full-Time; Canada-based candidates - Independent Contractor About humanagency At humanagency, we are experiencing rapid growth and have an expanding array of opportunities that require extraordinary talent across various fields. Our goal is to recruit individuals, ranging from creative producers to technical specialists and entrepreneurial leaders, who can contribute to our next phase of expansion. We pride ourselves on being a company of action-takers. Our leaders are hands-on, teams collaborate closely, and every member plays a vital role in the final product. Titles do not shield us from feedback; we encourage constructive criticism, learn swiftly, and continuously strive for excellence. The best concepts prevail here, regardless of their origin, as our clients depend on us to deliver top-tier results consistently. Our clients' aspirations, products, and financial success are paramount. We immerse ourselves in their environment, acting as guardians of their objectives and partners in addressing significant challenges. Every product, strategy, or asset we design must be aesthetically pleasing and practically usable, engineered for real-world impact. People are our greatest asset, and our growth hinges on bringing onboard individuals who propel us forward. Across strategy, engineering, design, data, and operations, we actively seek team members who elevate our standards and enhance our capabilities. We are committed to hiring individuals who inspire excellence. We collaborate with organizations of varying sizes to explore, design, and implement AI strategies that are secure, scalable, and human-centric. We believe AI should enhance human capabilities, not replace them, and we approach every engagement with this principle in mind. From advisory services to tooling, implementation, and education, we meet our clients on their journey and assist in integrating AI in ways that resonate with their mission and values. Our objective is to empower teams to work more efficiently, accelerate progress, and unlock new opportunities through innovative and responsible practices. Throughout our endeavors, we lead with purpose, passion, and a sense of adventure. We engage in meaningful work alongside people we value, making the journey an enriching experience. At humanagency, our identity and our work philosophy are inseparable. The Role One of the most pressing questions of our time is how human agency evolves as AI transforms the landscape, and we aspire to be the leading voice in this discourse. This position is pivotal in shaping that narrative.

Join our dynamic team at Docebo as a Senior Manager of AI Content Marketing, where you will lead innovative marketing strategies that leverage artificial intelligence to enhance our content outreach. You will be responsible for developing and executing a comprehensive content marketing strategy that aligns with our business objectives, engages our audience, and drives growth.In this role, you will collaborate with cross-functional teams to create compelling content that resonates with our target market. Your expertise in AI and content marketing will be essential in optimizing our campaigns and measuring their effectiveness. If you are passionate about technology and storytelling, and want to make a significant impact in the e-learning industry, we want to hear from you!

Location: Remote (U.S. or Canada) Type: Full-Time for U.S. Applicants; Independent Contractor for Canadian Applicants About Human Agency At Human Agency, we are rapidly expanding, with a diverse range of opportunities that require exceptional talent across various disciplines. Our mission is to attract individuals who range from creative producers to technical experts and entrepreneurial leaders, all of whom can contribute to our next phase of growth. We are a team of doers. Our leaders actively engage in the work, teams operate collaboratively, and every member plays a vital role in delivering results. We embrace feedback, learn swiftly, and continuously strive for excellence. Here, the best ideas triumph, regardless of their origin, as we earn our clients' trust through consistent, high-quality outcomes. Our clients’ missions, products, and financial success are paramount. We immerse ourselves in their objectives, acting as stewards of their goals and partners in addressing significant challenges. Every product, strategy, or asset we create is designed to be both aesthetically pleasing and functionally effective, ensuring real-world impact. Our greatest asset is our people, and we grow by hiring individuals who challenge us to improve. Across strategy, engineering, design, data, and operations, we seek teammates who elevate our standards. We believe in hiring up, not down. We collaborate with organizations of all sizes to explore, design, and implement AI strategies that are secure, scalable, and human-centric. We are committed to ensuring AI enhances human potential rather than replaces it, integrating this belief into every client engagement. From advisory and tooling to implementation and education, we assist clients in aligning AI with their missions and values, empowering teams to work smarter, move faster, and unlock new possibilities through thoughtful, responsible innovation. Throughout our journey, we lead with purpose, love, and adventure. We engage in meaningful work alongside people we respect, making the process an adventure worth experiencing. At Human Agency, our identity and our approach to work are intrinsically linked. The Opportunity You are an entrepreneur at heart. We are seeking an individual who will primarily build and manage their own venture within Human Agency's studio, while also establishing the framework for how ventures operate across the studio. You will conduct weekly studio meetings, lead critiques, and take ownership of accountability. Your role involves persuading us about the success of initiatives or providing clear feedback when something isn’t working. This role combines the responsibilities of a CEO and a product manager, along with sales capabilities. If you have experience in leading ventures, we would love to hear from you!

Join Affinity as a Senior AI Engineer on our AI Platform team, where you will leverage your expertise in artificial intelligence to drive innovative solutions. In this role, you will collaborate with cross-functional teams to design, develop, and implement AI models that enhance our product offerings. You will work in a fast-paced environment, utilizing cutting-edge technologies to solve complex challenges and improve user experiences.

