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Leaders Fund

Venture capital

Toronto · Seed–Growth · 16 people tracked

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Investment thesis

Leaders Fund invests in early- to growth-stage enterprise software and technology companies, emphasizing an operator mindset drawn from the partners' own experience building and exiting companies. The firm focuses on helping founders establish enterprise go-to-market motions, land cornerstone accounts, refine pricing and sales strategies, and build toward scalable, sustainable growth past $100M in ARR. It backs companies across cloud security, AI, compliance, data infrastructure, and SaaS, and frequently continues supporting portfolio companies across multiple stages from seed through acquisition and IPO.

Source: firm website, verified Sep 27, 2026.

Stage
Seed–Growth
Check
$20M
HQ
Toronto, Ontario, CA
Instruments
Equity
Founded
2016
Last 12 months
4 investments
Tracked investments
61
Unicorns
2
Acquisitions
6

Team · 16 people

from the firm's website & public directories
Dara Newton· Communityin
Ken Allen· Operator | Board member | Advisor at Vendarain

Operator, board member and advisor at Vendara within the High Velocity Community.

Nick Stein· CMO | GTM Advisorin

Marketing and go-to-market advisor within the High Velocity Community.

Founder mafia

5 people who came through Leaders Fund went on to found or lead other companies.

What they invest in

from 21 of 61 portfolio companies

Enterprise Software ×13SaaS ×13AI & Machine Learning ×11Cybersecurity ×6Data & Infrastructure ×5Developer Tools ×4Fintech ×4Cloud Computing ×3

HQs:United States×11Canada×3Israel×1

Who they back

founder profiles across 12 portfolio companies
25%
solo founders
3 of 12 mapped founding teams
68%
repeat founders
of 19 founders with career history

Founding team size:solo founder×32 founders×53 founders×24+ founders×2

Where their founders studiedfrom 18 founders with education data

University of Waterloo ×4The College of Management Academic Studies ×3Reichman University ×2

What their founders studiedfrom 17 founders with field-of-study data

Engineering ×6Computer Science ×5Business & Management ×3Economics ×2

Where their founders worked beforefrom 19 founders with career history

Mamram ×4NetApp ×3

Investments · 61 tracked

founders shown can be your intro path

By year:2026 · 32025 · 22023 · 32022 · 12021 · 32020 · 32018 · 217 dated

Upwindupwind.ioin𝕏Series B · Jan 2026 · $250M✓ verified

Upwind is a cloud and AI security platform that combines a runtime intelligence layer with agentless and eBPF-based sensors to correlate cloud inventory, posture, network topology, applications, and identities into a single operational view.

AI & Machine LearningCloud ComputingCybersecurityEnterprise SoftwareSan Francisco, US

Amiram Shachar(Founder)inTal Zur(Founder)inLavi Ferdman(Founder)inLiran Polak(Founder)inTomer Hadassi(COO)inRinki Sethi(Chief Security Officer (CSO))in

Co-investorsCyberstartsBessemer Venture PartnersArtisanal VenturesCerca PartnersCraft VenturesGreylock Partners+5 more

360insights360insights.comin

360insights is a SaaS platform and partner engagement company that helps brands orchestrate their channel partner networks and optimize spending on promotional programs, rebates, and incentives.

Enterprise SoftwareMarketing TechSaaSSales TechSan Francisco, US

Jason Atkins(Founder & CEO)inChris Bingham(Chief Technology Officer)inTom Burke(Chief Operating Officer)inJames Hodgkinson(Chief Strategy Officer)inTrinda Searle(Chief People Officer)inVanessa Sharma(Chief Financial Officer)in

Co-investorsOMERS VenturesSageview Capital

Adaada.supportin𝕏May 2021

Toronto-based Ada Support builds enterprise AI customer service agents that automate resolution across chat, email, voice and messaging.

David Hariri(Founder)inMike Murchison(Founder)in

Co-investors515 VenturesAccelBessemer Venture PartnersCreative Destruction Lab (CDL)DMZDMZ Ventures+10 more

Atomsixstudioatomsixstudio.comin

Atom Six Studio is a strategic partner offering AI, design, and technology services, including AI assessments that map processes, prioritize use cases, and deliver functional proof-of-concepts, followed by building prioritized solutions into production with a dedicated team.

