Although rainfed cropping in semi-arid areas is risky due to frequent droughts and dry spells, planting early with the first rains is often expected to result in yield benefits. We hypothesised that planting early leads to yield benefits if the planting coincides with a mineral N flush at the start of the season but leads to crop failure if there is a false start to the cropping season. The effects of different management options, including tillage (ploughing and ripping), mulch (two levels 0 and 2 t ha−1) and fertility amendments (five levels: 0; 20 and 40 kg N ha−1; 5 t manure ha−1 and 5 t ha−1 manure + 20 kg N ha−1) on grain yields were simulated using the calibrated and tested APSIM model over a 30-year period (1984–2015). Yields were simulated and compared across seven planting date scenarios (1 November, 15 November, 30 November, 15 December, 31 December, 15 January and planting when cumulative rainfall of 20 mm was received in three consecutive days).