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Tyler Cobb started their career at UPS as a Supervisor and then transitioned to become a Finance Specialist. Tyler later became a Finance Supervisor before leaving the company. After UPS, Tyler joined Washington Mutual Bank as a Senior Financial Analyst, where they were responsible for financial planning, forecasting, and analysis for the Home Loans division. In 2008, Tyler joined Microsoft as a Group Manager in Mergers and Acquisitions (M&A), where they worked closely with business leaders to guide strategic investments through acquisitions, divestitures, and partnerships. Tyler developed financial models to forecast the financial impact of strategic initiatives and conducted risk assessments for investment decisions. Since 2018, Tyler has been working at Porch Group as the Head of Corporate Development, leading corporate development efforts across all Porch Group companies. Tyler is responsible for building relationships with home services companies and providing moving concierge services to homebuyers.

Tyler Cobb has an MBA degree from the University of Washington - Michael G. Foster School of Business. Tyler also holds a B.A. degree in Finance & Information Systems from the same university.