
Episode #68
Jennifer Baker on Building Career Momentum Before You Feel Ready
What if the thing holding you back in tech isn’t a lack of skill, but waiting until you feel “ready” to use it? Jennifer Baker joins Tiffany Benitez for a candid conversation about what it actually takes to build influence, credibility, and leadership presence in technology. Her definition of authenticity today? Being “unapologetically competent” without shrinking, overperforming, or pretending to know everything. Jennifer challenges one of the most repeated pieces of career advice: just speak up. Because leadership isn’t always about being the loudest person in the room. Sometimes it’s about asking the question that changes the conversation, making sure overlooked ideas get credit, and knowing when your voice will have the most impact. She also breaks down why networking needs to start earlier, how stretch assignments can completely redirect a career, and why validation, advocacy, and mentorship are three very different things. Her reminder is one worth keeping: “Ready is now about interest, not about permission.” Here are the key takeaways: (2:23) Redefining authenticity as unapologetic competence (5:15) Why networking should start earlier than you think (7:04) When “lean in” stops meaning speak louder (10:07) Supporting women before the mid-career drop-off (15:16) How an “accidental CIO” built career range (19:00) Raise your hand, but protect your reputation (22:02) Spotting invisible bias in the room (25:55) The ponytail comment that never fully disappeared (28:30) Why your boss cannot be your validation system (32:33) Building a 360-degree circle of support (36:43) Grit, grace, and choosing your puzzle pieces If you work in tech and you’re figuring out how to get noticed, grow into leadership, or stop waiting for someone else to open the door, this episode is worth your time. Listen to the full episode and rethink what it means to raise your hand. About Jennifer Baker Jennifer Baker is a transformational technology executive specializing in financial services and enterprise technology. She began her career in HR before stretch assignments led her into technology leadership, a path she describes as becoming an “accidental CIO.” She is also a strong advocate for women in technology, with a leadership philosophy centered on competence, curiosity, growth, grit, and grace. Connect with Jennifer: LinkedIn About Tiffany Benitez Tiffany Benitez leads Data Governance at Compass Group USA, ensuring data quality, integrity, and compliance across all business units. She is passionate about driving data excellence and advancing women in tech and STEM. Connect with Host: Tiffany’s LinkedIn Disclaimer This podcast is for informational purposes only. The content should not be considered professional advice. Listeners are encouraged to consult with professionals regarding specific situations or concerns.

