# Steven MacDonald

> Steven MacDonald is a seed investor at MacDonald Ventures (Tampa) backing B2B and Cannabis. See 9 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [MacDonald Ventures](https://shizune.co/investors/profile/macdonald-ventures)
- Location: Tampa, United States
- Total investments: 9
- Last investment: Aug 2022
- Lead investor: 44%
- Last updated: Aug 2026
- LinkedIn: https://www.linkedin.com/in/steven-macdonald-216b895/
- Facebook: http://www.facebook.com/steven.macdonald.108

Steven MacDonald is a seed investor at MacDonald Ventures in Tampa focused on B2B and Cannabis. Steven founded myMatrixx in 2001 to originally serve the needs of one client seeking a better solution to manage its workers’ compensation pharmacy benefits. This led to the creation of one of the first online tools for the industry. Since then, he has been instrumental in the development of new myMatrixx solutions designed to take the complexityout of workers’ compensation and to provide better outcomes for injured workers.A serial entrepreneur, Steven previously co-founded and served as the CEO of TechHealth where he was instrumental in developing a proprietary web-enabled technology for ancillary medical services. Additionally, he partnered with The Christopher Reeve Foundation to promote research for a cure for paralysis caused by spinal cord injury and other central nervous system disorders. Steven has focused the majority of his career in workers’ compensation and formerly served in numerous leadership positions with PMSI and Pharmerica. He also served in the Air National Guard.Over his career, Steven has combined an innovative approach with technology and a passion for “doing the right thing” to address the numerous challenges facing a complex market. The end result has been numerous technological advances which have significantly impacted the clients he has served.Steven was named the 2013 Entrepreneur of the Year by Business Observer and was a finalist in the 2012 Ernst & Young Entrepreneur of the Year awards. He is active in Tampa Bay Technology Forum, Society of International Business Fellows and Young Presidents’ Organization. He graduated from the University of South Florida with a bachelor’s degree in Accounting and attended the School of Management at the University of Texas.

## Round sizes

| Stage | Round size |
| --- | --- |
| Seed | $700k–$3.7M |

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| B2B | 2 | 22% |
| Cannabis | 2 | 22% |
| Internet | 2 | 22% |
| Marketplace | 2 | 22% |
| Artificial Intelligence | 2 | 22% |

23 industries tracked in total.

