# Shaun Di Gregorio

> Shaun Di Gregorio is a seed investor at Frontier Digital Ventures backing Real Estate and Internet. See 4 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [Frontier Digital Ventures](https://shizune.co/investors/profile/frontier-digital-ventures)
- Location: Kuala Lumpur, Malaysia
- Total investments: 4
- Last investment: Nov 2021
- Lead investor: 0%
- Last updated: Aug 2026
- LinkedIn: https://www.linkedin.com/in/shaundigregorio/
- X (Twitter): https://twitter.com/shaundigregorio
- Website: https://x.com/shaundigregorio

Shaun Di Gregorio is a seed investor at Frontier Digital Ventures in Kuala Lumpur focused on Real Estate and Internet. Recognised as a global leader in the online classifieds arena, Founder of Frontier Digital Ventures, Shaun Di Gregorio is a former CEO of ASX listed company, iProperty Group (ASX: IPP), operator of Asia’s #1 network of property portals. During his four and a half year tenure there (2014-2009), Shaun spearheaded the transformation of iProperty Groupfrom a small online business with a market capitalisation of US$15 million into the largest listed Internet company in ASEAN with a market capitalisation of US$600 million.Under Shaun’s leadership, iProperty Group experienced growth in all key metrics, achieving revenue growth by 500 per cent and clientele exceeding more than 25,000 agents. Profitability was also achieved, with the business becoming cash flow positive, while the share price increased by 4000 per cent giving shareholders a 15 times return on investment on the original AU$0.25 price per share. iProperty Group was also added to the ASX300, a list of 300 largest public companies on the Australian Securities Exchange.Prior to this, Shaun spent eight years as General Manager at Australia-based REA Group, a global leader and publisher of as many as 20 real estate websites in 12 countries. As General Manager of the core Australian business and global leader ‘realestate.com.au’, Shaun grew the business alongside a team of eight people with revenue of AU$5million into a company with more than 300 staff and revenues exceeding AU$150 million.Shaun was also appointed General Manager, International Operations, overseeing five businesses and 16 brands that REA had previously acquired. During this period he identified long-term strategic opportunities in Hong Kong and Italy and instituted initiatives that improved operational margins by 30 per cent in France, Germany, Luxemburg and Dubai.Shaun is a non-Executive Director of iCar Asia (ASX:ICQ), Asia’s leading operator of online automotive portals, an advisor to online classifieds businesses around the world, and holds a Masters of Business Administration from the Australian Graduate School of Management.

## Round sizes

| Stage | Round size |
| --- | --- |
| Seed | $278k–$5.1M |

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Real Estate | 3 | 75% |
| Internet | 2 | 50% |
| E-Commerce | 1 | 25% |
| Marketplace | 1 | 25% |
| Property Management | 1 | 25% |

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Seed | 2 | 50% |
| Series A | 1 | 25% |

### Country

| Country | Investments | Share |
| --- | --- | --- |
| Brazil | 2 | 50% |
| Colombia | 1 | 25% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Aptuno | Aptuno provides a seamless search and application experience for LatAm's residential renters and maximizes liquidity for landords. | $5.1M | Seed | Nov 30, 2021 |  |
| AoCubo | The new development brokerage of independent agents. We manage the entire real estate purchasing experience from listing to closing via an Uber-like solution called iBroker, matching every lead with the right agent. We deliver a unique value and experience to buyers, developers and agents. | $278K | Seed | Dec 01, 2019 |  |
| AoCubo | The new development brokerage of independent agents. We manage the entire real estate purchasing experience from listing to closing via an Uber-like solution called iBroker, matching every lead with the right agent. We deliver a unique value and experience to buyers, developers and agents. | $289K | Seed | Dec 01, 2019 |  |
| VivaReal | VivaReal is an online real estate marketplace that connects buyers, sellers, and renters with properties in Brazil. It enables its users to sell, buy, rent, or invest in residential and commercial properties, vacation homes, beachfront properties, and investment properties.VivaReal lists approximately 5 million properties on its site and has over15 million visits every month.The company was launched in 2009 and is based in São Paulo, Brazil. | $3.7M | Series A | Jan 17, 2012 |  |

4 of 4 investments shown.

## Co-investors
- [Bridge Latam](https://shizune.co/investors/profile/bridge-ba20) — VC Fund, 1 deal together
- [Dalus Capital](https://shizune.co/investors/profile/dalus-capital) — VC Fund, 1 deal together
- [Frontier Digital Ventures](https://shizune.co/investors/profile/frontier-digital-ventures) — VC Fund, 1 deal together
- [Kayyak Ventures](https://shizune.co/investors/profile/kayyak-ventures) — VC Fund, 1 deal together
- [Salkantay Ventures](https://shizune.co/investors/profile/salkantay-ventures) — VC Fund, 1 deal together
- [Soma Capital](https://shizune.co/investors/profile/soma-capital) — VC Fund, 1 deal together

## About Frontier Digital Ventures

VC Fund · Kuala Lumpur, Malaysia

Frontier Digital Ventures is focused on becoming the world leader in online classifieds businesses in frontier and emerging markets. We are experts in the online classifieds space with a particular focus on automotive and property verticals and general classifieds websites, and we are proud of our amazing track record in building and supportinggreat companies.We love frontier markets and thrive on the excitement and challenge they present and the opportunity they offer to self-starting entrepreneurs to become effective game changers. We seek out entrepreneurs with integrity, unwavering self-belief in their online classifieds business and extraordinary passion to make it succeed. With the extensive support we offer to them coupled with their own energy and work ethic, Frontier Digital Ventures is bringing outstanding online classifieds companies of global significance to their full potential and setting a new global standard of excellence in the field.

5 contacts available at Frontier Digital Ventures.

| Name | Title | Profile |
| --- | --- | --- |
| Shaun Di Gregorio | CEO & Founder | https://shizune.co/investors/profile/shaun-di-gregorio |
| David Baxby | Chairman | https://shizune.co/investors/profile/david-baxby |
| Jason Thoe | Chief Operating Officer | https://shizune.co/investors/profile/jason-thoe |
| Luke Elliott | Co-Founder & Investor | https://shizune.co/investors/profile/luke-elliott |
| Patrick Grove | Co-Founder & Investor | https://shizune.co/investors/profile/patrick-grove |

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## FAQ

### What does Shaun Di Gregorio invest in?

Shaun Di Gregorio invests primarily in Real Estate, Internet and E-Commerce startups, most often at Seed and Series A stage. Most of the 4 investments tracked by Shizune back companies in Brazil. The Investment Focus section breaks down every industry, stage and country in the portfolio.

### What is Shaun Di Gregorio's check size?

Shaun Di Gregorio typically joins rounds of $278k–$5.1M 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 Shaun Di Gregorio participates in.

### When did Shaun Di Gregorio last invest?

The most recent investment recorded for Shaun Di Gregorio closed in Nov 2021. Shizune tracks 4 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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