
Meet the Leadership Team

A note from our founders.
In our prior roles working in finance and BigLaw, 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 members of our legal network are building around the flexibility of 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 members of our legal network from their past constraints so they can focus on what’s truly important to them.
— Troy and Ben
Leadership Committee

Susan is our Chief of Staff. She is responsible for Corporate Strategic Planning, OKRs, and Leadership Offsites ensuring our Leadership Team and the organization operate efficiently and effectively. Prior to Ontra, Susan was the Product & Engineering Chief of Staff at Zuora and led the Technical Program Management and Quality Engineering departments at Zappos. Susan holds a B.A. in Computer Science from the University of San Diego. Based in Las Vegas, Susan spends her time running, playing soccer, doing puzzles, and driving her kids around to various school functions and soccer practices.

Elizabeth is our Vice President of People Operations and Talent. She is responsible for the recruitment and development of all Ontra employees globally and also oversees people operations, ensuring we are best positioned to continue scaling our culture along with our headcount. Prior to Ontra, Elizabeth held several roles in talent acquisition, including as a legal recruiter for Paul Hastings and Sidley Austin. Elizabeth holds a B.A. from the University of California, Los Angeles. Based in Seattle, Elizabeth enjoys going to local breweries with her husband, daughter, and two black labs.

Jeff is our Chief Operating Officer. He is responsible for leading Customer Success, Business Operations, People, Legal, Finance, Accounting, Tax, and Investor Relations. Jeff was previously Chief Financial Officer and, in that role, helped lead Ontra’s Series A investment with Battery Ventures and Series B investment with Blackstone Growth. Prior to Ontra, Jeff spent 13 years as a private equity investor at H.I.G. Capital, most recently as a Managing Director in the San Francisco office. 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 as well as a B.S. in Business and a B.A. in Psychology from the University of Colorado at Boulder. Based in San Francisco, Jeff enjoys skiing, running, mountain biking, live music, photography, and spending time with his wife and two boys. Jeff is also active in the community, serving most recently as a Board Member and Treasurer for Youth Leadership Institute, a California-based youth development organization.

Miles is our Vice President and General Manager of Insight. He is responsible for driving the strategic direction, product development, and operational excellence within Ontra’s Insight business. Miles was previously a Managing Director in our Contract Automation business. Prior to Ontra, Miles practiced corporate and securities law at Weil Gotshal in London and Simpson Thacher in New York. Miles is an active mentor through Big Brothers Big Sisters, Los Angeles (BBBSLA). Miles holds a J.D. from the University of Chicago and a B.A. from Washington University in St. Louis. Based in Los Angeles, Miles enjoys surfing, skiing, and playing the guitar.

Sayre is our Vice President of Strategy. He is responsible for managing the pricing and profitability of our core business lines, creating and managing our go-to-market offerings, developing new business lines, and special projects. Prior to Ontra, Sayre worked on the investment teams of several hedge funds. Sayre holds an M.B.A. from Stanford University and a B.A. from Pomona College. Based in Dallas, Sayre enjoys rock climbing, hiking, and reading science fiction novels.

Bridget is our Senior Managing Director of Account Management and International Lead. She joined Ontra in 2018 to launch our business in Europe, the Middle East, Africa, and Asia-Pacific, which she is now responsible for leading, in addition to co-leading our Contract Automation account management team. Prior to Ontra, Bridget practiced corporate law at Kirkland & Ellis and Cravath. Bridget holds a J.D. from Georgetown University and a B.A. from Yale University. Based in London, Bridget enjoys cooking, arts and crafts, and country walks with her family and their dog.

Joe is our Vice President of Business Operations and Strategy. He is responsible for driving strategic and operational alignment across our go-to-market functions to maximize efficiency, transparency, and profitability. Prior to Ontra, Joe held a series of operations and strategy roles at Thomson Reuters and Redbox and also practiced commercial litigation at Kirkland & Ellis. Joe holds a J.D. from Harvard Law School and a B.S. in Computer Science from Yale University. Based in Minneapolis, Joe enjoys playing softball, exploring new board games, and cheering on his two kids at sporting events.

