United States · Investor

Freestyle Capital

Last cheque observed Oct 2026; 160 cheques on record.

Deploying nowNew fund $91M, Jan 2022VC firm

Pre-seedSeedSeries AAI & Machine LearningAppsArtificial Intelligence & Machine Learning (AI/ML)

Deploying now
100%of best year12cheques in 12 months, 160 on record
Since the last cheque17days00hrs00min00sec
Median round$9.0MCheque size, as they say$1.0M – $4.0MRounds led0 of 160Sole investor8 roundsExits20 from the portfolioMostly inUnited States, 89%
Pitch Freestyle Capital

Freestyle Capital highlights

  1. 01

    12 cheques in the last 12 months

  2. 02

    Mostly Seed and Series A: 79% of its rounds

  3. 03

    Sole investor in 8 rounds, median $5.5M

  4. 04

    20 exits from the portfolio

What they do

Freestyle VC, AI-Powered Venture CapitalFrom their own website
Type
VC firm (from a list, unverified)
Cheque size
$1.0M – $4.0M as they say
Stages
Pre-seedSeedSeries ASeries BGrowth
Sectors
AI & Machine LearningAppsArtificial Intelligence & Machine Learning (AI/ML)
Based in
San Francisco, United States
Cold pitches
Not stated

The record

Every round we can evidence, newest first160 appearances

  1. 2026

    10 rounds

  2. Oct
    MarkloSeed · US · Crunchbase News$5.0MWith 2 others
  3. Sept
    FirecrawlSeries B · US$75MWith 4 others
  4. Aug
    Dash BioSeries A · US · Ventureburn$30MWith 3 others
  5. Jun
    UpsideSeries A · US · TechStartups$20MWith 5 others
  6. Jun
    ManevaSeries A · U.S. Venture Partners$27MWith 3 others
  7. Jun
    Infinity ConstellationSeries A · US$24MWith 3 others
  8. Jun
    SamepageSeed · US$4.8MWith 2 others
  9. May
    SearchableSeries A · US · TechStartups$14MWith 1 other
  10. May
    Payman AI, IncVenture · USUndisclosedWith 3 others
  11. Feb
    WallfacerPre-seed · US$1.2MSole investor
  12. 2025

    10 rounds

  13. Dec
    Searchable.comVenture$5.2MSole investor
  14. Dec
    RidwellVenture · US$15MWith 3 others
  15. Sept
    HiveWatchVenture · US$25MWith 4 others
  16. Jul
    JuvoBR · LatamList$25MWith 5 others
  17. Jul
    Dash BioSeed · US$11MWith 1 other
  18. May
    Infinity ConstellationSeed · US$12MWith 1 other
  19. May
    StackpackSeed · US$6.3MSole investor
  20. Mar
    ManevaSeed · CA$10MWith 2 others
  21. Feb
    Keebler HealthSeed · US · New Stack Ventures$6.0MWith 10 others
  22. Jan
    StarisSeed · US$5.7MSole investor
  23. 2024

    7 rounds

  24. Nov
    MoziSeed · US$6.0MSole investor
  25. Nov
    Chapter OnePre-seed · US$4.0MWith 2 others
  26. Oct
    100Pre-seed · US$5.2MWith 3 others
  27. Sept
    Castle PayVenture · US$4.0MWith 1 other
  28. May
    FulfilldSeed · US$2.5MWith 3 others
  29. Mar
    AloftVenture · USUndisclosedWith 1 other
  30. Jan
    Vital InteractionSeries A · US$15MWith 1 other
  31. 2023

    10 rounds

  32. Dec
    BurnerPagePre-seed · US$790KSole investor
  33. Nov
    AstraDebt · US$13MWith 4 others
  34. Nov
    Mon AmiSeed · US$3.4MWith 5 others
  35. Jul
    Arrive RecommerceSeries A · US$16MWith 2 others
  36. Jul
    RecruitBotSeed · US$8.2MWith 3 others
  37. Apr
    GiftHealthGrowth · US$40MWith 3 others
  38. Mar
    Mercator AISeed · CA$3.8MWith 2 others
  39. Mar
    BachSeries A · US$9.0MWith 3 others
  40. Jan
    LoopUS$10MWith 2 others
  41. Jan
    BenbaseSeed · US$5.3MWith 1 other
  42. 2022

    13 rounds

  43. Nov
    GlowSeries A · US$24MWith 3 others
  44. Sept
    OvationCXMSeries C · US$20MWith 6 others
  45. Sept
    SpotSeed · GB$5.5MWith 1 other

An announcement gives the size of the round, not the size of this investor's cheque: the only rounds that imply a cheque are those where they were the sole named investor.

