
Pioneer Square Labs
Stage
AcquiredTotal Raised
$27.5MInvestors Count
28Deal Terms
2Portfolio Exits
17Investments
24Funding, Valuation & Revenue
3 Fundings
Pioneer Square Labs has raised $27.5M over 3 rounds.
Pioneer Square Labs's latest funding round was a Series B for $15M on January 18, 2018.
Date | Round | Amount | Investors | Valuation Valuations are submitted by companies, mined from state filings or news, provided by VentureSource, or based on a comparables valuation model. | Revenue | Sources |
|---|---|---|---|---|---|---|
1/18/2018 | Series B | $15M | 4 | |||
10/1/2015 | Series A | |||||
Other Investors |
Date | 1/18/2018 | 10/1/2015 | |
|---|---|---|---|
Round | Series B | Series A | Other Investors |
Amount | $15M | ||
Investors | |||
Valuation | |||
Revenue | |||
Sources | 4 |
Pioneer Square Labs Deal Terms
2 Deal Terms
Pioneer Square Labs's deal structure is available for 2 funding rounds, including their Series B from January 18, 2018.
Round | Series B | Series A |
|---|---|---|
Funding Date | ||
Pre-Money Valuation | ||
Post-Money Valuation | ||
Amount Raised | ||
Shares Authorized | ||
Issuance Price | ||
Dividend Rate | ||
Liquidation Preferences | ||
Liquidation Price | ||
Participation | ||
Conversion Price | ||
Anti Dilution | ||
General Voting | ||
Board Voting | ||
Par Value |
Round | Funding Date | Pre-Money Valuation | Post-Money Valuation | Amount Raised | Shares Authorized | Issuance Price | Dividend Rate | Liquidation Preferences | Liquidation Price | Participation | Conversion Price | Anti Dilution | General Voting | Board Voting | Par Value |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Series B | |||||||||||||||
Series A |
Pioneer Square Labs Investors
28 Investors
Pioneer Square Labs has 28 investors. Rich Barton invested in Pioneer Square Labs's Series B funding round.
First funding | Last Funding | Investor | Rounds | Board Seats | Type | Location |
|---|---|---|---|---|---|---|
10/1/2015 | 1/18/2018 | 2 Series A, Series B (2018) | Angel Investor (Individual) | Washington | ||
10/1/2015 | 1/18/2018 | 2 Series A, Series B (2018) | Family Office | Washington | ||
10/1/2015 | 1/18/2018 | 2 Series A, Series B (2018) | Venture Capital | New York | ||
Venture Capital | Washington | |||||
Venture Capital | Colorado |
First funding | 10/1/2015 | 10/1/2015 | 10/1/2015 | ||
|---|---|---|---|---|---|
Last Funding | 1/18/2018 | 1/18/2018 | 1/18/2018 | ||
Investor | |||||
Rounds | 2 Series A, Series B (2018) | 2 Series A, Series B (2018) | 2 Series A, Series B (2018) | ||
Board Seats | |||||
Type | Angel Investor (Individual) | Family Office | Venture Capital | Venture Capital | Venture Capital |
Location | Washington | Washington | New York | Washington | Colorado |
Pioneer Square Labs Investments
24 Investments
Pioneer Square Labs has made 24 investments. Their latest investment was in Dropzone AI as part of their Series B on July 28, 2025.
Pioneer Square Labs Investments Activity

Date | Round | Company | Amount | New? | Co-Investors | Sources |
|---|---|---|---|---|---|---|
7/28/2025 | Series B | Dropzone AI | $37M | Yes | 2 | |
2/19/2025 | Series A | SingleFile | $9M | Yes | Cooley, DLA Piper, Fenwick, Foundry, Perkins Coie, The LegalTech Fund, Undisclosed Angel Investors, Undisclosed Investors, and Wilson Sonsini Goodrich & Rosati | 3 |
9/24/2024 | Series A | Outgo | $15M | Yes | 2 | |
8/19/2024 | Seed VC | |||||
1/8/2024 | Series A |
Date | 7/28/2025 | 2/19/2025 | 9/24/2024 | 8/19/2024 | 1/8/2024 |
|---|---|---|---|---|---|
Round | Series B | Series A | Series A | Seed VC | Series A |
Company | Dropzone AI | SingleFile | Outgo | ||
Amount | $37M | $9M | $15M | ||
New? | Yes | Yes | Yes | ||
Co-Investors | Cooley, DLA Piper, Fenwick, Foundry, Perkins Coie, The LegalTech Fund, Undisclosed Angel Investors, Undisclosed Investors, and Wilson Sonsini Goodrich & Rosati | ||||
Sources | 2 | 3 | 2 |
Pioneer Square Labs Portfolio Exits
17 Portfolio Exits
Pioneer Square Labs has 17 portfolio exits. Their latest portfolio exit was Kevala on August 18, 2025.
Date | Exit | Companies | Valuation Valuations are submitted by companies, mined from state filings or news, provided by VentureSource, or based on a comparables valuation model. | Acquirer | Sources |
|---|---|---|---|---|---|
8/18/2025 | Acquired | Kevala | Residex AI | 3 | |
5/15/2025 | Acquired | 6 | |||
1/26/2023 | Acquired | 6 | |||
Date | 8/18/2025 | 5/15/2025 | 1/26/2023 | ||
|---|---|---|---|---|---|
Exit | Acquired | Acquired | Acquired | ||
Companies | Kevala | ||||
Valuation | |||||
Acquirer | Residex AI | ||||
Sources | 3 | 6 | 6 |
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