Why the Devil Emails at Midnight

Alexa Steinberg is a corporate and M&A attorney who works with founders and growing consumer brands on the legal side of building, scaling, and eventually selling a business.In this episode, Alexa and Nikki talk about the things founders often overlook until they become expensive problems, from how a company is structured to the agreements, governance, and relationships that can shape its future. They also get into what makes a business ready for an acquisition, the legal challenges facing creator-led brands, and why good legal advice should be part of the growth strategy, not just something you call when there’s a problem.

Julie Halloran is the Executive Global Creative Director at VistaPrint, leading creative teams across a global brand and finding new ways to make big ideas feel relevant to the people they’re meant to reach.In this episode, Julie and Nikki explore what happens when AI and human creativity work side by side. They talk about VistaPrint’s “Print Your Possible” platform, the “Meaning + Moment” philosophy behind the work, and how data can help creative teams make smarter, more personalized decisions.Julie also pulls back the curtain on the Atoms Library and the agentic AI workflows helping VistaPrint create content at scale, and shares the thinking behind taking a global campaign to the FIFA World Cup.

There comes a point when “I’ll figure it out later” stops being a financial strategy. Spenser Liszt is a holistic financial life planner and founder of Motif Planning who helps busy parents become financial adults and make their money work for the life they actually want.In this episode, we talk about what financial adulthood really looks like, from understanding your cash flow and preparing for major life transitions to navigating investments, taxes, insurance, retirement, and the financial decisions that come with raising a family. Spenser also shares his own unconventional path into financial planning, starting with just $67 to his name as a touring musician.

Shayla Smith is a Chief Operating Officer with experience leading across operations, HR, recruiting, IT, finance, and client services. Her career has taken her through leadership roles in law, wealth management, and corporate environments, giving her a unique perspective on what it really takes to keep an organization moving.In this episode, Shayla and Nikki go behind the C-suite title to talk about the work that happens when no one is watching, the decisions, people, systems, and relationships that keep a business running. They explore what it means to navigate power structures as a minority woman, advocate for yourself in rooms where decisions are made, and balance the demands of executive leadership with motherhood. It's a conversation about the work behind leadership, the realities of being seen and heard, and building a career without leaving the rest of your life behind.

Alexander Smith has built a LinkedIn community of almost 70,000 followers by sharing his perspective on careers, content, and professional life. He's also a published author whose writing has appeared in HuffPost and USA Today.In this episode, Alexander and Nikki explore how to make LinkedIn more authentic and less performative. They discuss finding your voice, creating content that feels natural, building a genuine network, and why your personal brand doesn't have to look like everyone else's.

Gigi Robinson is a keynote speaker, bestselling author, creator economy strategist, and chronic illness advocate. Featured by Forbes, The TODAY Show, NBC, and more, she helps creators and organizations navigate the rapidly evolving digital landscape.In this episode, Gigi and Nikki explore how the creator economy is changing the way people build careers and businesses. They discuss creator etiquette, the opportunities AI is creating, and what it takes to build a sustainable business in an increasingly digital world.

Mita Mallick is a two-time bestselling author and corporate changemaker on a mission to fix what's broken in today's workplaces. Drawing from decades of leadership experience in both marketing and HR, she helps organizations rethink what great leadership really looks like.In this episode, Mita and Nikki unpack the habits that create bad bosses, why toxic leadership often develops over time, and what good leaders can learn from difficult workplace experiences. They also discuss the power of community, and how Mita's LinkedIn audience helped turn her latest book into a bestseller.

Tameka Bazile has spent years helping brands grow while building a recognizable brand of her own. Through content, strategy, and community-building, she's become a trusted voice on career growth and entrepreneurship.In this episode, Tameka and Nikki discuss how professionals can build a personal brand within a corporate environment. They explore visibility, authenticity, and why creating a reputation that follows you, not just your employer, can be one of the most valuable investments in your career.

Chris Koehler brings 25 years of experience across marketing, sales, and product, giving him a unique perspective on how organizations grow and adapt to change.In this episode, Chris and Nikki explore what happens when AI becomes part of the marketing team. They discuss how AI is reshaping roles, workflows, and team structures, as well as the new skills marketers need to stay relevant. They also dive into the growing reality of creating content for both human audiences and the AI systems that increasingly influence how information is discovered.

Hailey Felt is a marketing and brand management professional with experience leading international projects across French and English markets. At MagicPost, a France-based SaaS company, she works across bilingual campaigns, influencer partnerships, and cross-channel content strategy.In this episode, Hailey and Nikki talk about how a French immersion program at age five sparked Hailey’s curiosity about the world, and how that curiosity eventually shaped her career in international marketing. They explore global experiences, creative growth, and building a career fueled by both ambition and adventure.