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Seed | 4 | 44% |
| Pre-Seed | 1 | 11% |
| Series A | 1 | 11% |
| Series B | 1 | 11% |
| Venture - Series Unknown | 1 | 11% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Kush | Kush is an online retailer for producers, processors and retailers of CBD and cannabis products. | $2M | Seed | Aug 02, 2022 |  |
| Kush Marketplace | Wholesale Marketplace for the Legal Cannabis Industry | $2M | Seed | Aug 02, 2022 |  |
| Chattr | Chattr is a retail chatbot platform reinventing the way candidates and employers create meaningful connections at scale. The platform screens, schedules and delivers unlimited happy hires. It replaces your dated application process with an AI-powered chat that applicant's love. Chattr handles all the repetitive hiring tasks, freeing storemanagers up to focus on store growth. It engages applicants instantly, 24/7, online, through text or in-store. The company supports retailers through their AI recruiting automation that creates enhanced applicant experiences while allowing hiring teams to optimize their recruiting efforts with less resources.Chattr was founded in 2018 and is headquartered in Tampa, Florida, USA. | $3.7M | Seed | Apr 13, 2022 |  |
| Chattr | Chattr is a retail chatbot platform reinventing the way candidates and employers create meaningful connections at scale. The platform screens, schedules and delivers unlimited happy hires. It replaces your dated application process with an AI-powered chat that applicant's love. Chattr handles all the repetitive hiring tasks, freeing storemanagers up to focus on store growth. It engages applicants instantly, 24/7, online, through text or in-store. The company supports retailers through their AI recruiting automation that creates enhanced applicant experiences while allowing hiring teams to optimize their recruiting efforts with less resources.Chattr was founded in 2018 and is headquartered in Tampa, Florida, USA. |  | Pre-Seed | Apr 13, 2022 |  |
| eMerge Americas | eMerge Americas aims to serve as the preeminent innovative thought exchange and to transform Miami into the technological hub of the Americas. By connecting global industry leaders and investors with Latin America’s top business executives, IT decision-makers, and innovative entrepreneurs, new partnerships will be forged that will spur visionaryinnovation and technological advancements in the Americas for the betterment of business and society. Summits focused on healthcare, entertainment and media, finance, cities, and education will address the most pressing issues of today and provide solutions and resources to continue the rapid advances of the 21st century. |  | Venture - Series Unknown | Jul 20, 2021 |  |
| Finexio | Finexio is a smart B2B payment network. The Finexio network eliminates commercial paper check spend by identifying and routing payments through a unique “network of closed loop networks”. Payments on the Finexio rails are seamlessly pushed into a supplier’s bank accounts at fees substantially lower than prevailing commercial payment costs.Finexio integrates into large payment aggregators, accounts payable automation, and procurement software platforms to enable them with a more efficient payment modality. | $23M | Series B | Oct 14, 2020 |  |
| Kush Marketplace | Wholesale Marketplace for the Legal Cannabis Industry | $3M | Seed | Sep 01, 2018 |  |
| Finexio | Finexio is a smart B2B payment network. The Finexio network eliminates commercial paper check spend by identifying and routing payments through a unique “network of closed loop networks”. Payments on the Finexio rails are seamlessly pushed into a supplier’s bank accounts at fees substantially lower than prevailing commercial payment costs.Finexio integrates into large payment aggregators, accounts payable automation, and procurement software platforms to enable them with a more efficient payment modality. | $4M | Series A | Jan 09, 2018 |  |
| MamaBear App | The MamaBear App gets parents in the know with the most important information about their child's day to help keep them safe. Things like when their child has new friends or followers on Instagram, twitter and facebook; preview of photos uploaded to instagram and the ability to create a custom word list to monitor for indicators of bullying,hate, violence, etc. In addition MamaBear tells parents when their child arrives at home, leaves school among other places and how fast they are driving or riding in a car. Greater risks for our children mean more responsibility for parents. Don't be the "I had no idea" parent. | $700K | Seed | Feb 24, 2012 |  |

9 of 9 investments shown.

## Co-investors
- [Florida Funders](https://shizune.co/investors/profile/florida-funders) — VC Fund, 2 deals together
- [Alpine Meridian](https://shizune.co/investors/profile/alpine-meridian) — VC Fund, 1 deal together
- [Circadian Ventures](https://shizune.co/investors/profile/circadian-ventures) — VC Fund, 1 deal together
- [Loeb.nyc](https://shizune.co/investors/profile/loeb-nyc) — VC Fund, 1 deal together
- [Mobile Financial Partners](https://shizune.co/investors/profile/mobile-financial-partners) — VC Fund, 1 deal together
- [Stormbreaker Ventures](https://shizune.co/investors/profile/stormbreaker-venture-group) — VC Fund, 1 deal together

## About MacDonald Ventures

VC Fund

Macdonald Ventures is a tech angel investment company dedicated to building leaders for a better tomorrow. The firm was founded by Steven MacDonald in 2020.

1 contacts available at MacDonald Ventures.

| Name | Title | Profile |
| --- | --- | --- |
| Steven MacDonald | Founder | https://shizune.co/investors/profile/steven-macdonald |

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## FAQ

### What does Steven MacDonald invest in?

Steven MacDonald invests primarily in B2B, Cannabis and Internet startups, most often at Seed and Pre-Seed stage. Most of the 9 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.

### What is Steven MacDonald's check size?

Steven MacDonald typically joins rounds of $700k–$3.7M at Seed. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Steven MacDonald participates in.

### When did Steven MacDonald last invest?

The most recent investment recorded for Steven MacDonald closed in Aug 2022. Shizune tracks 9 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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