Leaders Fund

Leaders Fund Inc. is a venture capital firm based in Toronto, Canada, with an additional office in Alpharetta, Georgia. Established in 2016, it specializes in seed, early, and mid-stage investments, focusing primarily on high-growth business-to-business enterprise software-as-a-service (SaaS) companies. The firm targets investments in sectors such as cloud computing, mobile technology, and machine learning. Leaders Fund typically invests between $1 million and $5 million per company, aiming for equity stakes of 5 to 20 percent. With a team of experienced operators who have successfully built and exited enterprise software companies, Leaders Fund is positioned to leverage its expertise to foster growth and innovation in its portfolio companies across Canada and the United States.

Steve DeBacco

Co-Founder and Managing Partner

Gideon Hayden

Co-Founder and Managing Partner

David Kamenetsky

Principal

David MacDonald

Venture Partner

Dave MacDonald

Venture Partner

David Stein

Co-Founder and Managing Partner

36 past transactions

Upwind Security

Series A in 2024
Upwind Security is a cybersecurity company focused on protecting organizations' digital assets and ensuring data integrity. The company develops tools that identify potential threats and provide security measures to mitigate risks. By leveraging runtime data, Upwind Security aims to enhance the security of cloud infrastructure, thereby democratizing access to effective cybersecurity solutions. Their services also support compliance efforts, assisting organizations in navigating the complexities of digital security in an increasingly connected world.

Matia

Seed Round in 2024
Matia is a developer of a workflow management platform focused on enhancing data management for organizations. The platform facilitates seamless data ingestion, reverse ETL processes, and observability, allowing users to collaborate effectively and manage work assignments with ease. By enabling the creation of ETLs in minutes, Matia provides a singular touchpoint for all data operations, streamlining workflows and improving decision-making. The company's solutions aim to reduce tool bloat, thereby supporting data teams in making faster and more informed decisions.

Toolpath Labs

Seed Round in 2024
Toolpath Labs is a distributed machining platform founded in 2021 and based in Atlanta, Georgia. The company specializes in the creation of CNC machined parts, facilitating the transition from prototype to production. Toolpath Labs is developing intelligent computer-aided manufacturing (CAM) software that leverages artificial intelligence to streamline the machining process on CNC mills. This innovative software allows creators to digitally design parts and efficiently manufacture them, thereby accelerating product development and fostering innovation across various industries.

CereTax

Series A in 2024
CereTax is a developer of a tax automation platform that addresses the challenges faced by tax managers, tax directors, and CFOs in navigating outdated legacy systems. The company's innovative platform enhances speed, scalability, and reliability, streamlining the process of collecting and remitting sales taxes while preventing issues related to underpayment or overpayment. By offering advanced analytics and robust reporting capabilities, CereTax enables its clients to maintain compliance, prepare for audits, and effectively manage tax-related risks. This modern solution empowers businesses to move beyond traditional technology, supporting their growth and operational efficiency.

Ask-AI

Series A in 2024
Ask-AI is a company that develops an artificial intelligence-powered platform aimed at improving the customer relationship management process. The platform leverages natural language processing to aggregate and analyze text-heavy company knowledge and consumer communications, allowing it to effectively answer queries. By providing actionable product insights, Ask-AI enables businesses to enhance customer satisfaction and refine their product development strategies.

Ten Key Labs

Seed Round in 2023
Ten Key Labs develops a transparent operating system with the goal of bringing programmable money to businesses. The company provides a next-generation platform for modern entrepreneurs that is powered by AI.

Upwind Security

Series A in 2023
Upwind Security is a cybersecurity company focused on protecting organizations' digital assets and ensuring data integrity. The company develops tools that identify potential threats and provide security measures to mitigate risks. By leveraging runtime data, Upwind Security aims to enhance the security of cloud infrastructure, thereby democratizing access to effective cybersecurity solutions. Their services also support compliance efforts, assisting organizations in navigating the complexities of digital security in an increasingly connected world.

