Available Guests

Question it, is a space hosted by two millennial sisters who want to explore the 21st century through in-depth conversations, good laughs, questioning and challenging the norm, and of course sharing our own tea.

Sergeant Major (Retired) Matt Drayton is an Army veteran who has lead and mentored hundreds of men and women. Matt is an author, speaker, voice actor and certified personal trainer. Matt is a leadership expert who has shared his insights with major media outlets though out the world. Matt is currently a contributor at Newsweek via their expert panel.

Michelle Diamond, CEO of Elevate Diamond Strategy, a growth strategy and execution advisory and interim executive firm recognized by Forbes NEXT 1000, Entrepreneur Magazine, Authority Magazine, Thrive Global, CEO Journal, CFO Magazine, Philadelphia Business Journal, and the Interim Association, has 25+ years’ strategy, general management, marketing, finance, go-to-market, audit, M&A, and operations experience. She has strong expertise in helping high growth companies scale, scenario planning, and in developing, evaluating, and implementing diverse, yet innovative growth strategies, strategic plans, and go-to-market initiatives for acceleration and long-term value creation, leading mergers and acquisitions (pre and post), identifying where to invest and then capitalizing on market opportunities through competitive advantage and differentiation, and in turnarounds/ restructuring to optimize costs and overall profitability, for both domestic and global organizations. Michelle is an expert, executive, and entrepreneur who has worked on Board and C-Suite issues for 65 companies ranging from startup, early/growth stage, small/mid-cap, private equity/venture capital, to Fortune 50 in 31+ industries including CIGNA, Colgate-Palmolive, Elsevier, MetLife, Daimler, DEKRA, NRG, and Club Med – to name a few. Her industry experience includes Automotive, Broadcasting (Television & Radio), Cable, Chemical, Consulting, Consumer Products, Dental, Distribution, Education, Electronics Distribution, Energy, Event, Financial Services, Food, Government, Health Insurance, Human Resources, Insurance, Medical Device, Music, Nonprofit, Packaging, Pharmaceutical Distribution, Printing, Private Equity/ Venture Capital, Professional Services, Publishing, Renewable Energy, Retail, Software, Technology, Travel, and Vision. Prior to Elevate Diamond Strategy, Michelle worked for CIGNA, where she was the creator and Head, Competitive Intelligence for the $1B+ Group Insurance Division. Prior to that role, Michelle oversaw CIGNA’s $20M Printing & Distribution business (100+ employees), was Manager of Strategy for Accenture, and in Mergers & Acquisitions and Assurance and Business Advisory Services at Ernst & Young LLP. She also held various financial roles at Colgate-Palmolive Company and Citibank, and was selected for Goldman Sachs and Procter & Gamble camps. Michelle holds an MBA from Duke University, a BS from Morgan State University (Summa Cum Laude), and attended Wharton Executive Education. She is also a nonpracticing Certified Public Accountant (CPA). Michelle is a former Board President of the INROADS Philadelphia Alumni Association, a member of Extraordinary Women on Boards, and has led efforts and volunteered for United Way, March of Dimes, Boys & Girls Club, Big Brothers Big Sisters, and Habitat for Humanity. She was a speaker and facilitator for the United Nations Educational, Scientific, and Cultural Organization (UNESCO) World Logic Day, the Women Presidents’ Organization (WPO), the National Association of Professional Women (NAPW), YearUp, INROADS, and EY, and a growth expert on radio shows Accelerating Your Business™ (creator and host), Executive Leaders Radio, and The Marketing of Business. She is also the author of the book, 10-Step Guide To Creating Your Own Growth Strategy For Your Company. Michelle currently resides in Beverly Hills and enjoys sports, dance, entertaining, and travel.

Podcast engineer and host of the Fantasy Football Hangout and All Things Basketball with GD podcasts providing expert analysis in fantasy football & basketball