The team

Named by the firm itself, on a filing, its Form ADV or its company registration4 named

DSDavid SamuelManaging Director - Freestyle Capital Management, LLCiForm ADV
JLJennifer LefcourtManaging Director - Freestyle Capital Management, LLCiForm ADV
JLJenny LefcourtManaging DirectoriFiling they signed
JFJosh FelserManaging Director of the General PartneriFiling they signed

We also hold 6 people at this firm from the lists this database was built from: a weaker source than the filings, since a list does not say when a title ended. Login to see them.

What the register says

From the firm's own filings with the SEC, which it must file accurately by law

$935Mgross assets of its fundsOct 2026
5+funds on filenumbered funds in its name
Exemptreporting adviserventure or small private funds
Legal name
Freestyle Capital Management, LLC
SEC number
CRD 163087

Who backs their funds

1 LP on record in Freestyle Capital's funds

Funds
1

The institutions that put money into its funds, which the firm then invests in companies.Source: an LP list.

Exits from the portfolio

Companies it backed that were later bought or listed20 in all

OpsmaticBought by New RelicUndisclosedNov 2015
HeartThisBought by ThumbtackUndisclosedSept 2015
LeoBought by LyftUndisclosedJun 2015
Get SatisfactionBought by SprinklrUndisclosedApr 2015
StitchBought by SugarCRMUndisclosedMar 2015
ClarityBought by FundableUndisclosedFeb 2015
BylinerBought by PronounUndisclosedSept 2014
SnappyTVBought by TwitterUndisclosedJun 2014
ImpermiumBought by GoogleUndisclosedJan 2014
AviateBought by Yahoo!$80MJan 2014
SeesawBought by BylinerUndisclosedNov 2013
SinglyBought by AppceleratorUndisclosedAug 2013
FormspringBought by Spring.meUndisclosedJan 2013
GoInstantBought by Salesforce$70MJul 2012
YobongoBought by MixbookUndisclosedMar 2012
SimpleGeoBought by Urban AirshipUndisclosedOct 2011
IndexTankBought by LinkedInUndisclosedOct 2011
TypekitBought by Adobe SystemsUndisclosedOct 2011
BackTypeBought by TwitterUndisclosedJul 2011
CoTweetBought by ExactTargetUndisclosedMar 2010

An exit counts when it came after the firm's first round in the company. From historical deal records.

Who they invest alongside

The investors most often in the same rounds as Freestyle Capital. A count of rooms they were both in, not a relationship either has claimed.

Recently backed

The latest companies Freestyle Capital put money into.

On podcasts

5 episodes naming Freestyle Capital in the title, and 3 more that mention it.

Mentioned in

Quick answers about Freestyle Capital

What does Freestyle Capital invest in?

Freestyle Capital invests most often at Seed and Series A (79% of the rounds on record), in sectors such as AI & Machine Learning, Apps and Artificial Intelligence & Machine Learning (AI/ML).

How active is Freestyle Capital?

160 investments on record, 12 of them in the last 12 months. The most recent was in Oct 2026.

What has Freestyle Capital invested in recently?

Its most recent investments on record: Marklo (Seed, Oct 2026), Firecrawl (Series B, Sept 2026) and Dash Bio (Series A, Aug 2026).

How big are Freestyle Capital's cheques?

The median round it joins is $9.0M. It says it writes cheques of $1.0M to $4.0M.

Does Freestyle Capital lead rounds?

Rarely, if at all: none of its 160 investments on record names it as the lead.

Where does Freestyle Capital invest?

Most of the companies it backs are in the United States (89%) and Canada (5%).

Is Freestyle Capital investing now?

Yes: it is actively investing, with 12 investments in the last 12 months.

Who does Freestyle Capital invest alongside?

Most often Baseline Ventures (13 rounds together), SV Angel (13 rounds together) and 500 Global (11 rounds together).

Raising now?

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Built from the rounds we watched, its filings and its own website, refreshed every night. How we count · Report a correction · Is this your firm? Claim it