Qwak

Series A in 2023
Qwak is a management platform tailored for machine learning models in production, aimed at enhancing the transition from research to deployment. The platform enables stakeholders to observe, analyze, and manage their machine learning models, irrespective of their development, deployment, or hosting methods. By offering a full-stack solution, Qwak alleviates infrastructure concerns for data science teams, allowing them to concentrate on creating and implementing customized AI and machine learning solutions without the complications of complex setups. This approach helps businesses improve performance and mitigate risks associated with deploying machine learning applications.

CereTax

Seed Round in 2022
CereTax is a developer of a tax automation platform that addresses the challenges faced by tax managers, tax directors, and CFOs in navigating outdated legacy systems. The company's innovative platform enhances speed, scalability, and reliability, streamlining the process of collecting and remitting sales taxes while preventing issues related to underpayment or overpayment. By offering advanced analytics and robust reporting capabilities, CereTax enables its clients to maintain compliance, prepare for audits, and effectively manage tax-related risks. This modern solution empowers businesses to move beyond traditional technology, supporting their growth and operational efficiency.

Qwak

Series A in 2022
Qwak is a management platform tailored for machine learning models in production, aimed at enhancing the transition from research to deployment. The platform enables stakeholders to observe, analyze, and manage their machine learning models, irrespective of their development, deployment, or hosting methods. By offering a full-stack solution, Qwak alleviates infrastructure concerns for data science teams, allowing them to concentrate on creating and implementing customized AI and machine learning solutions without the complications of complex setups. This approach helps businesses improve performance and mitigate risks associated with deploying machine learning applications.

Threekit

Series B in 2021
Threekit Inc. is a company that specializes in 3D product configuration and visualization solutions. Founded in 2005 and based in Chicago, Illinois, Threekit offers a platform that enables brands to create and manage high-quality visual content at scale, enhancing customer engagement and conversion rates. The platform provides a range of services including interactive 3D visualization, photorealistic 2D imagery, augmented reality, and virtual reality solutions. Threekit’s technology allows businesses of all sizes to automate and produce thousands of customizable product visuals efficiently. Its flagship product, Virtual Photographer, generates realistic, computer-rendered images for e-commerce applications. By facilitating real-time customization through a 3D configurator, Threekit empowers companies to enhance their visual commerce and drive business growth.

Drata

Series B in 2021
Drata is a Trust Management Platform based in San Diego, California, founded in 2020 by Adam Markowitz, Daniel Marashlian, and Troy Markowitz. The company specializes in security compliance automation, assisting organizations in achieving and maintaining compliance with various standards such as SOC 2, ISO 27001, HIPAA, PCI DSS, GDPR, CCPA, CMMC, and NIST CSF. Drata's platform offers continuous, automated monitoring and evidence collection, significantly reducing the time and costs associated with annual audits. By providing actionable insights, reports, alerts, and seamless SaaS integrations, Drata enables enterprises to build trust with their users and partners while facilitating secure business growth.

Upscribe

Seed Round in 2021
Upscribe is a subscription software company that empowers eCommerce merchants to enhance their subscription offerings for physical products. By providing tools that manage membership pricing, facilitate product changes, and allow flexibility in shipping, Upscribe aids direct-to-consumer businesses in fostering subscriber growth and minimizing churn. The platform not only streamlines subscription management but also focuses on building enduring customer relationships, moving beyond simple recurring transactions to create a more engaged subscriber base. Through its innovative approach, Upscribe positions itself as a vital resource for merchants looking to optimize their subscription operations in an evolving digital landscape.

Drata

Series A in 2021
Drata is a Trust Management Platform based in San Diego, California, founded in 2020 by Adam Markowitz, Daniel Marashlian, and Troy Markowitz. The company specializes in security compliance automation, assisting organizations in achieving and maintaining compliance with various standards such as SOC 2, ISO 27001, HIPAA, PCI DSS, GDPR, CCPA, CMMC, and NIST CSF. Drata's platform offers continuous, automated monitoring and evidence collection, significantly reducing the time and costs associated with annual audits. By providing actionable insights, reports, alerts, and seamless SaaS integrations, Drata enables enterprises to build trust with their users and partners while facilitating secure business growth.

