# Pineapple Academy funding: rounds and investors

> Pineapple Academy has raised $800K across 2 rounds since 2024. Investors include Right Side Capital Management. Every round with its source.

Source: https://millionrounds.com/company/pineapple-academy (Millionrounds; every figure on the page links to its filing or article)

United States · [Venture startup](https://millionrounds.com/companies)

# Who invested in *Pineapple Academy*

2 rounds we have observed, with the one investor named in them. Every figure came from a named source, and where the company reported a raise to the SEC itself, that is shown beside it.

Edtech

Funding summary Updated 26 Oct 2026

**$800K** raised across 2 rounds since 2024, from 2 sources

- **Latest round:** Venture Jun 2025
- **Biggest round:** $800K Seed · Jan 2024
- **Investors:** 1

See who backed them

## The funding story

Each circle is a round, placed by date and sized by amount. The line above is the running total.

2024 2025

**$800K** Seed

**?** Venture

- **First round:** Seed, $800K
- **Biggest round:** $800K
- **Between rounds:** 17 months

## The rounds

- **Jun 2025** Venture **Amount undisclosed** *1 returning* [Right Side Capital Management](https://millionrounds.com/fund/right-side-capital-management) Source recorded
- **Jan 2024** Seed **$800K** *1 new* [Right Side Capital Management](https://millionrounds.com/fund/right-side-capital-management) Source recorded

## Founders and team

From Pineapple Academy's own website and the SEC filings it signed: 4 on the team.

- **Josh Miller** Principal Consultant and Content Creator
- **Todd Hollander** Director of Dining & Event Services
- **Greg Paul Gorgone** Co-manager i
- **Tucker Garrett Graves** Co-manager i

## Everyone who backed them

[Right Side Capital Management](https://millionrounds.com/fund/right-side-capital-management) VC firm **2** rounds

Missing a round, or an investor who was in one? [Tell us](https://millionrounds.com/corrections?slug=pineapple-academy).

## Also claim to have backed them

This firm lists Pineapple Academy as a portfolio company on their own website, but no report of a round names it. They are the firms' own claims, kept apart from the rounds above.

[KCRise Fund](https://millionrounds.com/fund/kcrise-fund) VC firm Per its own site

## Quick answers about Pineapple Academy

### Who invested in Pineapple Academy?

Pineapple Academy's investors include Right Side Capital Management.

### How much has Pineapple Academy raised?

Pineapple Academy has raised $800K across 2 rounds since 2024. One round did not disclose an amount, so the total is a floor.

### When did Pineapple Academy last raise?

Pineapple Academy's most recent round was a Venture in Jun 2025.

### What was Pineapple Academy's biggest round?

Pineapple Academy's largest round on record is $800K (Seed), in Jan 2024.

### Who backed Pineapple Academy first?

Pineapple Academy's first round on record, in Jan 2024, was backed by Right Side Capital Management.

### What stage is Pineapple Academy at?

Pineapple Academy's latest named round is a Venture, in Jun 2025.

### Where is Pineapple Academy based?

Pineapple Academy is based in the United States.

## Companies like Pineapple Academy

In the same sector, and raised in the last eighteen months.

[**Stride** $16M · Oct 2026](https://millionrounds.com/company/stride)[**Amira Learning** $30M · Oct 2026](https://millionrounds.com/company/amira-learning)[**Notey** $3.0M · Oct 2026](https://millionrounds.com/company/notey)[**Overtime** $33M · Oct 2026](https://millionrounds.com/company/overtime)[**KIDZ AI** $1.9M · Sept 2026](https://millionrounds.com/company/kidz-ai)[**Imagi** $7.5M · Jul 2026](https://millionrounds.com/company/imagi)

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