Gina Lepore
Verified Expert in Coaching
Executive Coach
New York, NY, United States
Toptal member since July 5, 2022
Gina is a trusted partner in transforming people, processes, and technology. With 20+ years of global management experience, she coaches executives and teams to harness strengths, overcome challenges, and achieve breakthrough results. As a founder of MACH4Ventures.com, Gina has guided startups, Fortune 500s, and global organizations. She is certified in change leadership, project management, creative visualization, and executive coaching.
Expertise
- CEO Coaching
- Change Management
- Leadership & Coaching
- Leadership Development
- Learning & Development
- Project Management
- Team Building
- Team Leadership
Work Experience
Senior Project Manager
Amaris Consulting
- Headed cross-functional teams to deliver strategic projects on time and within budget, ensuring alignment with organizational objectives and achieving a 95% satisfaction rate from stakeholders.
- Identified and mitigated critical project risks through proactive planning, reducing potential delays and cost overruns by 20%.
- Served as the primary liaison between stakeholders, facilitating clear communication and alignment, resulting in faster decision-making and improved project outcomes.
- Implemented best practices in project management methodologies such as Agile, Waterfall, and Hybrid, reducing project cycle times by 15% and increasing team productivity.
- Inspired and coached diverse project teams to exceed performance expectations, creating a collaborative culture that enhanced accountability and continuous improvement.
Adjunct Professor
New York University
- Designed and taught courses in information systems, data analytics, and project management, equipping students with practical, data-driven decision-making skills and a global perspective on management challenges.
- Provided personalized career coaching, including job search strategies, interview preparation, and executive presentation skills, resulting in a 25% increase in students securing leadership roles post-graduation.
- Conducted interactive workshops focused on teamwork, strategic communication, and interpersonal skills, enhancing students' professional development and workplace readiness.
- Guided students in crafting and delivering executive presentations, improving their ability to convey complex ideas effectively, as reflected in consistently high course evaluations.
- Integrated global business strategies and intercultural communication techniques into coursework, preparing students to excel in diverse, international business environments.
President
MACH4 Ventures
- Established a leadership coaching and strategic talent consultancy to develop CEOs, executives, and teams, focused on people, process, and tech transformations. Delivered measurable improvements in leadership effectiveness for 50+ global companies.
- Provided one-on-one and team coaching for Fortune 100/500 companies, startups, and NGOs, including The Bank of New York, Pfizer, AFLAC, Alice, and Cambridge Mobile Telematics, driving tangible leadership and organizational performance results.
- Developed customized coaching frameworks and psychometric assessment plans that enhanced executive decision-making and improved team dynamics, resulting in a 20% increase in operational efficiency for client organizations.
- Advised early-stage companies, including Troops.AI, Yipit Data, and AlphaSense, on strategic leadership development, directly contributing to increased investor confidence and accelerated business scaling.
- Created business plans for several startup companies, providing research on market opportunities and marketing demographics, including three-year roadmaps.
- Delivered culture transformation strategies for international firms, improving employee engagement scores by up to 30% within 12 months through targeted coaching and intervention plans.
- Advocated for and implemented cutting-edge psychometric tools, delivering actionable insights that elevated leadership performance and enhanced talent alignment across multiple client projects.
- Built performance management tools for the early-stage startups to promote a culture of continuous evolution and candid feedback.
Interim CXO, Business Development
ODE Holdings
- Led the transformation projects as the interim COO, CRO, CHRO, and CMO to raise talent acquisition and onboarding, public relations, and marketing roles, with their respective KPIs and OKRs to measure success in each discipline.
- Developed a VC strategy to raise startup capital, which was instrumental in a seed round.
- Performed due diligence and integration of the acquired outside company while negotiating terms and working with management teams on both sides to integrate the company in three months.
- Created a pitch deck and participated in several pitch competitions to raise capital.