Drata

Seed Round in 2021
Drata is a Trust Management Platform based in San Diego, California, founded in 2020 by Adam Markowitz, Daniel Marashlian, and Troy Markowitz. The company specializes in security compliance automation, assisting organizations in achieving and maintaining compliance with various standards such as SOC 2, ISO 27001, HIPAA, PCI DSS, GDPR, CCPA, CMMC, and NIST CSF. Drata's platform offers continuous, automated monitoring and evidence collection, significantly reducing the time and costs associated with annual audits. By providing actionable insights, reports, alerts, and seamless SaaS integrations, Drata enables enterprises to build trust with their users and partners while facilitating secure business growth.

Ada

Series B in 2020
Ada Support Inc. is a computer software company that specializes in a chatbot platform designed to enhance customer experience for enterprise businesses. Founded in 2016 and headquartered in Toronto, Canada, Ada's platform leverages artificial intelligence to enable non-technical support teams to automate responses to customer inquiries. By utilizing a web and mobile machine learning engine, the platform effectively reduces support volume and empowers customers to find answers independently. Additionally, the system is capable of learning from interactions, continuously improving its ability to address customer needs and streamline support processes.

Briza

Seed Round in 2020
Briza, Inc. is a Toronto-based company founded in 2016 that specializes in providing an online insurance-as-a-service platform focused on commercial insurance. The company's API facilitates instant quoting, binding, and issuance of policies, thereby streamlining the process for organizations looking to sell insurance. By creating an infrastructure that connects underwriting systems with insurance agencies and consumer applications, Briza enables users to offer insurance solutions efficiently through a few lines of code. The platform serves as a marketplace for automated underwriting models, allowing insurers to quickly and cost-effectively deliver their products to small business clients in a digital format.

Top Hat

Series D in 2020
Top Hat is a student engagement and interactive teaching platform designed to enhance the educational experience in higher education. The platform enables college professors to create more dynamic learning environments by incorporating tools for quizzes, polls, and complex simulations that encourage student interaction. By leveraging students' personal devices, Top Hat promotes active learning and engagement, helping to transform traditional lecture halls into collaborative spaces. The company supports various teaching methodologies, including the flipped classroom and group learning, while offering affordable and customizable educational content. With a focus on modernizing traditional teaching methods, Top Hat aims to enhance both online and in-person educational experiences and facilitate deeper understanding among students.

Spatial

Series A in 2020
Spatial Systems, Inc. offers an augmented workplace platform designed to enhance communication and collaboration among users. Founded in 2016 and headquartered in New York, the company enables users to conduct meetings with spatial audio and 3D telepresence, facilitating a more immersive experience. Additionally, Spatial's platform allows for the sharing and organization of various digital content, including 3D models, videos, documents, images, and websites. The focus of the company is to transform how people work by creating a collective computing environment that fosters creativity and productivity. Spatial has attracted investment from notable firms and individuals, positioning itself as a leader in the augmented reality and virtual reality space.

Ada

Series A in 2018
Ada Support Inc. is a computer software company that specializes in a chatbot platform designed to enhance customer experience for enterprise businesses. Founded in 2016 and headquartered in Toronto, Canada, Ada's platform leverages artificial intelligence to enable non-technical support teams to automate responses to customer inquiries. By utilizing a web and mobile machine learning engine, the platform effectively reduces support volume and empowers customers to find answers independently. Additionally, the system is capable of learning from interactions, continuously improving its ability to address customer needs and streamline support processes.

CrowdRiff

Series A in 2018
CrowdRiff is a visual marketing platform specializing in the travel and tourism sectors, founded in 2011 and headquartered in Toronto, Canada. The company provides a solution that leverages artificial intelligence to help marketers discover, manage, and deliver high-performing visual content across various marketing channels. By integrating image discovery, digital asset management, and efficient content delivery, CrowdRiff enables brands to showcase compelling visuals that resonate with their audiences. This comprehensive approach allows travel and tourism companies to enhance their marketing strategies and engage customers effectively.

Spot

Series B in 2018
Spot is a technology company that has developed a dual-purpose platform. It features a mobile application designed for iOS and Android that allows users to discover and engage with innovative products through a swipe-based interface, similar to popular dating apps. Users can browse curated product cards and express their preferences. Additionally, Spot provides cloud service and management optimization solutions tailored for SaaS companies. Utilizing AI software, the company helps these businesses predict price changes and identify cost-effective cloud infrastructures, known as spot instances, thereby enhancing their operational efficiency.

