1. Sierra previously raised $175 million at a $4.5 billion valuation last October. 2. The new round, like the previous one, will be led by Greenoaks Capital. 3. Sierra is on track to exceed $100 million in enterprise annual recurring revenue. 4. It has hundreds of customers, 15% of whom have revenue of over $10 billion, and 50% of whom have annual revenue of more than $1 billion.