CAO, Infrastructure Technology
Bridgewater Associates
- Acted as the CAO for the 150-person infrastructure technology, overseeing financial, HR, and project operations, headcount planning, budget, governance, metrics and data analysis, process and system improvements, training, and strategic initiatives.
- Initiated consolidation and improvement to eliminate cross-team redundancy, capitalize on cost efficiencies, and support the business goals while reducing the budget by 38% and headcount by 45% to enable better business-technology alignment.
- Served as the head of executive support from 2014 to 2015, leading teams through the delivery of 24/7 concierge service to support the company's top executives.
- Outsourced a vendor to assume technology functions, including help desk and level 2 support, to provide cost savings and reduce talent acquisition complexity.
- Ran technology transformation projects, including tech hardware, software, and services migrations. Led transformational ways of working (WOW) projects.
COO
Pacific College of Health and Science
- Increased annual revenue consistently between 15% and 20% by expanding into three new revenue-generating programs, including nursing and outsourcing.
- Spearheaded the acquisition and integration of the Swedish Institute, resulting in the college's purchase by a private equity firm specializing in edtech.
- Built a culture of continuous improvement and Lean practices.
Project History
Coaching in Large Financial Services Firm
Spearheaded a transformation by establishing trust-building and transparency initiatives.
I partnered with the head of technology at a large financial services firm to guide a critical transformation within their leadership team.
The group struggled with alignment, communication gaps, and a lack of trust, slowing down decision-making and innovation.
Through a series of structured coaching sessions, trust-building exercises, and transparent dialogue, we created an environment where leaders could openly address challenges, acknowledge blind spots, and strengthen collaboration.
Over time, the team shifted from operating in silos to functioning with greater accountability, transparency, and cohesion—ultimately driving stronger performance and resilience across the organization.
Employee Engagement at European-based Food Firm
Oversaw a multi-functional team to design and deploy a new generation of employee engagement and professional social engagement.
The initiative brought together leaders from HR, communications, IT, and business operations, each with competing priorities and perspectives. By fostering collaboration, aligning on shared goals, and building a clear roadmap, I guided the team through the challenges of adoption, change resistance, and integration.
The result was a seamless rollout that enhanced employee connection and professional networking and strengthened organizational culture. It gave employees new ways to engage, share ideas, and build meaningful relationships across the enterprise.
Leadership Team Coaching
Facilitated dialogue, implemented accountability practices, and provided targeted development, helping teams transition from conflict and silos to clarity and cohesion.
I partnered with the leadership team of a multi-campus university, navigating complex challenges of alignment, communication, and cultural cohesion across diverse locations. Through targeted coaching, structured dialogue, and trust-building exercises, I helped leaders break down silos, clarify shared priorities, and strengthen collaboration.
As the team embraced transparency and accountability, they developed a unified vision that bridged campuses, improved decision-making, and enhanced the student and faculty experience.
This transformation enabled the university to operate with greater agility, consistency, and impact, while equipping its leaders to guide the institution with clarity and confidence across multiple environments.
Education
PhD in Healthcare Administration
Pacific College of Health and Science - San Diego, CA, USA
Master of Business Administration (MBA) in Finance and Entrepreneurial Management
The Wharton School - Philadelphia, USA
Master of Business Administration (MBA) in Advertising and Marketing
Adelphi University - Garden City, NY, USA
Bachelor's Degree in Computer Science
St. John's University - Jamaica, NY, USA
Certifications
Project Management Professional (PMP)
Project Management Institute
Certified Coach
International Coaching Federation (ICF)
Skills
Executive Coaching
CEO Coaching, Team Coaching, Employee Coaching, Personality Assessment
Platforms & Tools
Microsoft Teams
Other
Leadership Development, Learning & Development, Team Building, Coaching, Team Development, Customer Relationship Management (CRM), Change Leadership, Thought Leadership, Leadership & Coaching, Human Resources (HR), Project Management, Change Management, Team Leadership, Career Coaching, Talent Acquisition, Employee Engagement, Social Impact, Smartsheet
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