Sara is our Vice President of the Legal Network and serves as executive sponsor to the Ontra Womxn’s Network (one of our employee resource groups). She ensures that the hundreds of independent law firms using our software products are thriving and are enabled to deliver exceptional legal service to our customers. Prior to Ontra, Sara managed attorney recruiting and professional development at Paul Hastings. Sara holds an M.A. in Organizational Communication & Development from Emerson College and a B.A. from California State University, Fullerton. Based in San Francisco, Sara enjoys scuba diving, hiking, and taking her dogs to the beach.

Frank is our Vice President and General Manager of Contract Automation and the executive sponsor of Ontra’s Ontrainbow employee resource group. He is responsible for driving strategic direction, product development, and operational excellence within Ontra’s Contract Automation business. Frank was previously our Vice President of Account Management. Prior to Ontra, Frank practiced corporate real estate law at Simpson Thacher. He holds a J.D. from Harvard Law School and a B.B.A. in Finance from Emory University. Based in Rye, New York, Frank is a passionate sports fan and enjoys traveling with his wife and two children.

Megan is our Chief People Officer and the executive sponsor of Ontra’s DEI Council. She is responsible for unlocking Ontra’s growth by creating an ecosystem where talented people can do their best work. Prior to Ontra, Megan was the Chief People and Culture Officer at Smartsheet and also served in leadership roles at MOD Pizza, Outerwall, and Frog Design. Megan holds an M.S. in Organizational Development from the University of San Francisco and a B.S. in Psychology from Seattle Pacific University. Based in Seattle, Megan enjoys many adrenaline-inducing activities, including skiing, climbing mountains, ziplining, and cheering on her daughters from the sidelines of the volleyball court.

Eric is our Senior Vice President of Engineering. He leads all technical functions at the company including software development, AI, quality, infrastructure, security, and IT. Prior to Ontra, Eric spent 10 years at AppFolio, starting as the first Director of Engineering and most recently as Vice President of Engineering for the Investment Management business unit. During his time there, Eric led engineering for many of AppFolio’s most significant efforts, including mobile, embedded payments, Investment Management, and AI. Eric previously spent seven years at Las Cumbres Observatory where he was the Director of Engineering, building the world’s first global network of robotic telescopes. Eric sits on the board of directors for Providence School and has been a director of Sage Trail Alliance. He also serves on the customer advisory boards of various prominent software companies including Vanta. Eric holds an M.S. in Computer Science and a B.S. in Mechanical Engineering from Cal Poly – San Luis Obispo. Based in Santa Barbara, Eric is an avid cyclist and skier, and he enjoys spending time in nature with his wife and two daughters.

Chi is our Vice President of Engineering of Contract Automation. He is responsible for managing the Engineering teams and driving the technical strategy and direction for our Contract Automation product. Prior to Ontra, Chi was the VP of Engineering at Zuora for their Platform Engineering teams where he spearheaded the transformation to microservices architecture. He has also held various leadership roles in software development and engineering at Groupon, Cisco, Netflix, and Oracle. Chi holds a B.S. in Computer Science from San Francisco State University. Based in San Francisco, Chi enjoys hiking, biking, and grilling.

Brian is our Vice President of Sales and the executive sponsor of the Parents-at-Ontra employee resource group. He is responsible for new customer acquisition and growing our existing customer relationships through cross-sales of additional solutions and regional expansion. Prior to Ontra, Brian served as VP and Counsel at Jefferies and practiced corporate law at Simpson Thacher. Brian holds a J.D. from Harvard Law School and a B.A. from Yale University. Based in New York, Brian enjoys reading, spending time with his family and friends, and anything having to do with University of Florida athletics.

Nat is our Chief Product Officer. Nat is responsible for driving our Legal Operating System product strategy, including our Contract Automation, Insight, and Ontra Atlas product suite. In addition, he manages our Strategy and Legal Network teams while overseeing Ontra Synapse, our private markets AI technology. Prior to joining Ontra, Nat spent 14 years at AppFolio, where he led the product organization and served as General Manager and Division CEO of the Investment Management business unit. In these capacities, he was instrumental in growing revenue from $0 to $550M, expanding AppFolio’s customer base to over 20,000 firms, and taking the company public. Nat sits on the board of directors for the UCSB Alumni Association and is a Forbes Business Council member. Nat holds an M.B.A. from Arizona State University and a B.S. in Computer Engineering from the University of California, Santa Barbara. Based in Santa Barbara, Nat enjoys skiing and stand-up paddle boarding with his wife and three children.

