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Top 20 Digital Media Angel Investors in Canada in May 2026

A list of 20 angel investors that invest in Digital media startups based in Canada. We rank investors based on the number of investments they made in Digital media companies from Canada. We update this investor list every month.

Top 20 Digital Media Angel Investors in Canada in May 2026

Investor Digital Media Canada investments
Naveen Jain 1
David Ceolin 1
Ronald Conway 1
Elia Mazzawi 1
Jim Spatz 1
David Wu 1
Ty Danco 1
Michael Dornbrook 1
Matt Mastracci 1
Jacky Chen 1
Marc Morin 1
Paul Buchheit 1
Russell Siegelman 1
Tim Draper 1
Auren Hoffman 1
Keith Bilous 1
Jill Rowley 1
Wayne Boulais 1
Steven Harmer 1
Pieter Boekhoff 1

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Naveen Jain
Angel · Seattle, Washington, United States

Naveen Jain is the Founder and CEO of Viome Life Sciences. He previously worked at Intelius as a Founder and Chief Executive Officer. Naveen Jain attended XLRI- Xavier School of Management.

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Investment focus

  • Web3, Music, Social
  • Seed, Series A, Pre-Seed
  • United States, Canada

Portfolio highlights

  • Vuru — Vuru's analysis engine does thousands of hours of stock analysis in seconds. It takes complex financial data and distills them down into clear, transparent reports that show investors the fundamentals that matter. These fundamentals are simple to understand so that investors of any skill level can leverage them. All of this is entirelyautomated, and completely free to our users.We provide three core products:1. In-depth stock reports based on the fundamentals of the company and its valuations. We cover over 5,500 stocks. 2. A robust portfolio tool that helps investors identify strengths and weaknesses in the stocks that they own and the overall strength of their portfolio. 3. A powerful stock screener that allows investors to easily discover stocks according to its valuation and qualitative criteria.
  • Safe Cash — Safe Cash makes cash more secure, convenient, and profitable for banks, merchants, and consumers. Safe Cash provides the Safe Cash Platform, which is a cryptographically-secure digital platform for exchanging digital tokens. It was founded in 2014 and headquartered in 2014 and headquartered in San Francisco, California.
  • Allora Labs — The source for NFT pricing. Upshot uses machine learning to provide deep insight into NFT markets and unlocks a wave of exotic new DeFi possibilities.
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David Ceolin
Angel

David Ceolin

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Investment focus

  • Beauty, Wellness, E-Commerce
  • Seed, Funding Round
  • Canada

Portfolio highlights

  • Well.ca — Well.ca is Canada's online destination for health, beauty and baby products and offers over 40,000 products with free shipping on all orders over $29. They also boast Canada's largest online assortment of Green & Natural products. With offices and a warehouse located in Guelph, Ontario, and an office in downtown Toronto, Well.ca is aproudly Canadian company that focuses on giving customers a simple and hassle-free shopping experience.
  • Underknown — We are obsessed with boiling down complex subjects in a fun, engaging way by creating factual video content that sparks imagination and educates the world about science and the humanities.
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Ronald Conway
Angel · San Francisco, California, United States

Ronald Conway has been an active angel investor for over 15 years. He was the Founder and Managing Partner of the Angel Investors LP funds (1998-2005) whose investments included: Google, Ask Jeeves, Paypal, Good Technology, Opsware, and Brightmail.Ronald was previously with National Semiconductor Corporation in marketing positions from1973-1979, and Altos Computer Systems as a co-founder, President and CEO from 1979-1990. He eventually took Altos public in 1982 and served as CEO of Personal Training Systems (PTS) from 1991-1995. PTS went on to be acquired by SmartForce/SkillSoft.Ronald has served/serves on Boards/Advisory Boards including: Twitter, Digg, Brightmail, Ask Jeeves, Rupture (acquired by EA), Associated Content (acquired by Yahoo!), Facebook, RockYou, ScanScout, Zappos, Trulia, StumbleUpon, Plaxo (acquired by Comcast), Photobucket (acquired by Fox), and Anchor Intelligence (co-founder).Ronald was recently named #6 in Forbes Magazine Midas list of top deal-makers in 2008 and is actively involved in numerous philanthropic endeavors. Ronald is Vice Chairman of the UCSF Medical Foundation in SF, Board Member of The Tiger Woods Foundation, and SF Homeless Connect, and on the Benefit Committee of Ronald McDonald House, College Track, and the Blacked Eyed Peas-PeaPod Academy Foundation.Ronald is also featured in Gary Rivlin's book _The Godfather of Silicon Valley: Ronald Conway and the Fall of the Dot-coms, described as 'the man who has placed more bets on Internet start-ups than anyone else in Silicon Valley.