AI & Machine LearningDeep TechEnterprise Software

Gui Ferreira(Founder)in

Brizabriza.comFeb 2020 · $3M

Briza is a US company that operates an insurance platform for quoting, binding, and issuing commercial policies in real time.

InsurTech

Ben MunroRishi Sharma

Co-investors500 Global

Call Railcallrail.comDec 2020 · $56M

Atlanta, US

Kevin James Mann(Executive Officer, Director)Mark Andrew Powell(Executive Officer, Director)Michael Eis(Executive Officer)Wain Kellum(Director)

BoardDean Nelson(Director)inStephen Debacco(Director)in

Co-investorsBLH Venture Partners, LLCBrookstone Venture CapitalSageview Capital

CrowdRiffcrowdriff.comin𝕏Series A · Oct 2018 · $9M

CrowdRiff operates a creator marketplace that enables travelers to share authentic local experiences and helps travel brands and agencies leverage user-generated content and visual assets.

Creator EconomyMarketing TechMedia & EntertainmentSaaSTravel & Hospitality

Dan Holowack(Co-Founder & CEO)inAbhinav Ajgaonkar(Co-Founder & CTO)in

Co-investorsGibraltar VenturesHigh Alpha

Cyberstartscyberstarts.cominSep 2026 · $300M

An accelerator and venture capital program focused on cybersecurity companies, emphasizing founder development and market validation through feedback from industry experts and security leaders.

CybersecurityDeep Tech

Co-investorsVintage Investment PartnersAccelBessemer Venture PartnersCraft VenturesCRV (Charles River Ventures)Greylock Partners+4 more

DataOpsdataops.liveinAcquired

DataOps.live provides a platform for data engineering teams to build, manage, and deploy data products with enterprise-level governance and reliability using DevOps principles.

AI & Machine LearningData & InfrastructureDeveloper ToolsEnterprise Software

Justin Mullen(Co-founder)inGuy Adams(Co-founder)inNick Halsey(CEO)in

Co-investorsSnowflake VenturesNotion CapitalAnthos CapitalBain Capital VenturesBosch VenturesBridge Bank+5 more

Dratadrata.comin𝕏Jan 2021 · $3.2M

Drata offers a compliance automation platform that centralizes controls and evidence, continuously monitors controls, and tracks remediation so teams can maintain audit readiness across multiple frameworks.

AI & Machine LearningCybersecurityEnterprise SoftwareSaaSSan Diego, US

Adam Markowitz(Founder)inDaniel Marashlian(Founder)inTroy Markowitz(Founder)in

BoardTim Jackson(Director)William Griffith(Director)Oren Yunger(Director)in

Co-investorsAAF Management Ltd.Alkeon InnovationBallistic VenturesBasis Set VenturesComcast VenturesConverge+19 more

Flashpointflashpoint.io𝕏Acquired

Flashpoint provides threat intelligence and investigation services for organizations, delivering comprehensive assessments that combine open and closed-source intelligence to identify risks associated with specific individuals and insider threats.

CybersecurityData & InfrastructureEnterprise Software

Evan Kohlmann(Founder)Josh Devon(Founder)Josh Lefkowitz(Founder)

Co-investors3Lines Venture CapitalBloomberg BetaCisco InvestmentsGreycroftTechOperators Venture Capital

Kindredkindred.aiacquired by Ocado Group · Nov 2020 · $262M

Combines AGI, machine learning, and remote human guidance to build intelligent robots for supply chain environments.

Co-investors11.2 CapitalBold Capital PartnersIndex VenturesNew Enterprise Associates (NEA)

LaBarge Weinsteinlwlaw.comin𝕏

LaBarge Weinstein is a Canadian corporate law firm specializing in business advisory services for technology startups, private corporations, and venture capital firms from early stage through exit.

LegalTechToronto, CA

Debbie Weinstein(Founder)Paul LaBarge(Founder)in

Co-investorsEdmonton UnlimitedAlibaba Entrepreneurs FundAmplify Partners CVCanadian Business Growth FundEclipse VenturesEpiq Capital+6 more

Mantlewithmantle.comin𝕏Oct 2023 · $10.5M

Mantle provides AI-based automation for institutional investors such as state investment boards, collecting documents from email and investor portals and extracting data like capital calls, NAVs, and K-1s into auditable, source-linked records.

