After the First Million

Matt Tait
After the First Million

This is your destination for feeling empowered in building your business. These are the real, raw stories of entrepreneurs and business owners who have built their businesses through the messy middle of $1-20 Million, hosted by serial entrepreneur Matt Tait. Matt knows what it’s like to scale past the first million, and on this show he’ll be bringing on other serial entrepreneurs and business owners who have been there, done that (or, are currently in it) to share what’s worked, what hasn’t, and what’s next.

  1. 1 DAY AGO

    Leading as your authentic self with Adam Weber

    Authentic leadership involves balancing composure with vulnerability. Like all founders, Adam Weber started out as a “clunky” leader, unsure of what strategies to use to rally his team. From his experience co-founding Bluebridge and Emplify (which was acquired by 15Five), Adam shares his growth as an executive, the challenges of building a transparent culture, and how coaching has profoundly impacted both his personal and professional life. Tune in to hear how Adam's journey led him to discover a passion for executive coaching and his secrets to staying resilient through the ups and downs of business. In this episode, you’ll learn: Lead Authentically for Real Impact: Authenticity in leadership isn’t just a buzzword; it’s transformative. When you lead as your authentic self, it drives genuine team performance and a thriving culture. Remember, your realness is your greatest asset—use it!Culture Building in Remote Teams: Growing a company remotely comes with its own set of complexities, especially when it comes to establishing a strong culture. Transparency and intentionality are your secret weapons. Clearly communicate your vision and values so your team feels united even while dispersed.Scalable Success Without Losing Vision: Growth can feel like navigating a minefield, but maintaining scalable processes while keeping sight of your original vision is pivotal. Prioritize structures that grow with you; let’s turn your dreams into sustainable realities.Jump into the conversation: (00:00) Meet Adam (04:44) The birth of Bluebridge (11:55) Transition to Emplify (16:05) Building a culture company (24:20) The importance of authentic leadership (29:07) The role of peer groups and coaches (36:44) Making and socializing decisions (39:46) Balancing work and family life

    42 min
  2. OCT 16

    The art of evolution and calculated risk with Sharon Rechter

    Entrepreneurs never back down from challenges. We embrace it.  In this episode, Sharon Rechter shares her challenging journey of starting her own cable network, First Media, while being dyslexic. Throughout our conversation, you’ll notice the prevalent theme of evolving as a company and adapting to change. Sharon shares lessons learned, like embracing failure to foster creativity and the critical concept of "calculated crazy." Stay tuned as we uncover the resilience, humility, and tactical planning that have driven Sharon's remarkable success. In this episode, you’ll learn: Adapt and Thrive with AI: Sharon highlights how AI is revolutionizing creative industries. By evolving your skills and learning to collaborate with AI, you can stay ahead of the curve and drive innovation in your field.Calculated Crazy Equals Winning Strategy: Want to succeed without going off the deep end? Embrace Sharon’s notion of "calculated crazy" — chasing ambitious, scalable, and profitable ideas without getting lost in the fun and excitement.Resilience Fuels Creativity: Struggling with setbacks? Mourn your losses for 24 hours, then bounce back stronger. Sharon’s story shows that overcoming failure sparks unparalleled creativity and innovation. Jump into the conversation: 00:00 Meet Sharon02:14 Creative problem-solving with dyslexia 05:43 Launching a new cable network12:26 Embracing change and humility18:59 The role of failure in success22:03 Follow the money34:10 Evolving with the market43:10 Harnessing your unique power in business

    27 min
  3. OCT 2

    Building up a community while growing a company with Sims Foster

    Success in entrepreneurship often stems from having a strong 'why’. For Sims Foster, his deep connection with his hometown drove him forward. In this episode, Sims opens up about his entrepreneurial journey, from selling door-to-door as a kid to managing Foster Supply Hospitality with his wife. He shares insights on balancing a day job while growing a business and how they survived the global pandemic as a hospitality organization.Learn how Sims's unwavering commitment to his community has guided his business ventures and how he is giving back through his nonprofit, A Single Bite. In this episode, you’ll learn:Passion Fuels Success: Staying connected to your ‘why’ makes it easier to navigate challenges with purpose and enthusiasm. When you care about your business’s mission and impact, that strong sense of purpose helps you overcome obstacles and keep you motivated during tough times. Security in Dual Paths: Contrary to popular belief, you don't always have to quit your day job to start a successful business. Maintaining financial stability can alleviate the pressure and make the entrepreneurial journey more enjoyable and less daunting. Community Comes First: Building a successful business isn't just about profits; it's about giving back. Engaging with and revitalizing your community, as well as addressing local issues can drive your business forward and create a lasting positive impact. Jump into the conversation:00:00 Meet Sims 04:16 Building a career in hospitality08:18 Balancing day jobs and side hustles16:43 Creating business and community value22:47 Educating kids through A Single Bite24:06 Navigating the pandemic as a hospitality business30:59 Future projects and continued growth