Zaius

Series B in 2018
Zaius, Inc. is a customer data platform that focuses on enhancing consumer engagement and optimizing marketing strategies for e-commerce and direct-to-consumer businesses. Founded in 2012 and headquartered in Boston, Massachusetts, Zaius provides a comprehensive suite of tools that includes a single customer view platform, intelligent marketing automation, and cross-channel attribution and analytics. These offerings enable marketers to unify customer data, automate behavior-driven messaging, and analyze interactions across multiple channels and devices. By resolving identities and delivering actionable insights, Zaius empowers companies to drive revenue growth from existing customers and improve overall marketing effectiveness. The company was previously known as Voodoo Lunchbox, Inc. before rebranding in June 2014.

CallRail

Venture Round in 2017
CallRail, Inc. is a business-to-business software company that specializes in phone call tracking, recording, and analytics services aimed at helping data-driven businesses enhance their marketing efforts. Founded in 2011 and based in Atlanta, Georgia, CallRail provides a platform that allows users to measure phone call conversions from various marketing campaigns, including digital and offline channels. The software automatically assigns tracking phone numbers to the appropriate audience, captures the visitor journey before and after calls, and enables users to manage multiple companies and locations from a single account. Additionally, CallRail's tools help marketers optimize the performance of their advertising campaigns, improve sales effectiveness, and enhance customer retention by providing comprehensive insights into inbound leads generated through calls, forms, and chats.

Manifold.co

Series A in 2017
Manifold.co operates a cloud-based marketplace that simplifies the discovery, purchase, and management of developer services and tools for applications across various cloud environments. By addressing the complexities associated with micro-services and third-party infrastructure, Manifold enables clients to effectively configure and distribute their pricing plans from a central platform. The marketplace streamlines essential functions such as pricing, billing, identity management, and provisioning, thereby facilitating a more efficient application development and deployment process.

Flashpoint

Series C in 2017
Flashpoint is a leader in risk intelligence, providing organizations with comprehensive coverage of threatening activities on the internet. The company develops actionable threat intelligence and automation software that draws critical data from the deep and dark web. This allows security teams to receive timely alerts when their organization, industry, or stakeholders face increased risks. By partnering with both commercial and government customers, Flashpoint helps them quickly identify and mitigate critical security threats, enhancing their cyber and physical security while addressing issues such as fraud and insider threats.

Top Hat

Series C in 2017
Top Hat is a student engagement and interactive teaching platform designed to enhance the educational experience in higher education. The platform enables college professors to create more dynamic learning environments by incorporating tools for quizzes, polls, and complex simulations that encourage student interaction. By leveraging students' personal devices, Top Hat promotes active learning and engagement, helping to transform traditional lecture halls into collaborative spaces. The company supports various teaching methodologies, including the flipped classroom and group learning, while offering affordable and customizable educational content. With a focus on modernizing traditional teaching methods, Top Hat aims to enhance both online and in-person educational experiences and facilitate deeper understanding among students.

Zaius

Venture Round in 2017
Zaius, Inc. is a customer data platform that focuses on enhancing consumer engagement and optimizing marketing strategies for e-commerce and direct-to-consumer businesses. Founded in 2012 and headquartered in Boston, Massachusetts, Zaius provides a comprehensive suite of tools that includes a single customer view platform, intelligent marketing automation, and cross-channel attribution and analytics. These offerings enable marketers to unify customer data, automate behavior-driven messaging, and analyze interactions across multiple channels and devices. By resolving identities and delivering actionable insights, Zaius empowers companies to drive revenue growth from existing customers and improve overall marketing effectiveness. The company was previously known as Voodoo Lunchbox, Inc. before rebranding in June 2014.

Helpful

Seed Round in 2017
Helpful.com Inc. is a Canadian company that specializes in a mobile application designed to enhance communication in the workplace through video sharing. Launched in 2015 and now a subsidiary of Shopify, the platform allows users to create and share short video updates, facilitating the exchange of meeting notes, executive briefings, and travel information. This application aims to foster a more personal and engaging work environment by enabling team members to convey their thoughts and ideas with emotional nuance, using videos and images alongside traditional text. Helpful's focus is on building relationships and improving team dynamics in a distributed workforce.