AI & Machine LearningData & InfrastructureEnterprise SoftwareFintechSaaSToronto, CA

Amit Jethani(Founder)inDwayne Forde(Founder)inAmar Varma(Founder)inKitty Shum(Head of Product, Mantle Portal)Franco Chingcuanco(Founder)Josefin Landgård(Founder)

Co-investorsEniac VenturesGarage CapitalLa Tourelle CapitalRelay VenturesSierra VenturesTime Zero Capital+4 more

Mantleheymantle.comOct 2023 · $10.5M

Mantle provides a business operations platform for app developers and businesses, offering billing, payment pages, analytics, email marketing, and integrations with tools like Stripe and Shopify.

Creator EconomyFintechSaaS

Co-investorsKillick CapitalOpenSky Ventures11.2 CapitalCorazon CapitalCraft VenturesFoundation Capital+2 more

Matiamatia.ioin𝕏Seed · Feb 2026 · $21M

Matia provides a data observability and operations platform that detects anomalies, monitors data quality, and surfaces integration failures, schema changes, and stale data in a centralized view with Slack alerts.

AI & Machine LearningData & InfrastructureDeveloper ToolsSaaS

Ben Segal(Co-founder)inGeva Segal(Founder)inBenjamin Segal(Founder)Benjamin Segal Geva Segal(Founder)

Co-investorsRed Dot Capital PartnersCaffeinated CapitalCerca PartnersSecret Chord Ventures

Personal AIpersonal.ai

Personal AI builds user-owned personal language models and AI personas trained on an individual's own data and memories.

San Francisco, US

Sharon Zhang(Founder)

Co-investorsBBG VenturesBDev VenturesBeni Venture CapitalBig Brain HoldingsDifferential VenturesGood Friends+6 more

Qwakqwak.comin𝕏Series A · Mar 2023 · $12M

JFrog ML (formerly Qwak) is an MLOps platform for building, deploying, managing, and monitoring AI and machine learning workflows, including generative AI, large language models, and classical ML models.

AI & Machine LearningCybersecurityDeveloper ToolsEnterprise SoftwareSaaS

Ran Romano(Founder)inAlon Lev(Founder)inLior Penso(Founder)inYuval Fernbach(Founder)

Co-investors83NorthAmiti VenturesAnsa CapitalBessemer Venture PartnersGeodesic CapitalNordstar+9 more

Rhorho.coin𝕏Oct 2025 · $150M

Rho offers a business savings account that spreads idle cash across 400+ FDIC-insured banks (via American Deposit Management) for up to $75M in deposit coverage and yield.

Enterprise SoftwareFintechSaaSNew York, US

Everett Cook(Founder)inAlex Wheldon(Founder)

Co-investorsClaritas CapitalClocktower VenturesConsenSys MeshFlucas VenturesHelium-3 VenturesInspired Capital+11 more

Spotspotinst.com𝕏acquired by Flexera

Cloud ComputingEnterprise SoftwareSaaS

SPOTspot.io𝕏acquired by Flexera

Israeli cloud cost optimization company, founded 2015 as Spotinst, acquired by NetApp for $450 million in 2020.

Cloud ComputingEnterprise SoftwareSaaS

Co-investorsMango CapitalNew York Venture PartnersPICO Venture PartnersSpringTide Ventures

Tangostangos.aiin

Tangos offers ready-to-deploy investigation programs that combine expert methodology, autonomous AI investigators, and structured workflows to produce investigation-grade outputs.

AI & Machine LearningCybersecurityEnterprise SoftwareFintechSaaS

Co-investorsClarim VenturesRed Dot Capital PartnersSelah Ventures

Threekitthreekit.comSep 2021 · $35M

Chicago, US

Godard Abel(Executive Officer, Director)inBenjamin Houston(Executive Officer, Director)Joachim Klein(Executive Officer, Director)David Stein(Director)inMatthew Gorniak(Executive Officer, Director)

BoardJacob Mullins(Director)in

Co-investorsIsaiISAI GestionSalesforce VenturesServiceNow VenturesShasta Ventures

Top Hattophat.comin𝕏Feb 2020 · $55M

Top Hat develops courseware and engagement technology for higher education institutions, enabling instructors to create interactive learning experiences and connect with students.

