Coaching Sessions allow successful Bentley alumni to engage with the student community to share their experiences and wisdom with students in a short but intensive format. Bentley alumni who participate offer a unique perspective drawing on their entrepreneurship journey. Coaching sessions typically focus on a specific aspect (e.g. developing a pitch deck, brainstorming an idea, exploring the angel investing landscape, and others).
Graduate and undergraduate students, staff and recent alumni are invited and attendance is capped at 15 participants. These 90-minute Coaching Sessions are held at The Somers Garage on weekday evenings and consist of a presentation followed by a discussion driven by those in attendance.
Upcoming Spring Coaching Sessions
Arik Levy ’96 Arik Levy is the Founder of Luxer One®, Laundry Locker®, and Drop Locker®, and a pioneer in 24-hour, self-service locker technology. As a serial entrepreneur, he has revolutionized the use of 24-hour, self-service lockers in package delivery and dry-cleaning services. He is also the Managing Partner of Locker One Ventures, serves on the board of EO Sacramento, and actively mentors up-and-coming entrepreneurs.
In this session: Learn from Arik Levy, CEO, Founder & Investor, as he shares some lessons from his entrepreneurial journey. Laundry Locker started as an idea and a few thousand dollars. Over the course of 15 years, the company underwent several pivots and eventually exited as Luxer One for over $100 million. What you think is your great idea will almost always evolve over the years.
James Gilloran is a Partner and Wealth Advisor Corient in Boston, where he helps individuals and families navigate investment strategy and comprehensive financial planning. His areas of focus include retirement planning, charitable giving, and estate planning. Prior to joining Corient, James was a financial advisor at Argent Wealth Management. He holds a B.S. in Economics and Finance from Bentley and is a CERTIFIED FINANCIAL PLANNER™ professional certificant.
In this session: Whether you are just starting to build your business or anything in between, you need to be thinking and functioning at multiple levels. James will discuss architecting the different phases of a business helping entrepreneurs proactively identify, think through, and plan for both the known and unknown of today and tomorrow.
Oleg Popovsky ’05 Oleg Popovsky is a cleantech entrepreneur and strategist with over 15 years of experience in the energy, technology, and infrastructure sectors. He has served as Senior Director of Strategic Commercial Solutions at Enphase Energy, where he led the commercialization of next-gen energy solutions—including solar, storage, and EV integrations—across North America, LATAM, and Europe. Oleg also advises startups and emerging energy companies in strategy, partnerships, and execution, with a focus on infrastructure, energy transition risk, and equitable innovation.
In this session: Oleg shares his journey on navigating timing, risk, and reinvention across startups and public companies alike—and why now is a defining moment for founders and builders tackling the urgent need for clean, reliable, and decentralized energy infrastructure. He’ll present the past 15+ years scaling solutions that make clean, distributed energy more accessible through public companies, new business lines within companies, and new startups—at the frontlines of the global energy transition.
Kurt Strandson
In this session:TBD
Ruby Chan ’00 Ruby Chan MBA Bentley graduate is the founder and CEO of FreshZen Foods, a clean-label Asian sauce brand sold in Whole Foods and TJX/HomeGoods stores nationwide. With over 30 years of marketing experience, Ruby brings deep industry insight to her own brand and is a fierce advocate for women-owned businesses. A mentor for aspiring student entrepreneurs, she’s been featured on WGBH’s Stories from the Stage and partners with Commonwealth Kitchen to support early-stage food brands.
In this session: This session breaks down what it really takes to go from kitchen concept to store shelf. Got a killer family recipe or food idea you can’t stop thinking about? Learn how to bootstrap a food business from the ground up—without connections, capital, or a background in CPG. You’ll walk away with a clear roadmap, insider tips, and the confidence to take your first steps.
Troy Boutelle ’01 MBA ’11 Troy Boutelle is the General Manager and Vice President of Commercial Operations at MeMed, a diagnostics company redefining how infections are diagnosed and treated. He holds both undergraduate and graduate degrees from Bentley University, where he also served as an adjunct professor in Professional Selling. Troy brings over 20 years of commercial leadership experience and a passion for helping the next generation connect business strategy with real-world impact.
In this session: When you think about innovation in healthcare, it’s easy to picture scientists in labs or surgeons in scrubs. But behind every breakthrough is a commercial engine that determines whether that innovation reaches the people who need it. In this session, Troy walks you through the journey of building an entirely new medical device category—and why, at every turn, everything came back to commercial. From strategy to storytelling, the biggest lessons were less about technology and more about traction.
Todd Pavone ’09 is a growth strategist with 20+ years of experience helping startups and large companies build effective sales and go-to-market engines. He has served as a fractional CRO and advisor to B2B founders, specializing in turning early traction into scalable revenue. His experience leading business development at Moloco and Merkle gives him deep insight into what investors look for and how young ventures can position themselves to grow. He brings a practical, founder-focused coaching style to help teams refine their value, test assumptions, and accelerate early sales.
In this session: TBD
Todd Pavone ’92 Todd Pavone is a CIS Bentley alum and a transformative technology executive known for driving innovation, growth, and operational excellence. He has held key leadership roles including co-founder of VCE Corporation, President of Dell Technologies Strategic Partnership organization, and CEO of Virtustream. With deep expertise across strategy, sales, engineering, and services, Todd has a track record of delivering strong ROI and market-defining solutions.
