# Right Side Capital Management's Enterprise Software Investments: 14 Startups in Its Portfolio (2026)

> The 14 Enterprise Software startups Right Side Capital Management has backed, by stage: $471M raised between them. From the rounds we track; updated nightly.

Source: https://millionrounds.com/portfolio-maps/right-side-capital-management-enterprise-software-portfolio (Millionrounds; every figure on the page links to its filing or article)

## Pre-seed and seed

10

- [Stack](https://millionrounds.com/company/stack)
- [Droplet](https://millionrounds.com/company/droplet)
- [Bridgr](https://millionrounds.com/company/bridgr)
- [Last Lock](https://millionrounds.com/company/last-lock)
- [Rainmakers](https://millionrounds.com/company/rainmakers)
- [Cloudoor](https://millionrounds.com/company/cloudoor)
- [ClayHR](https://millionrounds.com/company/clayhr)
- [Hypha Knowledge Integration](https://millionrounds.com/company/hypha-knowledge-integration)
- [DocuMentor](https://millionrounds.com/company/documentor)
- [4Degrees](https://millionrounds.com/company/4degrees)

## Series A

2

- [Upflex](https://millionrounds.com/company/upflex)
- [Shabodi](https://millionrounds.com/company/shabodi)

## Series B

2

- [Arena](https://millionrounds.com/company/arena)
- [Sprout Solutions](https://millionrounds.com/company/sprout-solutions)

## Segment by segment

### Pre-seed and seed

10 startups · $19M raised

- [**Stack**](https://millionrounds.com/company/stack) Stack is an information management platform that focuses on file management solutions for healthcare providers. United States $8.0M
- [**Droplet**](https://millionrounds.com/company/droplet) Productiviy United States $5.0M
- [**Bridgr**](https://millionrounds.com/company/bridgr) BRIDGR is a Montreal-based AI-powered SaaS platform founded in 2016. Canada $1.6M
- [**Last Lock**](https://millionrounds.com/company/last-lock) Last Lock is a company based in the Milwaukee/Madison area, founded in 2019. United States $1.5M
- [**Rainmakers**](https://millionrounds.com/company/rainmakers) The career marketplace for top salespeople - $1.3M
- [**Cloudoor**](https://millionrounds.com/company/cloudoor) Stay focus on developing your business, developers focus on their code, we leads the Tech. United States $500K
- [**ClayHR**](https://millionrounds.com/company/clayhr) ClayHR is an AI-powered Human Capital Management (HCM) software provider founded in 2013 and headquartered in Reston, Virginia. United States $475K
- [**Hypha Knowledge Integration**](https://millionrounds.com/company/hypha-knowledge-integration) Hypha is a new Innovation Intelligence Platform that unifies people, knowledge, data, insights and strategy to drive growth. United Kingdom $300K

### Series A

2 startups · $40M raised

- [**Upflex**](https://millionrounds.com/company/upflex) Upflex aggregates all workspace providers into one booking and billing infrastructure. United States $30M
- [**Shabodi**](https://millionrounds.com/company/shabodi) Shabodi is a Canadian technology company founded in 2020, headquartered in Mississauga, Ontario, with additional offices in Sandy Canada $10M

### Series B

2 startups · $412M raised

- [**Arena**](https://millionrounds.com/company/arena) Arena is a community-powered AI platform developed by UC Berkeley researchers to evaluate large language models (LLMs) using real- United States $401M
- [**Sprout Solutions**](https://millionrounds.com/company/sprout-solutions) Sprout Solutions is a leading B2B SaaS company based in the Philippines, specializing in HR, payroll, compliance, and work managem Philippines $11M

**How this map is made.** Every startup here works in Enterprise Software and has raised money in a round we track that names Right Side Capital Management as an investor. Each sits under the stage of its latest round. Rebuilt nightly; updated 15 November 2026.

## More portfolio maps

[All portfolios](https://millionrounds.com/portfolio-maps)

[Sector portfolio **Right Side Capital Management's AI portfolio** 98 startups · $619M](https://millionrounds.com/portfolio-maps/right-side-capital-management-ai-portfolio)[Sector portfolio **Right Side Capital Management's Big Data & Analytics portfolio** 43 startups · $405M](https://millionrounds.com/portfolio-maps/right-side-capital-management-big-data-analytics-portfolio)[Sector portfolio **Right Side Capital Management's Fintech portfolio** 39 startups · $1.6B](https://millionrounds.com/portfolio-maps/right-side-capital-management-fintech-portfolio)[Sector portfolio **Right Side Capital Management's Healthtech portfolio** 28 startups · $191M](https://millionrounds.com/portfolio-maps/right-side-capital-management-healthtech-portfolio)[Sector portfolio **Right Side Capital Management's IT Services portfolio** 27 startups · $77M](https://millionrounds.com/portfolio-maps/right-side-capital-management-it-services-portfolio)[Sector portfolio **Right Side Capital Management's Consumer Apps portfolio** 23 startups · $57M](https://millionrounds.com/portfolio-maps/right-side-capital-management-consumer-apps-portfolio)

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