Winn was CEO of CLR/Fast-Tax from June 1969 until its purchase by Thomson in January 1998. He began assembling the software that led to the formation of RealPage soon after his exit from the tax and accounting business. RealPage sells both on-premise and Web-based applications, but it's the Internet business that has been booming.The company offers both property management applications for the single-family home market and for multi-family rentals.

RealPage reported revenue $140.9 million for the year ended Dec. 31, 2009, a 25.2-percent increased from $112.6 million the prior year. Net income for fiscal 2009 was $28.4 million, compared to a loss of $3.21 in fiscal 2008. However, revenue for the first six months of 2010 was $67.1 million, a drop of 22 percent from $86.2 million for last year's corresponding period. However, RealPage reported slightly more than $2 million in net income for the most recently ended half, compared to a loss of $39,000 a year earlier. The company had gross proceeds of roughly $69.3 million. It intends to use much of that money to pay accumulated dividends on preferred stock.

For 2009, revenue from Internet-based products was $86.2 million up 28.4 percent from $67.1 million in 2008. However for the first half of 2010, revenue for that same category fell to $60.1 million, down 22 percent from $76.9 million