Insiders Buy the Dip, Bessemer Bails on ServiceTitan

Two of the biggest insider stories this week sit at opposite ends of the conviction spectrum.

At ELV, CEO Gail Boudreaux filed on July 17 that she bought over $1M worth of shares in a single day. Board chairman Ramiro Peru bought another $366,000 on the same date. Together, the pair spent roughly $1.37M. The open-market purchases come as Elevance Health trades well off recent highs, and a CEO buying alongside the chairman is a rare, coordinated signal of confidence.

At TTAN, the story is the reverse. Bessemer Venture Partners has filed 15 separate sale transactions since late June, totaling over $117M in combined proceeds. The VC firm, a 10% owner with a board seat, has been selling almost every trading day. A director and the Chief Accounting Officer also filed sales. The wave of supply from early backers is one of the clearest post-IPO exit patterns seen this month.

At MS, CFO Sharon Yeshaya filed $3.5M in sales on July 16–17. Division head Michael Pizzi sold a further $5.2M over the same two days. The trades follow [MS] shares pushing toward multi-year highs.

CRWD director Denis O'Leary filed a $2.7M sale on July 15, at prices around $188.