Ep30 Bob Brogan — Road Warrior to Business Architect: 40 Years of Transforming Companies

"Bob Brogan joins us in the Sky Lounge to share his journey as Managing Partner at TechCXO for the Great Lakes Region. He pulls back the curtain on four decades in operations, IT, consulting, and strategy—including the story behind an incredible $100 million exit. From his family's surprising connection to the Chicago Bears to what really makes a business investable, this conversation delivers wisdom that's been battle-tested through multiple economic cycles.ABOUT OUR GUEST: Value Creation Expert-My outcomes and deliverables-Led numerous Buy/Sell-side Transactions totaling > $250M-Enabled Revenue, GM & EBITDA Growth synchronously as CFO.-Delivered multi-million $ CF improvements for companies-Automated key functions to reduce cycle times & drive GM performanceMy style and attributes-Collaborative & Mentor-Versatile-Passionate-Player/Coach -Team Builder-Simplifying the Complex-Integrity MattersMy background-35 years in business - variety of C-Level leadership roles-Operational & Financial Leader with $5.0M-$100M in Revenue -Strategic Advisor for Private, VC & PE portfolio companies-Track record of delivering EBITDA & CF Improvement-Enable Strategic Metrics for all levels of the Organization -Deep expertise in Enterprise SaaS, Recurring Rev. Services & Supply Chain-Transaction Readiness & Exit SupportMy top 5 areas of expertise-Strategy Definition & Execution (Enterprise Alignment)-Financial Performance Improvement (KPI, Metrics, etc.)-Executive & Board Reporting (Visibility, Forecast, Actuals)-Transaction Readiness & Execution-Finance & Accounting StandardizationWhat is THE SKY LOUNGE?Tales from the Sky Lounge takes you on a journey through business, consulting, and venture investing, hearing stories from the entrepreneurs, consultants, and investors shaping these industries.ABOUT OUR HOST:Todd Merrill is an experienced software executive who typically assists clients as a fractional or interim CTO and CiSO as a partner at TechCXO.He has served in a series of companies as a C-Level executive focused on leveraging the Cloud to bring SaaS offerings to market. As an entrepreneur, turn-around expert, technology and product leader, and mentor, Todd has held full corporate P&L and product development responsibilities and directed diverse international teams of Engineering Managers, Mobile Architects, Developers, Dev Ops, QA, and Customer Success professionals.Subscribe and turn on notifications to listen to new episodes as they launch!YouTube: https://www.youtube.com/playlist?list=PLfeCS-Varb4gu2uCwyRTXWWEdP676Huh6Spotify: https://open.spotify.com/show/6jz6ubcaUZ20Xh8TXhwzENApple: https://podcasts.apple.com/us/podcast/tales-from-the-sky-lounge/id1730134658Amazon: https://music.amazon.com/podcasts/4ba289a5-0d33-4589-95c7-83416731a864/tales-from-the-sky-loungeFollow Tales From The SkyLounge on Social MediaX/Twitter: https://x.com/TFTSkyLoungeInstagram: https://www.instagram.com/tftskylounge/Learn more about TechCXO: https://www.techcxo.com/Production/Design: James LiebmanMusic: Soundstripe/Cody Martin-Sunrise"