AI & Machine LearningEdTechSaaSWaterloo, CA

Mike Silagadze(Founder)inMohsen Shahini(Founder)inMaggie Leen(Chief Executive Officer)inLarry Indovina(Chief Operating Officer)inHong Bui(Chief Product Officer)inDonna Battista(Managing Director, Learning Solutions)in

Co-investorsEmergence Capital PartnersGolden VenturesInovia CapitalMaple Leaf AngelsRecurring Capital PartnersTop Corner Capital+4 more

Vellumvellum.aiin𝕏Series A · Jul 2025 · $20M

Vellum builds AI development tools and platforms for teams building AI applications.

AI & Machine LearningDeveloper ToolsEnterprise SoftwareFuture of WorkNew York City, US

Akash Sharma(Founder)inSidd Seethepalli(Founder)inNoa Flaherty(Founder)inJohn Cappiello(Founder)Julianna Muir(Founder)

Co-investorsEastlink Capital PartnersInvest In DataPioneerY Combinator1Sharpe VenturesAcrew Capital+10 more

Zaiuszaius.comApr 2018acquired by Optimizely · Mar 2021

Zaius provided a customer data platform (CDP) and B2C marketing automation software that unified customer data to power personalized marketing campaigns.

AI & Machine LearningData & InfrastructureMarketing TechSaaSBoston, US

Mark Gally(Executive Officer, Director)Spencer Pingry(Executive Officer, Director)inPhilip Wickline(Executive Officer, Director)Salvatore Fondaco(Executive Officer)

BoardRaymond Tacoma(Director)David Skok(Director)in

Co-investorsInsight PartnersUnderscore VCMatrix

Other

Tracked investments with no reachable website or further public details — typically companies that wound down, renamed, or were absorbed.

Advocate Marketing PlatformAgentic Access ManagementAgentic AI for Heavy IndustriesAgentic Customer SupportAI research and deploymentAI-driven Customer Support/SuccessAPTAribaAutonomous Mobile RobotsChannel Incentive ManagementCloud OptimizationCNAPPCompliance AutomationCustomer Data PlatformDeveloper SecurityDynamic Courseware PlatformEmpathicaHelpfulLead Attribution PlatformMachine AutomationMachine Learning OpsPrecision RoboticsPrivate Asset ManagementRyppleSoftchoiceSpatialTax AutomationThreat Intelligence PlatformTicketing and Membership Management PlatformToricToric LabsUGC PlatformVisual Commerce PlatformWorkbrainWorkforce Collaboration

Exits · 6

6 acquisitions · showing 4

Kindredacq. by Ocado GroupSpotacq. by FlexeraSPOTacq. by FlexeraZaiusacq. by Optimizely

Portfolio news

latest coverage across their companies

Frequently asked questions

How many investments has Leaders Fund made?
Leaders Fund has 61 tracked investments, 6 of which have exited, including 5 dated in the last 24 months.
What stage does Leaders Fund invest at?
Leaders Fund invests at the Seed, Series A, Series B, Growth stages.
What is Leaders Fund's typical check size?
Leaders Fund typically writes checks of $20M.
What sectors does Leaders Fund focus on?
Leaders Fund focuses on AI & Machine Learning, Cloud Computing, Cybersecurity, Data & Infrastructure, Enterprise Software, Robotics, SaaS.
Where is Leaders Fund located?
Leaders Fund is headquartered in Toronto, CA.
Does Leaders Fund lead rounds?
Leaders Fund has led 4 of the 20 rounds where its role is on record.
Who does Leaders Fund co-invest with?
Leaders Fund most often shares deals with Bessemer Venture Partners, Garage Capital, Notable Capital, among 80 tracked co-investors.
What size deals does Leaders Fund back?
Across 6 deals with disclosed amounts, Leaders Fund has joined rounds of $3.2M – $250M (median $33.5M).

Images

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