Meet the leadership team

A note from the founders.

In our prior roles working in finance and Big Law, we saw firsthand the constraints that high-volume legal work can impose on companies. The established approaches to handling recurring agreements – using internal resources or outsourcing them to traditional law firms – each possess drawbacks that can negatively impact employee focus, quality of work, and your bottom line.

We quickly realized that by combining a unique labor model with best-in-class technology, we could create an end-to-end solution that frees companies from those constraints. This led us to start Ontra (formerly InCloudCounsel). Now, we’re helping some of the world’s leading companies to automate and enhance the delivery and management of their routine legal services.

Our labor model also enables top-tier corporate lawyers to design a life and legal practice unencumbered by traditional employment, geographic restrictions, and administrative burdens. Nothing makes us happier than to hear about the inspiring lives our lawyer partners are building around their partnership with Ontra. We have the great pleasure of supporting lawyers who are running nonprofits, writing children’s books, building small businesses, teaching college classes, and serving their community in local government.

Ultimately, we’re on one mission: to free our valued customers and lawyer partners from their past constraints so they can focus on what’s truly important to them.

Troy, Ben, and Lane

C-Suite

Troy is the Founder and CEO of Ontra. Prior to Ontra, Troy worked in private equity investing at H.I.G. Capital. Earlier, he worked in management consulting at Monitor Deloitte. Troy holds a B.A. from New York University. In his spare time, Troy enjoys sailing, biking, reading, and spending time with his family.

Ben is Co-Founder and COO of Ontra. Prior to Ontra, Ben practiced corporate law at Kirkland & Ellis. Earlier, Ben taught English-as-a-Second-Language at Belmont-Cragin in Chicago. Ben holds a J.D. from Harvard Law School and a B.A. from Yale. In his spare time, Ben enjoys skiing, hiking, and road biking.

Lane is Co-Founder and CTO of Ontra. Prior to Ontra, Lane was the VP of Engineering at Uversity. Earlier, he worked as an engineer at Open Systems International. Lane holds a B.S. in Computer Science from the University of Minnesota. In his spare time, Lane enjoys photography, flow arts, and being immersed in nature.

Jeff is the CFO of Ontra. Prior to Ontra, Jeff was a Managing Director at H.I.G. Capital in San Francisco. Earlier, Jeff worked in technology investment banking at J.P. Morgan and product management at Salesforce.com. Jeff holds an M.B.A. from Harvard Business School and undergraduate degrees in business and psychology from the University of Colorado. Outside of work, Jeff enjoys skiing, mountain biking, live music, photography, and spending time with his wife and two boys.

Management Team

Elizabeth is the VP of Talent at Ontra. Prior to Ontra, Elizabeth was responsible for attorney recruitment at both Paul Hastings LLP and Sidley Austin LLP. She also spent two years living and working in Shanghai. Elizabeth holds a B.A. from UCLA. In her spare time, Elizabeth enjoys going to breweries with her dogs Growler and Boo.

Gerry is the Principal Engineer at Ontra. Prior to Ontra, Gerry was the CTO at Uversity. Earlier, he worked as an analyst and developer at Epic. Gerry holds a B.S. in Computer Science and Mathematics from the University of Minnesota. In his spare time, Gerry enjoys watching esports and going to musicals.

Kathryn is a Managing Director at Ontra. Prior to Ontra, she practiced corporate law at Andrews Kurth (now Hunton Andrews Kurth) and Greenberg Traurig and ultimately opened her own transactional practice. Kathryn holds a J.D. from Harvard Law School and a B.S. from the University of Southern California. Outside of the office, Kathryn enjoys live music, cooking, California road trips, and listening to podcasts.

Miles is the VP / GM of Insight at Ontra. Prior to Ontra, Miles practiced corporate and securities law at Weil Gotshal in London and Simpson Thacher in New York. Miles holds a J.D. from the University of Chicago and a B.A. from Washington University in St. Louis. In his spare time, Miles enjoys surfing, songwriting and playing the guitar.

Natasha is a Managing Director at Ontra. Prior to Ontra, Natasha practiced corporate law at Paul Hastings LLP. Earlier, she worked in risk management at Marsh USA. Natasha holds a J.D. from the University of Southern California, an M.B.A. from INSEAD and a B.A. and B.B.A. from the University of Georgia. In her spare time, Natasha enjoys traveling, hiking, yoga, and scuba diving.

Sayre is the VP of Strategy at Ontra. Prior to joining the firm, he worked on the investment team at Thunderbird Partners, a hedge fund based in London. Earlier, he worked on the investment teams of several different hedge funds and at J.P. Morgan in the investment banking division. He holds an M.B.A. from Stanford University and a B.A. from Pomona College. In his spare time, Sayre enjoys rock climbing, skiing, and reading science fiction novels.