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Investment focus

  • Software, Social Media, Internet
  • Series A, Seed, Angel
  • United States, Canada, Denmark

Portfolio highlights

  • Kumo.AI — Kumo is a platform that uses artificial intelligence to help businesses make predictions from their data, like customer churn or product purchases.
  • World Labs — World Labs is an AI startup that can analyze visual data with comprehension akin to a person's, a substantial advancement above existing capacities.
  • Tomorrow Farms — Tomorrow Farms is a food technology company on a mission to fuel the sustainable food revolution with irresistible food and beverage brands.
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Elia Mazzawi
Angel

Enterpreneur, Engineer and Angel Investor,

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Investment focus

  • Marketing, Real Time, Advertising
  • Seed, Pre-Seed, Series A
  • Canada

Portfolio highlights

  • Chango — Chango is a programmatic advertising company, purpose-built for the marketer. The company uses exclusive intent data and technology to create relevant, timely advertising campaigns, and produce rich customer insights. The company’s unique live-profile technology makes intent data available faster than anyone else to help clients efficiently buildbrand awareness, acquire new customers and retarget site visitors. Chango works with more than 60 of Fortune 500 marketers and companies such as eBay, Sears, Clorox, Sprint and Toyota. To find out more, visit: http://www.rubiconproject.com.Chango was recently acquired by Rubicon Project, a global technology company leading the automation of advertising. The acquisition allows Rubicon Project to expand its premium advertising marketplace to include intent marketing capabilities at scale. http://rubiconproject.com/
  • Addictive Mobility
  • Modern City Real Estate
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Jim Spatz
Angel · Halifax, Nova Scotia, Canada

Jim Spatz is the Chairman and CEO of Southwest Properties Limited, one of Atlantic Canada’s leading real estate developers. Southwest owns, operates and develops residential and commercial real estate in Atlantic Canada, extended stay accommodations across Canada, as well as a multi-unit residential portfolios in four Florida cities.

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Investment focus

  • Sports, Big Data, Software
  • Seed, Pre-Seed
  • Canada

Portfolio highlights

  • Brizi — We're on a mission to build the world's largest network of group memories. Brizi lets anyone tap into nearby cameras to capture group memories at iconic places. Licensed across sports and landmarks including NBA basketball, European soccer, Grand Slam tennis, and at the Washington Monument, to engage guests, offer a new type ofsponsorship asset, and collect valuable user, population, and imaging data.
  • Grüvi — Gruvi is a line of craft brewed alcohol-free beers & wines.
  • Harbr — Trade credit solutions - Exchange critical data and instantly access essential insights.
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David Wu
Angel · San Francisco, California, United States

David Wu Is The Partner At Maveron.

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Investment focus

  • Software, Health Care, Mobile
  • Seed, Series A, Series B
  • United States, Canada, Singapore

Portfolio highlights

  • Tile — Tile Bluetooth trackers help you find your keys, wallet, phone and everything that matters. Join the world's largest lost and found community and never lose anything again.
  • Chobolabs — Homepage of Chobolabs
  • Volta — Design, perform and stream your own mixed reality experience in just minutes.
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Ty Danco
Angel · Boston, Massachusetts, United States

Ty Danco is an entrepreneur and angel investor out of Burlington, VT and Boston, MA. He founded eSecLending in 2000, sold to TA Associates in 2006. He co-founded BuysideFX in late 2011. More on Ty can be found at http:linkedin.com/in/tydanco.

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Investment focus

  • SaaS, Mobile, Software
  • Seed, Angel
  • United States, Canada

Portfolio highlights

  • Appcues — Appcues is the most flexible way to build personalized product experiences. From user onboarding through adoption and retention. Get started for free.
  • OffGridBox — An all-in-one system using solar energy to purify water and distribute clean energy. off grid container, offgrid water, off-grid electric products, solar water box, building off grid, power in a box, off grid technology, shipping container solar system
  • Indico Data — Discover Indico's Agentic Decisioning Platform, transforming insurance claims and submissions into actionable insights in seconds. Schedule a demo today.
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Michael Dornbrook
Angel · Boston, Massachusetts, United States

Michael Dornbrook Member of the Board of Directors at Modulate.ai. He attended University of Chicago during 1981-1983.

