In the unpredictable world of Kenyan politics, few figures have displayed resilience like Raila Odinga. Despite multiple presidential losses, he has remained a central figure in the country’s political landscape. His ability to reinvent himself and maintain relevance over decades has earned him a reputation akin to a cat with nine lives—always landing on his feet, no matter the fall.

The Journey of a Political Titan
Raila’s political career began in the early 1980s, facing persecution under former President Daniel arap Moi’s regime. Detained for years due to his role in the push for multiparty democracy, Raila emerged stronger, aligning himself with the opposition forces that eventually led to Moi’s exit in 2002.
His first real shot at the presidency came in 1997 when he contested against Moi. Though he lost, he quickly mended fences and later merged his party with Moi’s KANU—a move that shocked many but showcased his strategic thinking.
Handshake Politics: Raila’s Unmatched Survival Tactic
One of Raila’s most defining traits is his ability to negotiate power even after electoral defeat. Every time he has lost an election, he has somehow found a way into the corridors of power:
- 1997 – The Moi Handshake
After losing to Moi, Raila shocked many by joining KANU and even serving in his government. This move was seen as a survival strategy, allowing him to remain politically active.
- 2008 – The Kibaki Grand Coalition
After the controversial 2007 election, Kenya was on the brink of collapse due to post-election violence. Raila, who claimed victory, agreed to a power-sharing deal with President Mwai Kibaki, becoming Kenya’s Prime Minister in a historic arrangement.
- 2018 – The Uhuru Handshake
After another disputed election in 2017, Raila and President Uhuru Kenyatta shocked the nation with their famous handshake. This truce saw Raila gain significant influence in government, leading to the creation of the Building Bridges Initiative (BBI), which aimed to amend the constitution.
- 2025? – The Ruto Handshake?
With the recent photo of Raila and President William Ruto shaking hands making rounds on social media, speculation is rife that history is repeating itself. Will Raila once again find a way into the government after his 2022 loss?

Raila’s Legacy: A Political Genius or a Serial Compromiser?
Raila Odinga is admired for his unwavering fight for democracy, yet he is also criticized for his repeated reconciliations with those he once opposed. Some see him as a champion of national unity, while others argue he prioritizes personal interests over true opposition politics.
One thing remains certain—Raila is a political enigma, a man who defies the odds and reinvents himself when many expect him to fade away. Whether he is truly Kenya’s “cat with nine lives” or just a master strategist, only time will tell.
What’s next for Raila Odinga? Another election, or a well-earned retirement? The answer, as always with Raila, remains unpredictable.