/Investor DB

Lookout Ventures

Venture capital

Chevy Chase · Pre-Seed–Series A · 3 people tracked

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Investment thesis

Lookout Ventures invests in B2B companies with recurring-revenue, typically SaaS, business models at the pre-revenue to $1M ARR stage (pre-seed through small Series A). It concentrates on sectors where the team has deep domain expertise and prior investments, including cybersecurity, infrastructure software, MSP/MSSP software, and vertical SaaS. The firm deliberately targets geographies underserved by seed capital outside Silicon Valley, New York, and Boston, frequently sourcing deals in the Mid-Atlantic, Midwest, Southeast, and Texas, and is comfortable with fully remote teams. It emphasizes hands-on, tactical support, pairing founders with ex-C-suite operating partners across sales, marketing, product, engineering, operations, and customer success.

Source: firm website, verified Oct 1, 2026.

Stage
Pre-Seed–Series A
Check
$250K – $2M
HQ
Chevy Chase, Maryland, US
Leads rounds
Leads
Instruments
Equity
Founded
2024
Last 12 months
4 investments
AUM
$30M
Tracked investments
8

Team · 3 people

from public directories
Matthew Bressler· General Partnerin
William Rayner· General Partner

What they invest in

from 7 of 8 portfolio companies

SaaS ×6Cybersecurity ×4Enterprise Software ×4AI & Machine Learning ×2Cloud Computing ×2Data & Infrastructure ×2Developer Tools ×2Fintech ×1

HQs:United States×8

Investments · 8 tracked

founders shown can be your intro path

By year:2026 · 42024 · 12019 · 16 dated

Osanoosano.comin𝕏Dec 2019✓ verified

Osano is a data privacy platform that helps companies manage compliance with global privacy regulations such as GDPR, CCPA, and LGPD through cookie consent management, subject rights (DSAR) automation, preference management, website compliance scanning, and vendor risk assessment.

CybersecurityLegalTechSaaSAustin, US

Arlo Gilbert(Co-founder & Chief Innovation Officer)inScott Hertel(Co-founder)inBobby Jaffari(Chief Executive Officer)inJessica Hamilton(Chief Financial Officer)inSkye McCullough(Chief Customer Officer)in

BoardMichael Smerklo(Director)in

Co-investorsBaird CapitalLiveOak VenturesNext Coast VenturesJump CapitalFirst Ascent VenturesSocial Starts+2 more

Blackcloakblackcloak.ioin𝕏Sep 2024SEC filingmedium confidence

BlackCloak provides a digital protection platform that secures the personal digital lives of corporate executives, board members, high-profile individuals, and their families against cyber threats such as deepfakes and cybercriminal attacks.

CybersecuritySaaSLake Mary, US

Christopher Pierson(Executive Officer, Director, Promoter)

BoardMark Donnelly(Director)John Funge(Director)in

Board seatJames Pastoriza· per SEC Form D · $17M raise · filed Sep 2024

Co-investorsBaird CapitalDataTribeLegalTechTDF VenturesTechOperators Venture Capital

Liongardliongard.comin𝕏May 2026SEC filingmedium confidence

Houston, US

Joseph Alapat(Executive Officer, Director)Michelle Accardi(Executive Officer, Director)inMayank Singhvi(Executive Officer)inNghia Tran(Executive Officer, Director)

BoardDan Moss(Director)

Board seatJames Pastoriza· per SEC Form D · $3.5M raise · filed May 2026

Co-investorsFrontera Technology VenturesUpdata PartnersUrban Capital NetworkTDF Ventures

Platformrplatformr.cloudinJan 2026

Platformr provides a CloudOps platform for AWS environments, offering organizational governance, workload deployment, and observability tools to centralize and manage cloud operations.

Cloud ComputingDeveloper ToolsSaaSBend, US

Bill Stock(Founder)inRyan Comingdeer(Chief Executive Officer)in

BoardPreston Callicott(Director)Jim Gochee(Director)in

Board seatMatthew Bressler· per SEC Form D

Co-investorsAviso VenturesLong Way VenturesOregon Venture FundCascade Seed Fund

Arpioarpio.ioin𝕏Seed · Jun 2026 · $15M

Arpio provides an automated disaster recovery platform purpose-built for AWS and Azure cloud applications.