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Investment focus

  • Mobile, Software, Health Care
  • Seed, Funding Round, Convertible Note
  • United States, Canada

Portfolio highlights

  • GameClub — GameClub offers a large and growing catalog of the best games on mobile. Games can be played offline, with new games being released every week.
  • Modulate — Modulate uses revolutionary machine learning to proactively detect and escalate toxic behavior in your game. ToxMod becomes an expert in your code of conduct and empowers your moderators to make the right decisions to protect your community from the worst behavior happening in voice chat in real time.
  • UptimeHealth — UptimeHealth, headquartered in Boston, MA, is a fast-growing software startup that simplifies medical device service events, purchases, and compliance practices through automation and predictive analytics.
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Matt Mastracci
Angel · Calgary, Alberta, Canada

Matt lives to pursue challenging technical problems and push the envelope of computing. He served as CTO of DotSpots, and previously worked on building scalable and fast solutions for energy companies, both as desktop and web applications. Along with Ryan Perry, he worked with StumbleUpon to build a newest generation of IE Toolbar prior totheir acquisition by EBay.Matt has a BSc in Electrical and Computer Engineering from the University of Calgary

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Investment focus

  • Legal, Software, Child Care
  • Seed, Angel, Convertible Note
  • Canada

Portfolio highlights

  • NOBAL Technologies — Adaptable to any environment, anywhere in the world, our interactive intelligent mirror solutions are designed to easily integrate with your physical space.
  • Athennian — Athennian's cloud-based legal entity management software is trusted by law firms, legal departments, and corporate secretaries for entity governance and compliance. Learn more.
  • CareGuide — We believe good people deserve the best care. Connect with housekeepers, nannies, pet sitters, and elder \ care providers with ease. Trusted and secure.
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Jacky Chen
Angel

Jacky is dedicated to angel investment and has built up a portfolio of more than thirty startup companies in Canada and the US. His target investments are the early-stage B2B companies with disruptive technologies and business potential in enterprise software, information technologies, MedTech, and Advanced Manufacturing.Jacky has acquiredconcrete business experiences as a successful founder in the startup ecosystem and an executive of Fortune 500 companies over two decades. His remarkable accomplishments range from building startups from scratch to leading a billion-dollar business with the leverage of 14,000 enterprise channel partners. The unique journey has shaped Jacky's outstanding of investing in early startups.Jacky holds the degrees of Mater's E.E. and MBA, and he graduated from CEIBS and The Wharton Business School of the University of Pennsylvania.

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Investment focus

  • Software, Health Care, Information Technology
  • Seed, Pre-Seed, Funding Round
  • Canada, United States, China

Portfolio highlights

  • Workwolf — Workwolf is a Toronto-based start-up with a management team who has led 7 start-ups, had 2 successful exits, and has taken a company public with a $1.8B IPO. Workwolf CEO Erik Simins is an SME in HR who previously founded MAGNUS HRS, a staffing company now servicing over 150 enterprise customers. The technology at Workwolf solves two of the biggestpain points in employment: applicant filtration and verification, and does so by empowering users to identify better candidates faster. Winner of global awards in both 2020 and 2021 for innovation and market potential, Workwolf is ramping up for its multi-national roll-out with ManpowerGroup in September that will coincide with a $4.5M Seed financing round.
  • Agile Devices — Agile Devices offer catheter-based interventional procedures helping patients during a stroke. It helps medical practitioners reduce the procedure time to respond to time bound emergencies.
  • Traction Technology Partners — Traction is a powerful SaaS collaboration platform for evaluating, adopting and managing new technologies across the enterprise. The platform includes Project Management and CRM tools designed specifically for enterprise teams tasked with discovering and evaluating new technologies. Traction is used by IT, Innovation and Corp Dev teams toaccelerate their digital transformation projects, and to speed up the way they find, manage, and adopt new technologies. Traction also offers On-Demand Research services delivered through its platform.
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Marc Morin
Angel · Waterloo, Ontario, Canada

Marc, our Chief Executive Officer, co-founded Sandvine (TSX:SVC) and served as its Chief Technology Officer, developing the company's vision and technology strategy. Prior to Sandvine, he was co-founder at PixStream which was acquired by Cisco Systems.

