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On his first league start for Motherwell on 23 January 2019, with a "slick move", Hastie provided David Turnbull with an assist for the only goal of a win over Hibernian. On 2 February it was the role of Turnbull, via a free kick, to set up a headed goal for Hastie – who also netted the third – in a 3–0 victory over Livingston. Hastie then scored again four days later with the first goal of the match, a "stunning 20-yard drive", as Motherwell defeated St Mirren 2–1, and on 17 February opened the scoring again as his team defeated Hearts at Fir Park by the same scoreline. As his good form drew increasing attention from supporters and the media, he commented that he was an admirer of Gareth Bale and had been studying the Welsh player's moves to improve his game. In March 2019 he won the Scottish Premiership Player of the Month award for February, and was linked with a transfer to a bigger club. Hastie was nominated for the 2018–19 PFA Scotland Young Player of the Year, along with David Turnbull; the award was won by Ryan Kent.

On 1 May 2019, Rangers announced that Hastie had agreed a pre-contract with the club, signing a four-year contract with the move to be completed in the coming summer and a compensation payment to be made to Motherwell in recognition of his development at the club, reported as being around £350,000.

Hastie was loaned to Rotherham United in September 2019. He scored the opening goal on his debut in the EFL League One match against Doncaster Rovers on 7 September 2019. He was recalled on 28 January 2020.

Hastie was selected for the Scotland under-21 squad in March 2019; He made his debut on 22 March.

In August 2017, he went out on a six-month development loan to Airdrieonians which was subsequently extended until the end of the season. He was loaned to Alloa Athletic in July 2018.

Raised in Carfin, Hastie joined the Motherwell Youth Academy in 2009. He was selected for the Scotland football team (represented by North Lanarkshire school pupils) at the 2014 International Children's Games alongside Well colleague David Turnbull, who had already been a teammate for several years during their youth careers. On 27 April 2016, Hastie was part of the Motherwell team that won the Scottish Youth Cup, beating Heart of Midlothian 5–2.

On 15 October 2016, Hastie made his senior debut for Motherwell as a substitute in a 2–0 defeat against Celtic. He signed a new two-and-a-half-year deal with Motherwell in January 2017.

Jake Hastie (born 18 March 1999) is a Scottish footballer who plays as a winger for Rangers. Hastie is a product of the Motherwell Academy, and has previously played on loan with Airdrieonians and Alloa Athletic.