[4] In July 2013, Macdonald founded Liquorun,[5] an on-demand alcohol delivery service with two other Melbourne players, James Strauss and Rohan Bail.
[10] In November 2017, GetSwift announced a deal with Amazon along with funding, resulting in an 80% increase in their share price and putting Macdonald on Australia's "young rich list".
In January 2018, as part of an investigation by the Australian Financial Review, GetSwift and Macdonald were alleged to have misled the market by overstating forecasts to the public and failed to disclose the loss of major contracts.
[16] The company was at one stage facing three class actions, including a $300M suit lodged in the Federal Court where MacDonald is named as a defendant.
[25][26][27] In February 2019, the Australian Securities and Investments Commission commenced legal action against GetSwift and its principals, MacDonald and Bane Hunter, for misleading claims about contracts with corporate clients for use of their product.
[13][14] Macdonald's company GetSwift requested to enter into a voluntary Trading Halt[30] while they responded to questions by the Australian Securities Exchange.
[12] In February 2018 MacDonald was named defendant along with his company GetSwift in a A$300M class action lodged in the Federal Court of Australia for failing to disclose price sensitive information to the public.
[37] ASIC Deputy Chair Sarah Court said "Listed companies and their directors have obligations to the Australian market to ensure their statements are not misleading.