Questions: Kindly give our readers an introduction to your business.

Answer: SimpleLaw is a leading legal software platform for lawyers and legal professionals. Our comprehensive suite of tools helps manage your practice more efficiently and effectively. We build the software ourselves, relying very minimally on integrations. We do this to enhance data security and create a more consistent user experience. With features like document automation, case management, task and appointment management, client portal, streamlined intake process, and client communication, SimpleLaw makes it easy to stay organized and on top of legal cases.

Questions: Kindly give us a brief description of yourself.

Answer: SimpleLaw is founded by attorneys who were looking for case management software but couldn’t find an option that worked for them. So they had it built. We are unique in that the company comes from legal professionals who work with tech professionals to build the best software out there, for a reasonable price. Other case management software platforms are tech companies learning the legal space.

Dorothy Radke, Director of Strategy and Communications for SimpleLaw, has an extensive background in understanding markets and how technology can streamline mundane processes. Leveraging her educational background which includes a Masters of Management with concentrations in Marketing and Organizational Behavior with an emphasis in Change Management from Northwestern University Kellogg Graduate School of Business, Dorothy has successfully led produce management, marketing, and change initiatives for organizations delivering technology, services, consumer packaged goods, and law firms.

Questions: What three pieces of advice would you give to budding entrepreneurs?


◦ First, assess the market. Is there a point of difference to your product that is not already available? Does this point of difference matter to your target market? Do the research FIRST.
◦ Second, be prepared to pivot. The path to delivering a really value added product or service is full of ups and downs and sideways. Listen to the market response and adjust.
◦ Third, surround yourself with great people. Sure, expertise is key. But find the group of people who inspire you and you like to be around. There will be many long nights, tough decisions, and plenty of highs and lows.

Questions: What would you say are the top three skills needed to be a successful entrepreneur?


◦ Keeping an open mind. Listen to all ideas. Consider RELIABLE sources information and feedback. Don’t get caught up in group think…
◦ Being a good listener. Active listening, not listening while you are formulating a response. Listen to understand first.
◦ Care for your team. Life is complicated and sometimes, work isn’t the priority. Learn to be flexible. Compensation is FAR more than how much each person is paid.

Questions: How many hours do you work a day on average?

Answer: On average, I’d say 10-12. Some are much longer some are shorter.

Questions: To what do you most attribute your success?

Answer: Tenacity and pivoting.

Questions: How do you go about marketing your business? What has been your most successful form of marketing?

◦ Word of mouth is our most successful. Once people start using the software, they love it. And they tell others.
◦ Bar Associations are key for SL. We gain credibility which clears the first big hurdle.

Answer: We are 100% self funded.

Questions:What is the best way to achieve long-term success?

Answer: Eye on the prize, but the prize can change. Keep a long-term focus while executing in the short-term.

Questions:Where do you see yourself and your business in 5 – 10 years?

Answer: Dominating 😉

Questions: Excluding yours, what company or business do you admire the most?

Answer: Trader Joe’s. The core brand values are seen in EVERY interaction, at EVERY store. A consistent brand delivery that cares. Brilliant. Not just another grocery store.