Rob MacMillan joined the Castlewood team in 2016, having worked on numerous projects with David Tolliver – both as a principal and a consultant – for over a decade.
Mr. MacMillan has successfully developed, managed and sold several of the world’s most unique and spectacular visual media projects – integrating real estate, technology and digital media.
In these roles, Rob has partnered with a wide range of clients across industries, including The Durst Organization, Posterscope, Daktronics, Panasonic, Columbia University and the English Premier League. He has led projects and consulting engagements throughout the world -- from New York, Shanghai and Istanbul, to London, Moscow and Stockholm.
Mr. MacMillan’s work for investor and private equity groups has ranged widely: from designing the business plan for a location-based digital advertising network throughout a regional transportation system, to restructuring a Russian digital OOH media company – a project which entailed establishing new China-based manufacturing partners, and integrating new media management and advertising sales processes for 200+ screens across seven time zones.
In partnership with the Durst Organization in New York City, Mr. MacMillan developed the iconic “Lion King” sign at the top of the Conde Nast Building in Times Square. He later re-purposed the site as the centerpiece to “Operation New Year’s Eve,” a multi-media campaign where text messages in support of American troops were aggregated onto the sign, and then images of the sign with these scrolling messages – in situ, on the New York skyline – were streamed live on the web to service men and women in Iraq and Afghanistan.
Before his work as a consultant and entrepreneur in the OOH space, Mr. MacMillan was a principal with the Totius Group, an intellectual property brokerage and consultancy – which was the first private firm contracted to advise on and broker Columbia University’s vast intellectual property portfolio.
Prior to these positions, Mr. MacMillan worked as a management consultant at Monitor Group, after the company he founded -- developing platforms for micro-finance applications in the developing world -- was acquired by Monitor.
Mr. MacMillan started his professional career in the commercial real estate industry, heading the New Media and Technology Group for Grubb and Ellis in New York City.
Rob has served on the Board of Advisors for Array of Hope, a faithbased media ministry, and as the President of the Board of the St. John School in Orange, NJ. Mr. MacMillan holds a Masters degree from Harvard University, a Bachelors degree from Tufts University, and is a veteran of the US Army Reserve.