Coaching Sessions

Coach bio: Mike Fay is a Senior Advisor and former Chief Strategy Officer at ArkMalibu. His background includes serving as Global Head of Integrated Risk Management at Meta, an Executive Committee Member and Risk Committee Chair at State Street Global Advisors, and more than 20 years at Deloitte. As a Principal at Deloitte, he held numerous industry and client service leadership roles and served on partner admission, strategy, marketing, and finance committees.

Session description: Reinvention can create opportunities for personal and professional growth. In this session, Mike shares how embracing and responding to change helped him build a successful career. He reflects on the roles of good fortune, mentors, mentees, family, and friends in navigating uncertainty and shaping his professional journey. 

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Coach bio: Casey White ’14 is Co-Founder and Co-CEO of Jaju Pierogi, a women-owned and women-led Massachusetts company selling premium Polish dumplings in more than 3,000 grocery stores nationwide. Following two years as a Sales Operations Manager in consulting, Casey has led Jaju’s operations and finance since 2016, building its co-manufacturing partnerships and growth infrastructure. Jaju is celebrating its 10th anniversary in 2026.

Session description: Building a business involves difficult decisions, financial challenges, and opportunities that may not be as promising as they first appear. Drawing on her experience growing Jaju Pierogi, Casey shares lessons on managing cash flow, entering major retail, navigating growth, and knowing when to say “not yet.” She also offers a behind-the-scenes look at Jaju’s Shark Tank experience.

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Coach bio: Phil Ayoub runs The Forthcraft Group, a growth strategy and innovation advisory practice, and is an investor and board member. He spent more than a decade at Deloitte, including in Doblin, Deloitte’s design innovation practice, and previously worked in futurist design groups at Boeing, Intel, Steelcase, and others. He helps founders and Fortune 500 leaders take new ventures from idea to market. Phil holds a Ph.D. from Penn State and two U.S. patents, and his work has won Gold Clio and Silver Anthem awards.

Session description: Most founders focus on what they’re building, but successful ventures often innovate beyond the product—in how they make money, reach customers, and shape the customer experience. Drawing on Doblin’s Ten Types of Innovation framework, Phil shares real stories from launching ventures with startups and Fortune 500 companies, ranging from digital health platforms to pet treats and life insurance.

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Coach bio: Cyrus Sakhai ’92 is Co-Founder and Principal of Sovereign Partners, where he oversees strategic direction and operations. With more than 20 years of experience, he has invested in over 20 million square feet of commercial and residential properties across the United States, specializing in acquisitions, financing, and redevelopment.

Session description: Cyrus shares his journey in commercial real estate, which began at age 19 managing properties and overseeing investments nationwide. Drawing on his experience acquiring, financing, and repositioning office, retail, and residential properties, he offers insights into navigating market shifts, capital improvements, and investment strategies while building a career in real estate.

Coach bio: Isaac Garcia Dale is Founder and President of North Point Associates, a research and investigations business providing management diligence and human-intelligence services to private investors, corporations, and political issue campaigns. He began his career at Bain Capital and later worked in political opposition research and as a white-collar defense and investigations attorney. He holds a BS from Bentley and a JD from Suffolk University Law School.

Session description: Many entrepreneurs begin in conventional careers, where curiosity and industry experience help them discover problems to  solve and unmet opportunities. This session explores how to approach an early career with future entrepreneurship in mind. Isaac shares his path from a conventional career to building a successful business, along with lessons from his experience.

Coach bio: James Murphy ’92 is a residential real estate investor, landlord, and REALTOR® with Fathom Realty serving Greater Boston. He brings nearly 30 years of corporate finance experience, including senior leadership roles at multinational companies, and has been investing in residential real estate since 1996.

Session description: Rising home prices and student debt have convinced many young adults that homeownership is out of reach. This session challenges that assumption by exploring creative paths to buying a first property, including down-payment assistance, house hacking, co-purchasing, multifamily properties, and using rental income to offset costs. Participants explore the opportunities, risks, and tradeoffs of each approach and consider whether buying fits their goals after graduation.