Share Purchase Plan Announcement

TradeWindow (NZX/ASX: TWL), a global trade software company, announces the launch of a NZ$1 million Share Purchase Plan (SPP) offer open to eligible investors in New Zealand and Australia. The SPP forms part of the equity raising initiative announced on 21 November 2025, under which TradeWindow completed a placement of shares to institutional and select investors at NZ$0.25 per share, securing NZ$5.7 million with shares allotted on 19 December 2025. The new capital raised from the SPP will be used to accelerate the development of TradeWindow’s Freight AI operating system, its next generation freight forwarding solution. It will also be used to strengthen the company’s balance sheet, and support the growth of the company in Australia and New Zealand and further afield. The SPP issue price of NZ$0.25 per share represents a 7% discount to the volume‑weighted average price (VWAP) of TradeWindow shares over the 10 trading days prior to 27 January 2026. The SPP enables eligible shareholders to acquire additional TradeWindow shares without incurring brokerage or other transaction costs. Each eligible shareholder may apply for up to NZ$50,000 of new shares, subject to scaling. TradeWindow has obtained specific ASIC relief to allow Australian eligible shareholders to participate. Full offer details are available at: www.shareoffer.co.nz/tradewindow Released for and on behalf of TradeWindow by: AJ Smith Executive Director and Chief Executive Officer ENDS About TradeWindow: Founded in December 2018, TradeWindow is an NZX-listed software company that provides digital solutions for exporters, importers, freight forwarders, and customs brokers to drive productivity, increase connectivity, and enhance visibility. TradeWindow’s software solutions integrate to form a cohesive digital trade platform that enables customers to more efficiently run their back-end operations, share information and securely collaborate with a global supply chain made up of customers, ports, terminals, shipping lines, banks, insurance companies, and government authorities. www.tradewindow.io Further information: Investors Andrew Balgarnie TradeWindow +64 27 559 4133 andrew@tradewindow.io Simon Hinsley NWR Communications +61 401 809 653 simon@nwrcommunications.com.au NZ Media Richard Inder The Project +64 21 645 643 richard@theproject.co.nz