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Investment focus

  • Software, Internet, SaaS
  • Seed, Series A
  • Canada

Portfolio highlights

  • Uvaro — Start your career in tech! Learn from experienced instructors, practice new skills and get feedback in a supportive community. Sign up today!
  • Dejero — Dejero delivers resilient, uninterrupted internet connectivity for data-intensive applications by intelligently combining multiple networks into a single managed service.
  • Sortable — Sortable is an agnostic, low-cost, broad spectrum platform that helps publishers unify demand partners, data, and tools. We’ve developed a best-in-class UI that contextualizes this data, allowing publishers to more deeply understand the correlation between content, marketing, and monetization.Their ultimate goal is to simplify the complexities ofpublishing operations while generating more revenue for their publisher partners.Sortable began as an online publisher, building 20 websites and apps to help consumers compare competing products in a number of categories, generating over 500 million product comparisons since their creation. In 2014, after realizing that the experience gained from building websites was better used to help fellow publishers, Sortable launched the machine learning ad optimization focused technology company that you see today.
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Paul Buchheit
Angel · Mountain View, California, United States

Paul Buchheit is based out of Mountain View, California and is the Co-Founder and General Partner of Standard Capital. Paul Buchheit attended Case Western Reserve University.

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Investment focus

  • Software, E-Commerce, Health Care
  • Seed, Series A, Angel
  • United States, Canada, India

Portfolio highlights

  • SiPhox Health — Painless, 5-minute biomarker testing at home. Clear insights, trend tracking, and a personalized plan built around your results.
  • Character.ai — Chat with millions of AI Characters on the #1 AI chat app. Where will your next adventure take you?
  • Perplexity — Perplexity is a search engine platform that uses artificial intelligence to provide large language models and search engines. The company's platform enables the development of beneficial artificial general intelligence, as well as an open-source environment that is accessible to the public, allowing clients to develop skills and knowledge inartificial intelligence.
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Russell Siegelman
Angel · Minnesota City, Minnesota, United States

Russell Siegelman is a Lecturer at the Stanford University.

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Investment focus

  • Software, Enterprise Software, Mobile
  • Seed, Series A, Funding Round
  • United States, Canada, Philippines

Portfolio highlights

  • TeachFX — TeachFX automatically measures teacher talk vs. student talk, wait time, open-ended questions, academic language, and equitable participation using voice AI.
  • Positron Networks — Positron Networks focuses on integrating AI into scientific computing. The company provides advanced AI-driven solutions designed to enhance and streamline complex scientific calculations and research processes.
  • Reset Financial Technologies — Reset is an earned-wage access platform that offers employees financial wellness and increases employee retention across industries through mission-driven technology.
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Tim Draper
Angel · San Francisco, California, United States

Tim Draper is the Founding Partner of Draper Associates. He attended Harvard Business School.

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Investment focus

  • Software, FinTech, Financial Services
  • Seed, Series A, Series B
  • United States, United Kingdom, Canada

Portfolio highlights

  • BacAlt — Sustainable Bacterial Alernatives
  • PickMyWork — Have a product for Indian Users or merchants? - Leave the headache of scaling up your product to PickMyWork.
  • SignalRank — SignalRank Corporation is a FinTech company in the Venture space. It focuses on the seed stage asset class and uses data analytics to allocate capital to the best seed fund managers for their top performing companies. GPRank and CompanyRank are two proprietary algorithms it leverages to automate capital allocation. The company invests from balancesheet. Its customers are seed stage investors with outstanding companies in their portfolio.
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Auren Hoffman
Angel · San Francisco, California, United States

CEO, NQB8, Chm, SafeGraph. GP, Flex Capital. Fmr CEO of LiveRamp. Follow @auren

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Investment focus

  • Software, Analytics, Mobile
  • Seed, Series A, Angel
  • United States, Canada, Israel

Portfolio highlights

  • Enki — Enki is the most effective way to learn Looker, Tableau, SQL, Excel, and other data skills. Training fully customized by role and team. Use data in the highest impact way for your role.
  • CalypsoAI — CalypsoAI combines industry-leading AI testing and human-in-the-loop decision making to give you the confidence you need to push AI projects into production.
  • Sincera — Sincera provides novel signal data to the most innovative companies in advertising technology.
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Keith Bilous
Angel · Winnipeg, Manitoba, Canada

Keith is the founder and president of content and community moderation services company, ICUC Moderation Services.Keith is a successful entrepreneur with an extensive history and proven competencies in business development, product development, sales, marketing and every other aspect of starting-up and running a business. He is relied uponby some of the biggest brands to manage their online content and protect their online communities.

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Investment focus

  • Digital Media, Media and Entertainment
  • Seed
  • Canada

Portfolio highlights

  • Underknown — We are obsessed with boiling down complex subjects in a fun, engaging way by creating factual video content that sparks imagination and educates the world about science and the humanities.
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Jill Rowley
Angel · San Francisco, California, United States

Jill Rowley is the GTM Advisor and LP at Stage 2 Capital.