360insights

Venture Round in 2016
360insights is a developer of on-demand incentive management software designed to optimize channel incentives for manufacturers and distributors. The company's versatile software as a service platform allows clients to create, measure, and manage various incentive programs, including sales incentives, consumer rebates, and volume incentive rebates, in real time. With features that ensure 100% auditing and prompt payout of claims, 360insights enables businesses to rapidly test and analyze critical data, providing valuable insights that enhance their channel incentive strategies. This capability helps clients maximize their return on investment by effectively managing their incentive programs.

Baker Technologies

Seed Round in 2016
Baker Technologies, Inc. specializes in developing online customer relationship management solutions tailored for the cannabis industry in the United States and Canada. Founded in 2014 and headquartered in Denver, Colorado, the company provides a range of tools focused on customer acquisition, engagement, and retention, as well as an e-commerce platform that facilitates online ordering, menus, and delivery services. As a subsidiary of TILT Holdings Inc., Baker Technologies aims to enhance the shopping experience for cannabis businesses, fostering improved connections between these businesses and their customers to promote loyalty and satisfaction.

Flashpoint

Series B in 2016
Flashpoint is a leader in risk intelligence, providing organizations with comprehensive coverage of threatening activities on the internet. The company develops actionable threat intelligence and automation software that draws critical data from the deep and dark web. This allows security teams to receive timely alerts when their organization, industry, or stakeholders face increased risks. By partnering with both commercial and government customers, Flashpoint helps them quickly identify and mitigate critical security threats, enhancing their cyber and physical security while addressing issues such as fraud and insider threats.

Zaius

Venture Round in 2016
Zaius, Inc. is a customer data platform that focuses on enhancing consumer engagement and optimizing marketing strategies for e-commerce and direct-to-consumer businesses. Founded in 2012 and headquartered in Boston, Massachusetts, Zaius provides a comprehensive suite of tools that includes a single customer view platform, intelligent marketing automation, and cross-channel attribution and analytics. These offerings enable marketers to unify customer data, automate behavior-driven messaging, and analyze interactions across multiple channels and devices. By resolving identities and delivering actionable insights, Zaius empowers companies to drive revenue growth from existing customers and improve overall marketing effectiveness. The company was previously known as Voodoo Lunchbox, Inc. before rebranding in June 2014.

Influitive

Series B in 2016
Influitive Corporation, established in 2010 and headquartered in Toronto, Canada, with offices in Menlo Park, California, and Boston, Massachusetts, specializes in advocate marketing software solutions for B2B software and technology firms. Its flagship product, AdvocateHub, facilitates the creation of advocate communities, enabling customers, partners, and employees to engage in challenges such as referrals, reviews, and reference calls. This software integrates with Salesforce.com for activity tracking and is available via web portal or mobile app. Influitive also offers consulting services, providing coaching and training to help businesses implement and advance their advocate marketing strategies.

360insights

Venture Round in 2016
360insights is a developer of on-demand incentive management software designed to optimize channel incentives for manufacturers and distributors. The company's versatile software as a service platform allows clients to create, measure, and manage various incentive programs, including sales incentives, consumer rebates, and volume incentive rebates, in real time. With features that ensure 100% auditing and prompt payout of claims, 360insights enables businesses to rapidly test and analyze critical data, providing valuable insights that enhance their channel incentive strategies. This capability helps clients maximize their return on investment by effectively managing their incentive programs.

Acme Technologies

Venture Round in 2014
ACME Technologies Inc. specializes in providing a cloud-based ticketing and visitation management solution designed for a range of organizations, including museums, zoos, aquariums, wineries, and amusement parks. Founded in 2014 and headquartered in San Jose, California, the company offers a customizable platform that facilitates consumer and group ticketing, visitor management, and related operations. ACME’s all-in-one system enables seamless transactions across various channels, such as online, mobile, and in-person, while also integrating with third-party tools like CRMs to enhance marketing efforts. This comprehensive approach ensures organizations can manage their visitor commerce effectively, streamline operations, and ultimately boost revenue.
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