MicroStrategy (NASDAQ: MSTR) has repurchased $1.5 billion in 2029 convertible notes at an approximately 8% discount, paying around $1.38 billion. This move reduces its total convertible notes from $8.2 billion to $6.7 billion, marking a shift towards more active capital management. The company did not make new Bitcoin purchases during this period, maintaining its holdings at 843,738 BTC. Meanwhile, Strive (NASDAQ: ASST) increased its Bitcoin holdings by 1,109 BTC from May 18 to May 22, bringing its total to 16,500 BTC. The company's cash balance rose by $6 million to $93.3 million. Strive's cumulative Bitcoin yield since 2026 stands at approximately 18.4%.