Revolutionizing Learning with AIAt Docebo, we leverage artificial intelligence to transform workplace learning. Our innovative AI-driven learning platform empowers organizations to create, deliver, and manage comprehensive training solutions seamlessly. Our overarching mission extends beyond technology; we aim to enhance team productivity, streamline processes, and prioritize meaningful work. By utilizing intelligent tools that personalize learning and minimize redundant tasks, we empower training to become a key asset for organizational success. The outcome? Enhanced learning experiences and tangible business results.We are committed to redefining the future of learning with a team that embraces innovation and challenges the conventional. If you have a passion for using AI to improve real-life work experiences, you will thrive at Docebo. Our core values, encapsulated in the Docebo Heart, emphasize trust, positive intent, and inclusivity, guiding our daily interactions and decision-making.Join over 900 Docebians worldwide and contribute to our mission of continuous learning and improvement!Opportunity Overview:Your Role in Our Journey As a Product Owner, you will be the key architect ensuring the scalability of Docebo’s offerings, delivering exceptional product experiences that are both reliable and innovative. By linking strategic vision with technical execution, you will provide our global customers with efficient workflows and powerful capabilities. Your goal is to convert complex operational hurdles into sophisticated, high-performing solutions that will shape the future of learning technology.Your Daily Responsibilities Manage the Product Backlog: Take ownership of the tactical execution for your team, ensuring that CMS functionalities, AI-driven content creation, and media assets are prioritized and aligned with our strategic roadmap.Define Success: Convert complex customer challenges into clear user stories and functional specifications that enable our Engineering and QA teams to build efficiently and accurately.Collaborate for Impact: Work closely with Engineering leads to define project scopes, balancing the introduction of new features with the management of technical debt to ensure predictable and impactful releases.Analyze Performance Metrics: Track user adoption and success metrics to gain insights into how our platform is utilized by admins and learners, driving continuous improvement.

At RAVL, a premier technology advisory and engineering firm, we specialize in empowering the financial services sector by delivering innovative solutions that drive measurable ROI from technology investments. As we expand our engineering team, we are in search of talented AI Platform Engineers dedicated to developing cutting-edge AI systems for our diverse clientele. This exciting role encompasses the creation of generative AI platforms, the facilitation of agent-based architectures, and the design of scalable orchestration and integration layers tailored for enterprise-level AI. The position involves both current projects and future hiring plans, focusing on the development of secure, scalable, and production-ready AI platforms.

As the Head of Content Strategy, you will play a pivotal role in shaping the narrative and messaging of our brand. You will lead the content team to develop innovative strategies that resonate with our audience and drive engagement. This position requires a visionary leader who can optimize content across various platforms, ensuring alignment with our business goals.

Are you a passionate Wills & Estates lawyer with a flair for technology, eager to shape the future of legal services? Join LEAP Legal Software, where we are revolutionizing the way law firms operate through automation, AI, and elegantly designed legal tools.As the Wills & Estates Content Lead, you'll leverage your legal expertise to enhance and innovate LEAP's advanced software solutions for estate practitioners across Canada. Collaborate with a dynamic team of developers, product specialists, and legal experts to ensure our platform meets the practical needs of lawyers in various aspects of estate planning and administration.This unique opportunity allows you to blend your legal knowledge with cutting-edge advancements in AI, automation, and content creation within a supportive, growth-focused, and fast-paced work environment.About LEAPLEAP is the premier provider of Legal Practice Productivity Solutions globally and a member of ATI, one of the largest international LegalTech firms. For over three decades, our dedication to curiosity and continuous improvement has driven us to reimagine productivity tools for lawyers and their staff, fulfilling our mission to 'Help lawyers who help people.' Our leading software is utilized by more than 100,000 lawyers and their teams in small to medium-sized law firms.Joining our vibrant international team of high achievers means becoming part of a fast-evolving technology company where change is the only constant. With over 1,000 talented, caring, and ambitious 'LEAPsters' working together across Australia, Canada, the United States, the United Kingdom, Ireland, Poland, and New Zealand, you will find a welcoming community here.Meet the Content Development TeamOur Content Development team comprises local, regional, and global professionals dedicated to assuring clients that our software is not only innovative but also world-class. They uphold LEAP's global standards of expertise and care, navigating the complexities of law across various jurisdictions to ensure our outputs are consistently current, compliant, and suitable.You will transform your extensive legal knowledge into a streamlined and automated global LEAP experience through tasks ranging from database design to document management and legal research. LEAP ultimately empowers law firms to provide better assistance to their clients and make a tangible difference.We are on the lookout for a Wills & Estates Content Lead to join our highly motivated and rapidly expanding team in our Toronto and Poland offices. You will explore how to customize our software to meet the specific needs of legal professionals engaged in Wills & Lifetime Planning and Estate Administration. If you are a legal expert excited to work within a technology-driven environment, we want to hear from you!

