Our Team

Doug Billings | Owner, President, Realtor®

Before taking my current position, I served as the Vice President of Sales & Marketing at Empire Screen Printing for over nineteen years. I have an extensive background in retail management and grocery/hard-lines distribution, having started my career at the Sparta Wal-Mart. I worked in Wal-Mart stores across Wisconsin and the Upper Peninsula of Michigan. During my time at Empire, I managed a team of over forty sales representatives across the United States and Mexico. I had the privilege of working with a diverse range of clients, including Kwik Trip, Matthews, Best Buy, Igloo, Memphis Grizzlies, Johnson Outdoors, and several Fortune 500 companies.

I have been a Marketing instructor at Western Technical College for twenty years and serve on their Marketing Advisory Committee. Additionally, I’ve served on numerous boards, including the La Crosse Children’s Museum, The National Association of Graphics & Product Identification, La Crosse Oktoberfest, 1st Community Credit Union, and Workforce Connections. My educational background includes studies at Western Technical College, Viterbo University, and UW-Stout.

I was raised in the Sparta area and am a proud graduate of Sparta High School. I’m a husband, father to three, and grandfather to one. In my free time, I enjoy photography, military history, reading, and collecting movies.

 To learn more about me, feel free to visit my LinkedIn profile

Cassandra Douglas | Marketing Director

My love for marketing started back in high school when I took the first marketing class that eventually led me to attend the University of Wisconsin-La Crosse to earn my degree. I love the notion of creating concepts and promoting ideas that people will react to, connect with, and love. I am always open to learning more, helping me grow in my area of expertise, and to open my eyes to new ideas and opportunities that come with being a student to the world around me.

I was born and raised in Wisconsin, I have four siblings (six nieces and nephews) and two lovely parents—I'm the middle child. You have to fight to get what you want in a family of seven! That is where my tenacity comes from. I like to get things done, I like to work hard, and I like a good challenge. Outside of work, you would probably find me spending time with my family and friends, enjoying good food and good drinks! I currently reside in La Crosse with my partner Kaitlyn!

Representing Gerrard-Hoeschler, I am the Committee Chair for the La Crosse Chamber of Commerce Young Professionals, a Board Member on the Onalaska Area Business Association, and Committee Member for the La Crosse Area Builders Home Show!

 Let's connect! 

Melissa Einerwold | Transaction Coordinator & Executive Assistant

After 7 years as a small business owner, I started my journey in the real estate industry in January 22 and the Transaction and Marketing Coordinator. As of this year, I took on a new role as the Assistant to the owner, Doug Billings, along with the Transaction Coordinator.

I love helping people and am committed to making your transaction smooth and your overal experience enjoyable. I was born and raised in the Coulee Region and enjoy sharing everything about our beautiful area. I'm a Mother of 4 children. When I am not at work, you'll find me out on the river, watching my kids sporting evetns, and spending time with my family.

Nancy Gerrard | Broker, Realtor®

I am a La Crosse native and have been a full-time real estate professional since 1982. I was raised in a family with a long, successful history in real estate and development. My father, a local businessman and developer, started Gerrard Realty in 1954. In 1991, I purchased my father’s company and merged it with my partner, Jay Hoeschler, to form Gerrard-Hoeschler Realtors.

Today, I specialize in brokering executive homes and specialty properties. My dedication to real estate is unmatched, and I’ve served on numerous local and state industry boards, including the Wisconsin Real Estate Examining Board and Curriculum Council, the industry's top regulatory body.

Giving back to the Driftless Area is something I take great pride in. I’ve been involved with many local organizations, including HorseSense for Special Riders, the Children's Museum of La Crosse, the Mississippi Valley Conservancy, and the La Crosse Symphony Orchestra. I’m also a founding member of La Crosse’s Shelter Development, Inc.  

As a lifelong La Crosse resident, I bring exceptional insight to every transaction and deeply treasure everything this beautiful region has to offer.

Jay Hoeschler | Broker

A La Crosse native and a third-generation real estate broker and developer, bringing more than 40 years of experience and knowledge to the Driftless Area. As an energetic and dedicated business owner, I’ve had the privilege of being the broker of choice for many major real estate sales throughout the region.

I’ve created numerous award-winning developments and take particular pride in my mixed-use projects, which helped spark the beginning of La Crosse’s downtown revitalization. My redevelopment efforts continue today with the recent opening of a new waterfront housing development in La Crosse.

Over the past 40 years, I’ve served on numerous community boards and have been a founding member of others. In recognition of my commitment to supporting and improving the area, I was honored to be elected to the Board of Directors of the Federal Reserve Region 9, where I proudly served two terms.