SaaStr 050: Why All Founders Should Do Sales Until $1m ARR, When Is The Right Team To Hire Your VP of Sales & How To Approach The Hiring Process with Matthew Bellows, Founder @ Yesware

In this episode of The Official SaaStr Podcast, Harry Stebbings interviews Matthew Bellows, the founder of Yesware, about sales strategies and scaling sales teams. Matthew shares his experiences and insights, including the importance of founders personally selling their product to at least $1 million in revenue before hiring a sales team. He discusses the art and science of sales, the common mistakes founders make when building sales teams, and the significance of sales specialization. Matthew also emphasizes the need for a balance between enthusiasm and accountability in sales management, the value of constant feedback, and the importance of a sense of humor in dealing with the challenges of startup sales. He provides advice on improving email open rates, essential sales tools, and what he wishes he knew when he started Yesware, also sharing his framework for dealing with rejection.