Cloud ComputingCybersecurityData & InfrastructureEnterprise SoftwareSaaSDurham, US

Doug Neumann(Founder)inShaw Terwilliger(Founder)inMeredith Rike(Vice President of Customer Success)

BoardEric Engineer(Director)inWill Omberg(Director)in

Co-investorsCompanyon VenturesCreativeCoDraper AssociatesNC IDEAPaladin Capital GroupS3 Ventures+6 more

hotgluehotglue.comin𝕏Seed

Hotglue is an embedded ETL platform that enables data integration with over 600 open-source connectors, allowing companies to build and manage customer integrations at scale.

Data & InfrastructureDeveloper ToolsEnterprise SoftwareSaaSWashington, US

Hassan Syyid(Founder)inDestiny Lalane(Recruiter)David MolotBrendan Hogan(Customer Success Manager)Lior Ben-David(Head of Engineering)Kevin Wright(Head of GTM \u0026 Partnerships)

Co-investorsCorrelation VenturesWayfinder VenturesY Combinator8VCCrystal Towers CapitalTDF Ventures+1 more

Trustibletrustible.aiin𝕏

Trustible provides an AI governance platform designed to help enterprises manage the full lifecycle of AI systems—from intake and risk assessment through monitoring and regulatory compliance.

AI & Machine LearningEnterprise SoftwareGovTechWashington, US

Gerald Kierce(CEO & Co-Founder)inAndrew Gamino-Cheong(CTO & Co-Founder)in

Co-investorsAlumni VenturesFoundersX VenturesInner Loop CapitalJHH vcTau VenturesVamosVentures+5 more

Verisoulverisoul.aiin𝕏May 2026 · $8.8M

Verisoul provides fraud prevention and fake account detection for online businesses.

AI & Machine LearningCybersecurityEnterprise SoftwareFintechSaaSAustin, US

Edwin Henry LeGard(Executive Officer, Director)Niel K(Founder)Henry LeGard(Founder)inRaine Scott(Director)in

BoardScott Dorsey(Director)inNiel Ketkar(Director)in

Co-investors500 GlobalBitkraft Esports VenturesFuture Back VenturesHigh AlphaKing River CapitalThird Prime+1 more

Rows marked “SEC filing” are inferred from directors named on the company's SEC Form D — public regulatory data, not a portfolio list published by the firm.

Portfolio news

latest coverage across their companies

Frequently asked questions

How many investments has Lookout Ventures made?
Lookout Ventures has 8 tracked investments, including 4 dated in the last 24 months.
What stage does Lookout Ventures invest at?
Lookout Ventures invests at the Pre-Seed, Seed, Series A stages.
What is Lookout Ventures's typical check size?
Lookout Ventures typically writes checks of $250K – $2M.
What sectors does Lookout Ventures focus on?
Lookout Ventures focuses on Cloud Computing, Cybersecurity, Data & Infrastructure, Enterprise Software, SaaS.
Where is Lookout Ventures located?
Lookout Ventures is headquartered in Chevy Chase, US.
Does Lookout Ventures lead rounds?
Yes, Lookout Ventures leads investment rounds.

Images

Lookout Ventures photo

Co-investors · 166

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GV (Google Ventures)

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Redpoint Ventures

Since 1999, Redpoint Ventures has partnered with visionary founders to create new markets and redefine existing ones. The firm invests early in startups building category-defining companies, from AI and infrastructure to security. Redpoint has backed hundreds of companies, including Netflix, Snowflake, Stripe, Ramp, Twilio, Ramp, and Hims, and today backs the next generation of AI leaders like OpenAI, Legora, Modal, Abridge and Physical Intelligence. Redpoint is based in San Francisco and has offices in New York City and Woodside. For more information visit: http://www.redpoint.com/

$100K – $10M
▶154 more co-investors

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Firms observed investing alongside Lookout Ventures, from public investor directories. Shared companies are the overlap with Lookout Ventures's recorded portfolio.

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