With his party divided and opponents on both right and left, Tsipras' election win on Sunday might be something of a pyrrhic victory with the uphill struggle to implementing reforms – including controversial pension and labor market reforms as well as tax hikes – ahead of him.
"The challenges that Tsipras faces are massive," Stefan Auer, associate professor and director of European Studies at the University of Hong Kong, told CNBC Monday.
"The main problem remains that no one wants to take ownership of this bailout deal and the reforms that are necessary. Tsipras made it clear that he doesn't like it, the public administration that needs to be reformed doesn't like it and pensioners won't like it," he said.
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"The optimists would say this election strengthens Tsipras' chances of implementing reforms but the pessimists would point out that unless and until the Greek government are convinced that these reforms are needed, they will not succeed -- and I belong to the pessimists."
Fabio Balboni, European economist at HSBC, also agreed that Tsipras faced "many challenges ahead."
"The new government is likely to have a thin parliamentary majority and many challenges lie ahead: re-starting economic growth after the likely contraction in the third quarter, recapitalizing the banks, removing capital controls, completing the pension reform, and achieving much-needed debt re-profiling," he said in a note Monday.