# Al Goldstein

> Al Goldstein is a seed investor at StoicLane (Chicago) backing FinTech and Financial Services. See 7 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [StoicLane](https://shizune.co/investors/profile/stoiclane)
- Location: Chicago, United States
- Total investments: 7
- Last investment: Jul 2025
- Lead investor: 0%
- Last updated: Aug 2026
- LinkedIn: https://www.linkedin.com/in/al-goldstein-a551732
- X (Twitter): https://twitter.com/_algoldstein

Al Goldstein is a seed investor at StoicLane in Chicago focused on FinTech and Financial Services. Al Goldstein is the Co-Founder, Chairman, and CEO at StoicLane. He was a Co-Founder, President, and CEO at Enova International. He attended Gies College of Business - University of Illinois Urbana-Champaign.

## Round sizes

| Stage | Round size |
| --- | --- |
| Seed | $2M–$3M |

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| FinTech | 4 | 57% |
| Financial Services | 4 | 57% |
| Credit | 2 | 29% |
| Travel | 1 | 14% |
| Banking | 1 | 14% |

14 industries tracked in total.

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Seed | 2 | 29% |
| Pre-Seed | 2 | 29% |
| Series B | 1 | 14% |
| Series D | 1 | 14% |
| Convertible Note | 1 | 14% |

### Country

| Country | Investments | Share |
| --- | --- | --- |
| United States | 4 | 57% |
| Brazil | 1 | 14% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Flyhomes | Flyhomes is an end-to-end real estate brokerage and technology company that empowers home buyers, sellers, and agents to win. They are transforming the homebuying and selling experience through comprehensive consumer education, segmented expertise, financial innovation, and on-demand technology. | $15M | Series D | Jul 30, 2025 |  |
| Verdata | Verdata develops a data and insight platform intended to empower POS financing companies to mitigate merchant risk. The company's platform offers underwriting, notifications, and portfolio health check, enabling POS financing companies to avoid fraudulent and poorly behaving merchants. It was headquartered in Richmond, Virginia in 2020. | $3M | Seed | Jan 25, 2022 |  |
| Cruisebound | Cruisebound is a travel agency on a mission to make the joy of cruising available to the masses by simplifying the booking experience. | $2.7M | Convertible Note | Sep 03, 2021 |  |
| Cruisebound | Cruisebound is a travel agency on a mission to make the joy of cruising available to the masses by simplifying the booking experience. | $2.7M | Pre-Seed | Sep 03, 2021 |  |
| Ocrolus | Ocrolus is a document automation platform that powers the digital lending ecosystem, automating credit decisions across fintech, mortgage, and banking. The company provides document analysis infrastructure to customers like PayPal, Brex, SoFi, and Plaid, and has raised over $100 million from blue-chip fintech investors. Ocrolus enables financialservices firms to make high quality decisions with trusted data and unparalleled efficiency. | $13.5M | Series B | Aug 25, 2020 |  |
| Flyhomes | Flyhomes is an end-to-end real estate brokerage and technology company that empowers home buyers, sellers, and agents to win. They are transforming the homebuying and selling experience through comprehensive consumer education, segmented expertise, financial innovation, and on-demand technology. | $2M | Seed | Oct 05, 2017 |  |
| Rebel | REBEL is a data, tech and analytics-driven online platform led by technology and finance entrepreneurs. Founded in 2016, REBEL offers its customers fast, easy and trust-worthy credit of up to 50,000 reais for up to 24 months at interest rates as low as 2.9% per month. In addition, REBEL offers consumers free access to its proprietary REBEL Score, acredit score designed to transparently explain an individual’s credit profile and to suggest actionable steps to improve financial health. |  | Pre-Seed | Jul 01, 2016 |  |

7 of 7 investments shown.

## Co-investors
- [Link Ventures](https://shizune.co/investors/profile/link-ventures) — VC Fund, 2 deals together
- [PAR Capital Management](https://shizune.co/investors/profile/par-capital-management) — VC Fund, 2 deals together
- [Plug and Play](https://shizune.co/investors/profile/plug-and-play-ventures) — VC Fund, 2 deals together
- [9Yards Capital](https://shizune.co/investors/profile/9yards-capital) — VC Fund, 1 deal together
- [Accomplice](https://shizune.co/investors/profile/accomplice-atlas-venture) — VC Fund, 1 deal together
- [Alumni Ventures](https://shizune.co/investors/profile/alumni-ventures-group) — VC Fund, 1 deal together

## About StoicLane

VC Fund · Chicago, United States

StoicLane is a private holding company that specializes in the fields of real estate and financial services. StoicLane is a long-term growth and acquisition platform. They provide owners and management with operational expertise and strategic capital to transform and grow.

4 contacts available at StoicLane.

| Name | Title | Profile |
| --- | --- | --- |
| Al Goldstein | Co-Founder, Chairman, and CEO | https://shizune.co/investors/profile/al-goldstein-ch |
| Jake Nice | Co-Founder and Executive Vice President, Strategy and Corporate Development | https://shizune.co/investors/profile/jake-nice-f6d8 |
| Matt Foran | Co-Founder, COO, and President | https://shizune.co/investors/profile/matt-foran |
| Stephanie Koenig | Vice President | https://shizune.co/investors/profile/stephanie-koenig |

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## FAQ

### What does Al Goldstein invest in?

Al Goldstein invests primarily in FinTech, Financial Services and Credit startups, most often at Seed and Pre-Seed stage. Most of the 7 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.

### What is Al Goldstein's check size?

Al Goldstein typically joins rounds of $2M–$3M at Seed. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Al Goldstein participates in.

### When did Al Goldstein last invest?

The most recent investment recorded for Al Goldstein closed in Jul 2025. Shizune tracks 7 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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