Ryan Kraai
Enterprise Executive | Strategy, Risk, Operations & Growth | Advisor to CEOs, Boards & Leadership Teams
- Role
- Vice President Shareholder at Alera Group, Inc.
- Location
- Grand Rapids, MI, US
- LinkedIn followers
- 500 followers
About Ryan Kraai
Enterprise executive with experience leading and advising businesses across complex, private equity-backed and founder-led environments. My background spans ownership, P&L accountability, growth, M&A, governance, and cross-functional leadership, with a focus on aligning strategy, operations, people, and risk to drive long-term value creation. I have led a multi-million-dollar operating business, managed team performance and resource allocation, supported successful acquisition and sale processes, and worked closely with senior leadership across finance, HR, legal, and operations to improve execution, profitability, and decision quality. My experience includes advising complex client organizations with multi-entity and international operations, as well as helping leadership teams navigate growth, governance, and enterprise risk. In my current role with Alera Group, I bring an enterprise-wide perspective to strategy, execution, and leadership alignment while leveraging the scale of a national platform. I use AI-enabled tools as part of daily executive workflow to accelerate analysis, improve communication, strengthen decision support, and increase execution efficiency.
Experience
Vice President Shareholder
Jan 2026 — Present · Grand Rapids, MI, US
Enterprise executive advising national, international, and multinational organizations across complex, multi-entity environments.Serve as a trusted advisor to boards, CEOs, and executive leadership teams, helping align strategy, risk, operations, and governance to improve performance, strengthen operating discipline, and support sustainable growth.Bring a cross-functional leadership perspective spanning finance, HR, legal, and operations, with a track record of connecting business priorities, reducing organizational friction, and enabling stronger executive decision-making.Work with complex organizations, including founder-led, family-owned, and private equity-backed businesses, to translate strategic priorities into executable plans and measurable outcomes.Leverage the scale and capabilities of Alera Group to deliver integrated solutions across employee benefits, property & casualty, wealth management, and retirement services, creating coordinated enterprise outcomes that support broader business strategy.Use AI-enabled tools as part of daily executive workflow to accelerate analysis, strengthen communication, improve decision support, and increase execution efficiency.
Education
Grand Valley State University
Bachelor of Science, Business Administration, Management and Operations
2006 — 2011
The National Alliance for Insurance Education and Research
Dynamics of Selling, Advanced Consultative Sales Program
Pacesetter Program
Performance & Sales Development
The National Alliance for Insurance Education and Research
Dynamics of Insurance Sales Management, Executive Leadership & Management Program
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