Jon is based in Singapore, where he manages the company’s relationships with its APAC-based clients. Jon holds a J.D. from New York University School of Law and a B.A. in mathematics from the University of Alaska Anchorage. Prior to joining Ontra, Jon spent over 10 years as a practicing corporate lawyer across Singapore, London, and New York, most recently as a partner in the capital markets practice of an international law firm.

Bridget is a Managing Director at Ontra. Prior to Ontra, Bridget practiced corporate and capital markets law at Kirkland & Ellis and Cravath. Bridget holds a J.D. from Georgetown and a B.A. from Yale. In her spare time, Bridget enjoys cooking, arts and crafts, and country walks with her dog.

Sara is the VP of Legal Partnerships at Ontra. Prior to Ontra, Sara managed attorney recruiting and professional development at Paul Hastings LLP. Sara holds an M.A. in Organizational Communication & Development from Emerson College. Sara enjoys scuba diving and taking her dogs to the beach.

Frank is VP of Account Management at Ontra. Prior to Ontra, Frank practiced corporate real estate law at Simpson Thacher & Bartlett LLP. Frank holds a J.D. from Harvard Law School and a B.B.A. from Emory University’s Goizueta Business School. Frank is a passionate sports fan and marathon runner.

Jeff is the Managing Director, New Markets at Ontra. Prior to Ontra, Jeff practiced corporate law at Simpson Thacher & Bartlett LLP. Jeff holds a J.D. from Georgetown University Law Center and a B.A. from the University of Wisconsin-Madison. Outside of the office, you can find Jeff outdoors, usually skiing or hiking. Jeff speaks English and Spanish, and is attempting to learn French.

Brian is the VP of Sales at Ontra. Prior to Ontra, Brian practiced corporate law at Simpson Thacher & Bartlett LLP, served as VP and Counsel at Jefferies, and was Senior Counsel of a leading financial technology company. Brian holds a J.D. from Harvard and a B.A. from Yale. Outside of work, Brian enjoys reading, traveling, and spending time with his family and friends.

Andy is the VP of Finance & Strategy at Ontra. Prior to Ontra, Andy worked in commercial banking at JPMorgan Chase. Earlier, he served as an infantry officer in the U.S. Army. Andy holds a B.S. from the United States Military Academy at West Point. Andy enjoys boating, snowboarding, and craft beer.

Josh is a Managing Director at Ontra. Prior to Ontra, Josh practiced corporate and securities law at Covington & Burling and Greenberg Traurig. Josh holds a J.D. from Brooklyn Law School and a B.A. from the University of Maryland. Outside of work, Josh enjoys basketball, live music, international travel and spending time with his wife and two kids.

Luke Ruse is the General Counsel of Ontra. Before joining Ontra, Luke was a Partner at Kirkland & Ellis LLP, focused on commercial and bankruptcy litigation and regulatory investigations.

Luke started his career clerking for the U.S. Court of Appeals for the Seventh Circuit and the U.S. District Court for the N.D. Illinois.

Hadayat is the Director of Machine Learning at Ontra. Prior to Ontra, Hadayat worked on space exploration robots at NASA, published papers in quantum computing at the United States Department of Energy, and engineered DNA sequencing software at a biotech startup. Hadayat holds a B.S. in Physics from Georgia Southern University. Outside of work, Hadayat enjoys nature, rock climbing, and snowboarding.

Nani is the VP of Marketing at Ontra. Prior to this role, she worked at Demandbase in a number of different functions, including Product Marketing, Demand Generation, and Marketing Operations. Nani holds a B.A. in Environmental Studies from the University of Pennsylvania. Outside of work, Nani is a marathon runner, huge sports fan, and cheese aficionado.

Mitch is the VP of Product at Ontra. Prior to Ontra, Mitch was the Director of Product at Doximity. Mitch holds a J.D. from the University of Southern California and a B.S. from Stanford in Symbolic Systems – a mix of computer science, cognitive science, AI, and human-computer interaction. In his spare time, Mitch enjoys surfing, snowboarding, and yoga.

Randi Lynn is a Managing Director, Sales at Ontra. Prior to Ontra, Randi Lynn practiced corporate law at Simpson Thacher & Bartlett LLP. Randi Lynn holds a J.D. from The University of Pennsylvania Law School and a B.A. from The College of New Jersey. Outside of the office, you can find Randi Lynn hiking with her dog, Clyde, baking banana bread, or reading in the park.

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