Ben is our Co-Founder. Ben serves as executive sponsor to Blontra (one of our employee resource groups) and Ontra’s Legal Aid Alliance program. Previously, Ben served as our Chief Operating Officer. Prior to Ontra, Ben practiced corporate law at Kirkland & Ellis and 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 University. Based in Santa Barbara, Ben enjoys skiing, hiking, running, and spending time with his wife and three kids.

Andy is our Vice President of Finance & Accounting. He is responsible for Finance, Accounting, Tax, and Sourcing & Procurement. Prior to Ontra, Andy worked in commercial banking at JPMorgan Chase and served as an Infantry officer and Ranger in the U.S. Army where he deployed to Afghanistan as a part of Operation Enduring Freedom. Andy holds an M.B.A from the University of Southern California and a B.S. from the United States Military Academy at West Point. Based in Houston, Andy enjoys spending time with his wife at her pub, boating, and baseball.

Troy is our Founder and Chief Executive Officer. He has led the company from inception to becoming the market-leading provider of contract automation and intelligence to the private markets. Ontra now has over 350 employees, offices in North America, Europe, and Asia, and investors such as Blackstone and Battery Ventures. Prior to Ontra, Troy worked in private equity investing at H.I.G. Capital, where he made majority buyout investments in middle-market companies in financial technology and logistics. Earlier, he worked in management consulting at Monitor Deloitte, where he focused on M&A due diligence and integration. Troy is an active mentor through Big Brothers Big Sisters, Los Angeles (BBBSLA). Troy holds a B.A. from New York University. Based in Los Angeles, Troy enjoys sailing, biking, reading, and spending time with his wife and two kids.

Luke is our General Counsel. He is responsible for leading Ontra’s legal team in its mission to increase and protect Ontra’s value by providing creative, actionable, solution-oriented advice on legal, compliance, risk, operational, and strategic matters throughout the company. Prior to Ontra, Luke was a Partner at Kirkland & Ellis focused on commercial, antitrust, and bankruptcy litigation and regulatory investigations for public and private companies, including many private equity firms and their portfolio companies. Earlier in his career, he served as a law clerk to federal appellate and trial court judges in Chicago. Luke also has experience mowing lawns, operating forklifts, and grilling burgers at the world’s largest restaurant chain. He currently serves on the Legal Services Corporation’s Emerging Leaders Council. Luke holds a J.D. from DePaul University and a B.A. from Taylor University. Based in Chicago, Luke enjoys biking, playing tennis, and spending time with his family.

Justin is our Chief Marketing Officer. He is responsible for Growth Marketing, Product Marketing, Public Relations, and Content. Prior to Ontra, Justin served as the Chief Marketing Officer at People.ai, a Vice President of Global Marketing at LinkedIn, and various other leadership positions at Siebel and Oracle. Justin holds an M.B.A. from Harvard Business School and a B.A. from the University of California, Los Angeles. Based in Salt Lake City, Justin enjoys woodworking, mountain biking, skiing, and spending time with his wife and five children.
Board

Paul Morrissey is a Senior Managing Director in Blackstone Growth. Paul is based in London and leads Blackstone Growth in Europe.
Prior to joining Blackstone in 2021, Paul was a partner at Battery Ventures, focusing on later-stage growth equity investments. From 2012 to 2016, Paul was based in Battery’s San Francisco office before moving to London in 2016 to open Battery’s presence in Europe. At Battery Ventures, Paul was involved in Battery portfolio companies including Guardsquare, InCloudCounsel, PageUp, PrimeRevenue, Quinyx, Shippeo, Intacct (acquired by Sage), WebPT (acquired by Warburg Pincus), Gainsight (acquired by Vista Equity Partners) and Nitro (ASX:NTO). Prior to Battery, Paul spent time with Goldman Sachs’ investment-banking division focusing on the technology, media and telecom sectors.
Paul graduated from Stanford University, where he earned a BS in economics and played four years on the varsity men’s tennis team.