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Investment focus

  • B2B, SaaS, Marketing Automation
  • Seed, Series A, Series B
  • Canada, United States

Portfolio highlights

  • Nudge.ai — Affinity is the most powerful relationship intelligence platform enabling teams to leverage their network to close the next big deal. Using patented technology, Affinity manages your relationships by auto-populating your CRM pipeline and unlocking introductions to decision makers.
  • Vidyard — Go beyond traditional video hosting and unlock the power of video.
  • Terminus — DemandScience simplifies B2B marketing with reliable data, technology, and expertise. Focus on growing your pipeline and scaling your business with confidence.
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Wayne Boulais
Angel · Chicago, Illinois, United States

Wayne Boulais is a general partner with investment focus in wireless, enterprise applications, and cleantech. Prior to joining Apex, Wayne was a founding member of the Marsh & McLennan Capital C&I Fund. He was also a partner at Marsh's, Mercer Management Consulting (now Oliver Wyman) developing growth strategies for high-tech clients.Prior to Mercer, Wayne led engineering development teams for Raytheon Corporation. Wayne received his MBA from MIT's Sloan School of Management, and an MS and a BS in Engineering from University of Massachusetts. Wayne currently serves on the boards of Enkata Technologies, IfByPhone, IQS, and SolFocus. He is a board observer of CombineNet and DIRTT Environmental Solutions. Wayne is also a board member of the Illinois Venture Capital Association and a supporting member of Chicago's Clean Energy Trust.Wayne's previous investments included Broadbeam (acquired by MobileAware), eCredit (acquired by Fidelity Ventures), Imaging Portals (acquired by MWA Intelligence), and RMI Corporation (acquired by NetLogic Microsystems).

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Investment focus

  • Software, Analytics, SaaS
  • Funding Round, Seed, Series B
  • United States, Canada

Portfolio highlights

  • Tastebud — *Tastebud Techologies, Inc. was formerly StyleSeek, Inc.*Tastebud builds mobile experiences that personalize the world around you. The Tastebud Retail platform helps drive sales at brick-and-mortar shopping centers via personalized offers, games, loyalty programs, and beacon technology. We've delighted millions of users nationwide, and arefortunate to work with hundreds of leading retailers and brands.
  • Visibly — Visibly is the first online vision test that can deliver a prescription for glasses or contacts. The test can be taken from anywhere, at any time, and a doctor issued prescription can be used to shop everywhere. Visibly is the manufacturer and distributor of Visibly Digital Acuity Product This product has not been approved by the FDA. The dataand recommendations made by the Visibly Digital Acuity Product are adjunctive (supporting) recommendations that will be used by an Eye Care Provider, along with your medical history and profile, prior corrective eyewear prescriptions, and subjective data provided about your vision. It is the responsibility of the patient to provide accurate information through the process as all of this information will be relied upon as accurate by the reviewing Eye Care Provider.
  • Context Engines — InContext is an application which automatically organizes your digital life. InContext analyzes the data and relationships from your applications (e.g. mail, contacts, calendar, Evernote, Dropbox/Google drive, desktop folders), organizes it by topic and presents related items in one contextual view ‐ “InContext." Contexts are “virtualsmart folders” which are always up‐to‐date with all the most relevant items in your projects. Breaking down app silos, Contexts help you save time, be prepared, stay organized and find what you need in an instant. InContext organizes your data the way you naturally would – by topic. InContext is the natural way to interact with your digital device. Beyond personal productivity and organization, Contexts help with collaboration. Users will be able to share complete Contexts with co‐workers.
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Steven Harmer
Angel · Toronto, Ontario, Canada

Steven Harmer - Founder & CEO @ Feast

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Investment focus

  • TV, Video, Content
  • Seed
  • Canada

Portfolio highlights

  • Vemba — Vemba has created the first player-agnostic technology solution for video distribution, allowing publishers to integrate third-party video content and advertising within their preferred editorial process and existing video workflow. Producers maintain better control of their content with Vemba, and publishers can feature original and complementaryvideo without needing to adjust for unwieldy third-party players or advertising restrictions. With Vemba at the intersection of every transaction, both content owner and publisher receive real-time analytics on the performance of video and advertising, regardless of OVP, video player, ad server, or CDN.
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Pieter Boekhoff
Angel · Calgary, Alberta, Canada

Pieter Boekhoff - Founder @ The Accelerator

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Investment focus

  • Digital Media, Retail Technology, Internet of Things
  • Convertible Note
  • Canada

Portfolio highlights

  • NOBAL Technologies — Adaptable to any environment, anywhere in the world, our interactive intelligent mirror solutions are designed to easily integrate with your physical space.
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