Decoda Health builds software for medspas and wellness clinics, helping teams manage daily operations more efficiently. As the company expands, the team is searching for its first dedicated Dynamic Content Creator to shape and share the Decoda story across multiple channels. Role overview This role centers on producing engaging organic content for Instagram, TikTok, YouTube, and the Decoda blog. The Content Creator will handle every stage of the process, from brainstorming ideas to editing and publishing. Tools like CapCut and Google Docs will be part of the daily workflow. Expect to create new content each week, focusing on quality and variety over deep specialization in any single platform. What you will do Develop and publish 3–5 pieces of organic content per week for Instagram, TikTok, and YouTube. Edit and produce short-form videos from longer recordings such as interviews and product demos. Write and refine blog posts aimed at ranking well in Google for relevant customer searches. Build and maintain a content calendar highlighting product launches, customer success stories, and industry trends. Track content performance metrics to promote what works and phase out what doesn’t. What we look for A portfolio that demonstrates content resonating with an audience; quality matters more than years of experience. Interest in the medspa, aesthetics, or wellness industry, or a willingness to learn quickly. Comfort in front of the camera and an openness to new challenges. A bias for action: shipping work quickly and using feedback to improve. 0–4 years of experience preferred; this is an entry to mid-level position. Your first month In the first 30 days, the focus will be on reviewing existing video assets and producing a three-part TikTok series that explains EMR transitions for clinic owners. Logistics Role is based in the Toronto office. Full-time position. Reports directly to Kevin Cheng.

Join Our Team as an AI Automation Engineer!Aspire Software is excited to welcome an AI Automation Engineer to our vibrant team in Toronto!About the PositionIn this role, you will be instrumental in designing, developing, and deploying AI agents that revolutionize the operations of our portfolio companies or evolve into standalone products that provide value to our customers.This is a hands-on position where you will collaborate directly with teams across Aspire Software, gaining insights into their operations and creating AI solutions to enhance tasks such as customer service, sales outreach, onboarding, and documentation. Your work will not only streamline workflows within Aspire’s portfolio but also contribute to the creation of innovative, revenue-generating products for our clients.About Aspire Software: Aspire Software is a dedicated operating group of Valsoft Corporation, committed to long-term investment in vertical market software businesses. We acquire and nurture software companies with a focus on sustainable growth, autonomy, and lasting value creation. Our mission is to empower vertical market software businesses globally, enabling them to thrive independently.We are open to candidates within commuting distance of our Toronto office, utilizing a hybrid work model!Your ResponsibilitiesDevelop Internal AI Agent TeamsCreate and implement AI agents for operational tasks across Aspire Software and its portfolio, including customer support, sales outreach, onboarding automation, marketing workflows, and engineering maintenance.Assess the impact of your solutions by measuring labor hours saved and increased team output.Engage with portfolio company operators to pinpoint the most valuable automation opportunities.Develop External AI ProductsInnovate AI-driven products like vertical voice agents, AI copilots, workflow automation tools, and AI documentation systems tailored to the needs of Aspire’s vertical markets.Take ownership of the product lifecycle from prototype to launch, ensuring we reach our first paying customers.Launch and EnhanceAccelerate the process from ideation to minimum viable product (MVP) and full production.Conduct beta tests with actual users, gather feedback, and continuously refine your products.Work collaboratively with cross-functional teams, including product management, engineering, and marketing.Your ProfileWhat You BringA proven history of building successful products, tools, or projects that have been launched.

Join CSC Generation, a pioneering AI-native holding company that is revolutionizing omnichannel retail. We specialize in acquiring iconic brands and enhancing them through our cutting-edge Genesis operating platform. This platform integrates a robust Data Fabric, an advanced Automation Engine, proprietary tools, and shared services to modernize operational workflows, enrich customer experiences, and maximize profit margins. With over $1 billion in revenue from our diverse portfolio, which includes esteemed brands such as Sur La Table, Backcountry, and One Kings Lane, we serve as real-world innovation labs for the retail industry.Reporting to: VP, Performance Marketing Location: Toronto, ON (Hybrid preferred)

Overview: Join Guidepoint as a skilled Data/AI Engineer and become a vital part of our innovative AI team in Toronto. Our Technology Hub is at the forefront of developing a modern data infrastructure that empowers advanced analytics and promotes responsible AI practices. This strategic initiative is crucial to Guidepoint's vision of harnessing cutting-edge Generative AI and analytical capabilities to enhance our Next-Gen research enablement platform and data-driven products. This role requires remarkable leadership and technical expertise to propel the creation of next-generation research enablement platforms and AI-enhanced data solutions. You will be responsible for designing and scaling Generative AI systems, including large language model (LLM) applications and intelligent research agents, while integrating responsible AI principles and top-tier MLOps practices. As a Senior AI/ML Engineer, you will play a key role in building scalable AI/ML functionalities using Databricks and other advanced tools across Guidepoint’s suite of offerings. The Technology team at Guidepoint thrives on solving complex problems and enhancing user experiences. In alignment with our mission to make individuals, businesses, and the world smarter through personalized knowledge-sharing solutions, our engineering team is tackling challenges to refine internal application architectures and develop new AI-enabled products that optimize our service delivery. This is a hybrid position based in Toronto.