Esteban Reyes
Venture Advisor @ Las Olas Venture Capital
Miami, United States
Esteban Reyes is a serial technology entrepreneur with three exits that co-founded Las Olas Venture Capital to invest in the next generation of B2B, technology companies. He is the former Managing Director at Lender Processing Services [NYSE: LPS], as part of the company’s $600 million technology data & analytics division leadership team.Currently, he is a board member and early investor at Cypress.io, IOPipe, Rotabull, and SmartHop. Esteban is a Kauffman Fellow and serves as a mentor and advisor at Techstars, Endeavor.org, and Georgia Tech’s ATDC. He is a visiting lecturer at Kellogg’s School of Management at Northwestern University on the topics of entrepreneurship and venture capital. He spends his free time mastering the art of learning new things, playing soccer, and devising new travel adventures with his three boys.
- Total investments:
- 11
- Last investment:
- Lead investor:
- 36%
Last updated:
For AI agents: llms.txt
Industries Esteban Reyes invests in
Stages Esteban Reyes invests in
Countries Esteban Reyes invests in
Investment Focus
Industry
- Software 6 (55%)
- SaaS 3 (27%)
- Logistics 2 (18%)
- Information Technology 2 (18%)
- Credit 1 (9%)
Stage
- Seed 4 (36%)
- Pre-Seed 2 (18%)
- Series A 2 (18%)
- Convertible Note 2 (18%)
- Series B 1 (9%)
Investments
| Company | Description | Round | Links |
|---|---|---|---|
Cargado
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Cargado is a cross-border logistics startup. | $12M / Series A / Apr 07, 2025 | |
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Cargado
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Cargado is a cross-border logistics startup. | $3M / Pre-Seed / Jan 22, 2024 | |
Assistiv Labs
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Assistiv Labs remotely connects users to real assistive technologies, like NVDA, JAWS, and Windows High Contrast Mode, using any modern web browser. Founded in 2019, the company is based in White Salmon, Washington. | $1M / Pre-Seed / Jul 13, 2022 | |
Octane
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Octane enables businesses to flexibly price, meter, and bill via pay-as-you-go (metered) usage. | $2M / Seed / Aug 31, 2021 | |
SmartHop
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SmartHop is a business-in-a-box platform that empowers small trucking companies and owner-operators to earn more while doing less. By using artificial intelligence to deliver smart load recommendations, full-service back-office support, and low-cost operational services, SmartHop enables customers to operate with better capabilities than theleading carriers. It transforms the way drivers make a living through the nation’s largest network for truckers.Founded in 2018, SmartHop is backed by Equal Ventures, Union Square Ventures, Greycroft, RyderVentures, and Las Olas VC. It is headquartered in Miami, Florida. | $12M / Series A / Feb 10, 2021 | |
Cypress.io
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Cypress.io develops a front-end automated testing application for running unit and integration tests in a browser. The company offers The Cypress Test Runner, a test engine that combines existing testing tools with a graphical user interface to monitor and debug tests.The company's dashboard service is an optional web-based companion thatrecords test runs in continuous integration to understand failures and share results with the team, allowing a more powerful way of writing and running tests.Cypress.io was founded on 2015 and is headquartered in Atlanta, Georgia. | $40M / Series B / Dec 16, 2020 | |
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SmartHop
|
SmartHop is a business-in-a-box platform that empowers small trucking companies and owner-operators to earn more while doing less. By using artificial intelligence to deliver smart load recommendations, full-service back-office support, and low-cost operational services, SmartHop enables customers to operate with better capabilities than theleading carriers. It transforms the way drivers make a living through the nation’s largest network for truckers.Founded in 2018, SmartHop is backed by Equal Ventures, Union Square Ventures, Greycroft, RyderVentures, and Las Olas VC. It is headquartered in Miami, Florida. | $4.5M / Seed / Jul 21, 2020 | |
IOpipe
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IOpipe is a serverless DevOps platform handling billions of events monthly to help teams build serverless applications better, faster, and stronger. With a shift in computing moving towards a serverless world, there are new challenges that emerge. They take a customer-centric approach to product building by working closely with their users to solvechallenges together. They are building a remote-first, diverse team that is friendly, works hard, and is laser focused on building a great product that is best of breed for serverless application development and operations. | $2M / Seed / Aug 24, 2018 | |
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Cypress.io
|
Cypress.io develops a front-end automated testing application for running unit and integration tests in a browser. The company offers The Cypress Test Runner, a test engine that combines existing testing tools with a graphical user interface to monitor and debug tests.The company's dashboard service is an optional web-based companion thatrecords test runs in continuous integration to understand failures and share results with the team, allowing a more powerful way of writing and running tests.Cypress.io was founded on 2015 and is headquartered in Atlanta, Georgia. | $4M / Seed / Jun 26, 2018 | |
LendingFront
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LendingFront is a complete white-label small business lending/credit software platform for banks and other financial institutions. Our cloud-based solution offers a set of integrated or standalone modules covering all aspects of the financing process including application intake and workflow, underwriting, decisioning, offer presentation,monitoring, partner/broker relationships, syndication and servicing. Our platform offers clients the ability to automate as much of the lending process as they choose, while retaining full control and manual oversight where desired. Our clients range from fast-growing online-only credit providers to $10bn+ financial institutions. Our founding team includes pioneers in small business lending technology from American Express, Capital One, and OnDeck and others. | Convertible Note / Apr 12, 2016 | |
| See all 11 investments → | |||
Co-Investors
About Las Olas Venture Capital
Las Olas Venture Capital (LOVC) is an early-stage venture capital fund that invests in startups in various industries. Their core mission is to amplify the impact of founders building the future in nonobvious geographies and industries. As active lead investors with a concentrated early-stage portfolio, their support extends beyond capital. LOVCprovides tailored strategic and operational guidance to our founders and connects them to our networks of capital, talent, and potential customers. Investment themes reflect their view on the emerging technologies and business architectures that they think will fundamentally impact how the world runs. LOVC focuses on investing in B2B software companies. This approach to B2B software investing stems from their deep operational expertise in scaling these types of companies and our conviction that a unique market opportunity exists for innovation within the enterprise. They believe that regardless of background or location, when determined, intelligent people make it their mission to solve a challenging problem and change the world, they often do. They are generalist investors within B2B and target investments in vertical SaaS, software-enabled marketplaces, and knowledge worker tools. Consumer-facing technology, hardware or service-based businesses, and industries like biotech and Web3 that require deep domain expertise to develop conviction fall outside their thesis. LOVC's investments typically demonstrate early product-market fit signals. $15-75K MRR is their sweet spot for recurring revenue businesses, but they understand that product market fit also manifests in other ways. LOVC invests in companies based in the Eastern United States.
Las Olas Venture Capital Contacts
| Name | Phone | Socials | |
|---|---|---|---|
Asif Khan
Senior Associate
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Dean Hatton
Founding and Co-Managing Partner
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Esteban Reyes
Venture Advisor
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Mark Volchek
Founding Partner
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Scott Lefkowitz
Senior Associate
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FAQ
What does Esteban Reyes invest in?
Esteban Reyes invests primarily in Software, SaaS and Logistics startups, most often at Seed and Pre-Seed stage. Most of the 11 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.
When did Esteban Reyes last invest?
The most recent investment recorded for Esteban Reyes closed in Apr 2025. Shizune tracks 11 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.
Is Shizune's investor data accurate?
Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.
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