# Bob Hennessy

> Bob Hennessy is a seed investor in Sydney backing Finance, Software and Construction. See 1 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Location: Sydney, Australia
- Total investments: 1
- Last investment: Dec 2020
- Lead investor: 0%
- Last updated: Aug 2026
- LinkedIn: https://www.linkedin.com/in/bob-hennessy-282728a/

Bob Hennessy is a seed investor in Sydney focused on Finance and Software. Bob Hennessy was appointed Group CIO of Lendlease in June 2015 and is based in Sydney, Australia. Bob has close to 40 years experience in technology across a range of industries, including steel manufacturing, transport, financial services, telecommunications and consulting. Prior to joining Lendlease, Bob was CEO of Pacteras Australian and NZbusiness having sold his privately owned consulting firm to them in 2012. Pactera was a NASDAQ listed entity at the time of the sale but was subsequently acquired by Blackstone International in 2014. Previous roles include leading the technology stream supporting the integration of BT, Rothschild and Westpac Financial Services, which saw him appointed CIO of the integrated company. Bob was also CIO of TNT Asia Pacific driving the integration of the Australian business from 1996 to 1998 following the acquisition of TNT by the Dutch PTT. As a consultant, Bob conducted reviews of transformation programs in telecommunications, health and retail fuel. He has sat on client steering committees for major transformation programs in banking, manufacturing & distribution and transport. Bobs experience as an executive in industrial sectors and volatile business conditions lends him a rare combination of experiences invaluable for companies on the cusp of significant change. His combination of client-side and sell-side roles, coupled with his entrepreneurial experience brings an appreciation of a range of business perspectives.

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Finance | 1 | 100% |
| Software | 1 | 100% |
| Construction | 1 | 100% |
| Civil Engineering | 1 | 100% |
| Information Technology | 1 | 100% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Mastt | Mastt is a private technology company founded in 2019 and based in Sydney, Australia. The company builds capital project and program management software powered by AI for owner-side construction teams. Mastt serves project owners, project managers, project management consultants, real estate developers, government agencies, PMOs, and owner’srepresentatives managing capital projects, infrastructure programs, and construction portfolios.Mastt helps organizations replace spreadsheets and manual reporting with structured construction project management software built for project controls. The platform centralizes cost management, scheduling, risk registers, contracts, progress payments, change orders, dashboards, documents, portfolio reporting, and audit-ready records in one system.Mastt differs from contractor-first construction management tools by focusing on the owner side of capital delivery. Its software helps teams oversee budgets, commitments, forecasts, cash flow, milestones, project health, payment status, and portfolio performance across multiple construction projects and programs.Mastt’s AI supports AI Chat, AI PDF Reader, document review, invoice scanning, data extraction, payment verification, dashboard support, and project reporting workflows. Teams use Mastt to significantly reduce admin, improve cost control, strengthen governance, speed up stakeholder reporting, and deliver capital projects on time and on budget. | $1.4M | Seed | Dec 02, 2020 |  |

1 of 1 investments shown.

## Co-investors
- [Artesian VC](https://shizune.co/investors/profile/artesian-capital-management) — VC Fund, 1 deal together
- [Investible](https://shizune.co/investors/profile/investible) — VC Fund, 1 deal together
- [Saniel Ventures](https://shizune.co/investors/profile/saniel-ventures) — VC Fund, 1 deal together
- [Significant Ventures](https://shizune.co/investors/profile/significant-capital-ventures) — VC Fund, 1 deal together

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## FAQ

### What does Bob Hennessy invest in?

Bob Hennessy invests primarily in Finance, Software and Construction startups, most often at Seed stage. Most of the 1 investments tracked by Shizune back companies in Australia. The Investment Focus section breaks down every industry, stage and country in the portfolio.

### When did Bob Hennessy last invest?

The most recent investment recorded for Bob Hennessy closed in Dec 2020. Shizune tracks 1 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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