In this session: Todd will focus on lessons learned as co-founder of VCE, a technology company that grew from 0 to 2,000 employees in six years and reached revenues exceeding $2B—making it one of the fastest-growing tech businesses at the time. He’ll also share insights from advising and investing in a startup, highlighting key takeaways from that experience.
Brian Manning is a tech executive, investor, and advisor with a focus on healthcare. He has spent more than 20 years building technology companies, including Bamboo Health, PatientPing, Zocdoc, and Next Jump. He invests in and advises early-stage health technology companies. Focusing on companies where he can add value by providing insights from his personal experience and network.
In this session: TBD
Josh Fuller ’01 As the fourth-generation leader of Fuller Automotive Companies, Josh grew up with an entrepreneurial spirit and passion for the automotive industry. After gaining finance experience at Liberty Mutual, he returned to the family business, quickly mastering sales growth, quality craftsmanship, and customer service. This led him to establish a rental car company, an ADAS calibration company, and venture into commercial and residential real estate investments. He serves as the CEO of both Fuller Collision Group and ADAS Diagnostic Solutions, leading a dedicated team.
In this session: Josh returns to Bentley to share his path from finance graduate to fourth-generation entrepreneur. After starting in corporate finance at Liberty Mutual, he made a bold pivot into the family business, leading its towing and collision repair divisions. Through real-world lessons, he reveals how building culture, empowering people, and leaning into discomfort have fueled sustainable growth. Josh’s journey blends rolling with the punches and thinking ahead—pushing boundaries while respecting where he came from, and showing how legacy leadership can evolve without losing its roots.
Harrison Levitsky
In this session: TBD
Past Events
| Date | Topic | Coach |
|---|---|---|
| November 18, 2025 | Entity Selection and Early Stage Tax Considerations | Lisa Willauer |
| November 12, 2025 | You Are the Startup: Navigating a Nonlinear Career with Founder Instincts | Cody Aguirre Clearwater |
| November 5, 2025 | Selling to the C-Suite: Make your pitch land when engaging with the C-Suite | Dean Cimini |
| November 4, 2025 | Raising Capital from VCs | Todd Forrest |
| October 28, 2025 | My Road In Commercial Real Estate | Cyrus Sakhai |
| October 21, 2025 | From Tactile Perception to Product Innovation: Designing with the Senses | Mounia Ziat |
| September 24, 2025 | Build a Significant & Valuable Business | Matt Wizeman |
| September 17, 2025 | CEO Not Required: Building Big Impact Without the Title | Courtney Woronka |
| September 16,2025 | The Opportunities & Challenges of Starting a Blockchain Company | Sol Nasisi |
| September 10, 2025 | Raising Capital for Your Startup: “The do’s and do not’s” | Riley Rogers |
| April 15, 2025 | Skip the Startup: How Acquiring a Business Can Fast-Track Success | Devin McGrath |
| April 9, 2025 | Wearing Many Hats: Lessons from a CFO/COO in Boston's Tech Scene | Stephen Gregorio |
| April 2, 2025 | From Corporate Leader to Entrepreneur | Marc-Olivier Zwicky |
| March 25, 2025 | Beyond the Big Idea: Building Businesses with Labor and Capital | Doug Adams |
| March 19, 2025 | Scaling Across Different Sectors | Damien Stile |
| February 11, 2025 | My Road in Commercial Real Estate | Cyrus Sakhai |
| Janurary 30, 2025 | Starting a Business with an Idea and No Money | Phillip Mastroianni |
| Date | Topic | Coach |
|---|---|---|
| November 12, 2024 | What is purposeful selling? | Chris Tardiff |
| November 6, 2024 | Never Stop Moving: an Entrepreneur’s Approach to Firing Up your Life | Sheri Saperstein |
| October 23, 2024 | Building a Unicorn: The road less traveled | Debbie Millin |
| September 24, 2024 | How to Run a Successful E-Commerce Business | Bhargav Shah |
| September, 17 2024 | Building and Scaling Startups: Insights from Entrepreneur and Venture Investor | Sergei Revzin |
| April 17, 2024 | Building a Product-Led Culture | Ed Gaudet |
| April 9, 2024 | Journey in Commercial Real-estate | Cyrus Sakhai |
| March 26, 2024 | From Bentley to Harrods | David Mintz |
| March 20, 2024 | Family Entrepreneurship and Independence Beyond | Luis "Lucho"Noboa |
| March 19, 2024 | Being a Loan Officer and Mortgage Broker | Shant Banosian |
| March 6, 2024 | From College Learning to the Business Sphere | Ira Bornstein |
| February 27, 2024 | Mastering Self-Introduction, Pitching Ideas, and Asking Great Questions | Garren Hilow |
| Date | Topic | Coach |
|---|---|---|
| November 29, 2023 | The Misunderstood Realm of Productivity | Oleg Popovsky |
| November 15, 2023 | Raising Capital - Exploring Alternative Approaches to Financing | Todd Forrest |
| November 2, 2023 | How to be a Startup in the age of ChatGPT | Sree Sundaram, Mike Sternberg & Andrew Wolff |
| October 25, 2023 | High Tech Finance/Accounting, Software, and Revenue Recognition | Jim Kelliher |
| September 27, 2023 | The Disciplined Entrepreneur | Paul Cheek |