Mike is the co-founder of Assurance IQ, a company that makes buying insurance easier for everyone. Before launching Assurance, he was the founding president of Addepar, where he patented technology that models and reports on more than $1.3 trillion in financial assets that the company handles. Then, as a partner at Andreessen Horowitz, he focused on insuretech investments for the $7.5 billion venture capital leader.
He has a bachelor’s degree in Economics and a master’s degree in Management Science and Engineering from Stanford. He is a father of two.

Chelsea focuses on investments in the software and healthcare-IT sectors. She is particularly interested in vertically focused SaaS companies. Chelsea serves on the boards of ContinuumCloud, Curve Dental, Maxio, Ontra (formerly InCloudCounsel), PageUp and Redox, and she is an investor in Honeybook. Her previous investments include Avalara (NYSE: AVLR), Brightree (acquired by ResMed), ClearCare (acquired by Wellsky), Data Innovations (acquired by Roper Industries), Glassdoor (acquired by Recruit Holdings), Groupon (NASDAQ: GRPN), Guidewire (NYSE: GWRE), Intacct (acquired by Sage), Marketo (NASDAQ: MKTO, acquired by Vista Equity Partners), RealPage (NASDAQ: RP) and WebPT (acquired by Warburg Pincus).
In 2013, Chelsea was named to the Forbes Midas “Hot Prospects” list of up-and-coming venture capitalists, and in 2018 she was included on Business Insider’s 23 Top Venture Capitalists in Enterprise Tech list.
Prior to Battery, she was an associate at the private equity firm Key Principal Partners. Earlier in her career, Chelsea was a manager at Accenture, where she led technology and strategy projects. She also has held positions with Merrill Lynch in Hong Kong and with Classified Ventures. She received a BS with honors in chemical engineering from Northwestern University and an MBA from the University of Chicago. She also currently sits on the Northwestern University Engineering School Board. Currently Chelsea serves on the Healthcare Technology Advisory Council for the Cleveland Clinic.

Troy is our Founder and Chief Executive Officer. He has led the company from inception to becoming the market-leading provider of contract automation and intelligence to the private markets. Ontra now has over 350 employees, offices in North America, Europe, and Asia, and investors such as Blackstone and Battery Ventures. Prior to Ontra, Troy worked in private equity investing at H.I.G. Capital, where he made majority buyout investments in middle-market companies in financial technology and logistics. Earlier, he worked in management consulting at Monitor Deloitte, where he focused on M&A due diligence and integration. Troy is an active mentor through Big Brothers Big Sisters, Los Angeles (BBBSLA). Troy holds a B.A. from New York University. Based in Los Angeles, Troy enjoys sailing, biking, reading, and spending time with his wife and two kids.

Ben is our Co-Founder. Ben serves as executive sponsor to Blontra (one of our employee resource groups) and Ontra’s Legal Aid Alliance program. Previously, Ben served as our Chief Operating Officer. Prior to Ontra, Ben practiced corporate law at Kirkland & Ellis and 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 University. Based in Santa Barbara, Ben enjoys skiing, hiking, running, and spending time with his wife and three kids.

Jeff is our Chief Operating Officer. He is responsible for leading Customer Success, Business Operations, People, Legal, Finance, Accounting, Tax, and Investor Relations. Jeff was previously Chief Financial Officer and, in that role, helped lead Ontra’s Series A investment with Battery Ventures and Series B investment with Blackstone Growth. Prior to Ontra, Jeff spent 13 years as a private equity investor at H.I.G. Capital, most recently as a Managing Director in the San Francisco office. 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 as well as a B.S. in Business and a B.A. in Psychology from the University of Colorado at Boulder. Based in San Francisco, Jeff enjoys skiing, running, mountain biking, live music, photography, and spending time with his wife and two boys. Jeff is also active in the community, serving most recently as a Board Member and Treasurer for Youth Leadership Institute, a California-based youth development organization.