Jim Orlando
Managing Partner @ Wittington Ventures
Toronto, Canada
Jim Orlando is a seed investor at Wittington Ventures in Toronto focused on Software and Bitcoin. In his role as Managing Director of OMERS Ventures, Jim Orlando is responsible for leading investment activities in the North American market focusing on high-growth companies in the technology, media, and telecommunications sectors. With more than 14 years of experience in the venture capital and private equity sectors, Jim has a strong trackrecord of finding deals, closing investments, and in working with strong founders, CEOs and management teams on the ongoing development and growth of their businesses.Prior to joining OMERS Ventures, Jim was a Managing Director at OMERS Private Equity, which directly owns and actively manages a diversified, multi-billion dollar portfolio of investments in North America and Europe. Jim was involved with direct investments in the software, mobile telephony and retail sectors.Prior to that he held key roles with Bell Canada Capital and Battery Ventures in Silicon Valley, and also has ten years of operational experience in the telecom industry.Jim holds Bachelor of Computer Engineering and Management, and Master of Electrical Engineering degrees from McMaster University.
- Total investments:
- 15
- Last investment:
- Lead investor:
- 53%
Last updated:
For AI agents: llms.txt
Industries Jim Orlando invests in
Stages Jim Orlando invests in
Countries Jim Orlando invests in
Contacts
| Type | Contact | Validation |
|---|---|---|
| Work email | ||
| Personal email | ||
| Work phone | ||
| Personal phone | ||
| Socials |
Investment Focus
Industry
- Software 3 (20%)
- Bitcoin 2 (13%)
- Computer 2 (13%)
- E-Commerce 2 (13%)
- Marketplace 2 (13%)
Stage
- Seed 4 (27%)
- Series A 4 (27%)
- Series B 2 (13%)
- Series C 2 (13%)
- Funding Round 2 (13%)
Country
- Canada 9 (60%)
- United States 4 (27%)
Investments
| Company | Description | Round | Links |
|---|---|---|---|
ArcadeFlow
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ArcadeFlow turns prompts into interactive mini-games, branded worlds, and AI-native engagement systems for modern consumer brands. | $1M / Pre-Seed / Mar 08, 2026 | |
Shakudo
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Eliminate the complexity of managing your data stack. Shakudo creates compatibility across the best-of-breed data tools for a more reliable, performant, and cost effective data stack than ever before. | $7M / Series A / Feb 17, 2026 | |
Grey Matter Neurosciences
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Grey Matter Neurosciences is a neurotechnology firm developing new medical devices and drug-device combinations to treat age-related brain illnesses like dementia. | $14M / Seed / Jan 23, 2025 | |
Gatik
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Gatik is a startup developing technology for autonomous light & medium duty trucks for B2B short-haul logistics. It specializes in the fields of artificial intelligence, automotive, and logistics. It was founded in 2017 and headquartered in Mountain View, California. | $85M / Series B / Aug 31, 2021 | |
OB1
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OB1 is a developer of a peer-to-peer trading platform used to offer a cryptocurrency marketplace. It makes online trade free for everyone allowing them to buy and sell anything to anyone else for free. OB1 was established in 2015 and is headquartered in Fairfax, Virginia. | $5M / Series A / Mar 13, 2018 | |
Citizen Hex
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Citizen Hex is an Ethereum Liquidity Company that was built for a corporation centred around acquiring, securing, and trading ERC-20 tokens. The main beneficiaries of Ethereum adoption will be the crypto-commodities that power it. Founded by Benjamin Roberts and Brett Bergmann in late 2016, Citizen Hex Inc. emerged as one of the top companies. | Seed / May 24, 2017 | |
Revlo
|
Revlo is the fan engagement platform for broadcasters on Twitch. We offer a suite of tools that help Twitch broadcasters better engage and monetize their fans.Broadcasters use Revlo to integrate a custom currency into their Twitch channel that viewers earn for watching their stream. The currency allows them to reward loyal fans and gamify theviewing experience.For example, viewers can spend their currency on getting a discount on merchandise or joining the next viewer game. Viewers can also use Revlo to compete on a leaderboard, bet on matches, and enter into giveaways. Fans can interact with the broadcaster on Revlo or using chat commands on Twitch. | $2M / Seed / Oct 17, 2016 | |
Nudge.ai
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Nudge is a Modern Sales Platform that leverages relationship strength to help you find and keep your best customers. By connecting to email, calendar, and social media, Nudge brings your network together and tracks the strength of relationships. Nudge surfaces opportunities to engage the right prospects, customers and influencers that can growyour business. Nudge allows you and your team to share network information, providing visibility into who has the best access to decision-makers and key accounts. It combines the most complete account-level dataset with the power of AI to identify gaps in stakeholder relationships that lead to surprise pipeline attrition. The platform uses AI to find authentic reasons to engage your buyers.Nudge was founded in January 2014 and is headquartered in Toronto, Canada. | $4.7M / Seed / Jun 01, 2016 | |
Digital Currency Group
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Digital Currency Group builds and supports bitcoin and blockchain companies by leveraging insights, network, and access to capital. Based in Stamford, Connecticut, DCG has been an active seed investor in the digital currency industry with 150+ investments in over 30 countries.In addition, DCG owns and operates CoinDesk, the top media and eventsplatform in the blockchain space, Genesis Trading, the industry's leading bitcoin brokerage firm, and Grayscale Investments, the largest digital currency asset management firm. | Apr 28, 2016 | |
Jobber
|
Jobber is an award-winning business management platform for small home service businesses. Unlike spreadsheets or pen and paper, Jobber keeps track of everything in one place and automates day-to-day operations, so small businesses can provide 5-star service at scale. Jobber’s 100,000+ home service professionals have served over 12 millionhouseholds in more than 47 countries. The company continually ranks as one of Canada’s fastest-growing and most innovative companies by Canadian Business and Macleans, The Globe and Mail, Fast Company, and Deloitte. | $5.9M / Series A / Nov 16, 2015 | |
| See all 15 investments → | |||
Co-Investors
About Wittington Ventures
Wittington Ventures is a venture capital firm investing in the e-commerce/retail, healthcare and food sectors. We invest in companies throughout North America and at all stages of the start-up lifecycle. We are uniquely positioned to help entrepreneurs and their companies through strong affiliations with iconic Canadian brands such as Loblaw,Shoppers Drug Mart, Choice Properties, PC Financial, Joe Fresh and Selfridges Group.
Wittington Ventures Contacts
| Name | Phone | Socials | |
|---|---|---|---|
Darian Zigante
Senior Associate
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Jim Orlando
Managing Partner
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Katie Hayes
Director
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Megh Gupta
Partner
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Qasim Mohammad
Director
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FAQ
What does Jim Orlando invest in?
Jim Orlando invests primarily in Software, Bitcoin and Computer startups, most often at Seed and Series A stage. Most of the 15 investments tracked by Shizune back companies in Canada. The Investment Focus section breaks down every industry, stage and country in the portfolio.
How do I contact Jim Orlando?
Public channels for Jim Orlando include LinkedIn. For a verified work email and phone number, create a free Shizune account — contact data is searched across 20+ sources and validated before delivery, so your outreach lands in the right inbox.
When did Jim Orlando last invest?
The most recent investment recorded for Jim Orlando closed in Mar 2026. Shizune tracks 15 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.
Is Shizune's investor data accurate?
Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.
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