London/Tokyo — Masayoshi Son, who built a $15.2bn fortune investing in tech start-ups such as Alibaba Group, is betting on himself more than ever, even as his empire shows signs of vulnerability.

The SoftBank Group founder has pledged 38% of his stake in the Japanese firm as collateral for personal loans from 19 banks, including Credit Suisse Group and Julius Bär Group, according to a June regulatory filing. That’s up from 36% at the start of the year and triple the level in June 2013...

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