    36 min
  4. SEP 18

    Finding your leadership groove with Lindsay Roselle

    How hard can a business, and a baby, be? Lindsay Roselle, a seasoned entrepreneur and passionate advocate for high-achieving mothers, talks about her transformative journey through motherhood, where she faced the challenges of preserving her individuality and ambition, often intertwined with grief and self-abandonment. We'll also explore the disruption and shifting dynamics in relationships that many new mothers encounter, stemming from pre-existing issues. In this episode, you’ll learn how Lindsay’s roles as an entrepreneur and a mom impact her leadership style as BossBabe’s COO.  In this episode, you’ll learn: The "Motherhood Metamorphosis" Effect: Transitioning into parenthood, especially for mothers, can feel like losing a part of yourself. This change often results in a powerful journey of self-rediscovery and reinvention, which is vital in shaping resilient leaders.The Many Hats of Decision-Making: Effective leadership demands wearing multiple hats — considering business needs, team welfare, and personal values simultaneously. Mastering this balancing act enhances your decision-making prowess and aligns your leadership with your true self.Storytelling as a Superpower: Your narrative isn't just a tale; it's a tool. By embracing storytelling, you can influence, inspire, and manage better, turning complex lessons into relatable, actionable wisdom for your team and audience. Jump into the conversation: 00:00 Meet Lindsay 05:10 Curiosity drives entrepreneurs despite perceived risks 10:55 Transitioning from local to online business challenges 16:14 Easier to retain clients than find new ones 20:30 Juggling work and a new baby 30:34 Realizing the impact of childhood on the psyche 36:16 Love, presence, and meaning over material success 39:38 How remote work offers unique work-life integration 42:09 Connect through storytelling to create understanding and empathy 45:15 Challenges of motherhood and shifting relationships

    50 min
  5. SEP 4

    From burnout to breakthroughs with Kevin Bailey

    Much like athletes, business leaders need coaches to help them perform at their best. In this episode, Kevin Bailey talks about the exhilaration of early success and the immense pressure that can lead to burnout and imposter syndrome. Kevin shares his story of founding and scaling companies, dealing with burnout, and eventually transitioning to a focus on mindset and performance coaching for leaders. Listen to learn more about the importance of mental health, resilience, and how Kevin is helping leaders navigate the pressures and challenges of entrepreneurship through his company, Dreamfuel. In this episode, you’ll learn:Perseverance Brings Purpose: Building a business isn't for the faint of heart, but overcoming hardships adds a richness to your journey that's worth every challenge. Embracing resilience isn't just about survival—it's about thriving and finding deeper meaning in what you do.Seek Coaching, Not Just Capital: Scaling a business isn’t only about securing investment; it's also about investing in your mental agility and leadership skills. Just as athletes rely on coaches, having a trusted mentor or coach can provide the clarity and support essential for navigating the high-stakes world of entrepreneurship.Mindset Mastery is Your Secret Weapon: Success in business isn't just a game of strategy—it's a battle fought and won in the mind. Tackling psychological hurdles, managing burnout, and maintaining a positive outlook can transform your professional life. Empowering yourself and your team with mental performance tools will set you apart in the competitive tech landscape. Jump into the conversation:00:00 Introduction to After the First Million with host Matt Tait, and special guest, Kevin Bailey 05:54 Fascinated by finance, switched to intellectual property.08:36 High school knowledge led to unique skills.12:38 Felt imposter syndrome, but managed business acquisition.16:27 Advice needed but not taken seriously.18:22 Supporting nonverbal autistic children transformed my life.19:59 Business owners face perpetual struggle with burnout.25:21 Technology leaders leading us through singularity.27:05 Athletes have specialized performance and mental coaches.30:21 Paid coach provides uncomfortable yet necessary feedback.33:47 Deep empathy for founders in internal battles.36:40 Reflecting on tough times and self-coaching.

    37 min
  6. AUG 21

    Business success and boldly being yourself Lindsay Tjepkema

    Understanding yourself is at the core of successful entrepreneurship. In this episode, Lindsay Tjepkema, former CEO and founder of Casted, shares her mantra of “being boldly yourself” through all the trials and triumphs of leading an organization. She recounts her experience leading a rapidly growing company through economic challenges and shares the delicate balance of maintaining company culture through intense growth. Join us as we uncover the resilience, authenticity, and passion that drove Lindsay  to start her next company, Human Brands Win. In this episode, you’ll learn: Authenticity is Your Superpower: Being true to yourself isn't just a personal mantra—it's a business strategy. Lindsay shares how embracing her unique qualities and leading with transparency has shaped her company's culture and facilitated its growth.Resilience Amidst Uncertainty: Navigating economic downturns and unexpected shifts demands resilience. Learn how to steer your ship through the storm and come out stronger on the other side.Balancing Business and Life: Entrepreneurship is a rollercoaster, especially when coupled with personal challenges. Lindsay's experience as a mother and a CEO provides a masterclass in balancing business demands with family responsibilities. Jump into the conversation: (00:00) Meet Lindsay(04:17) Balancing parenthood and entrepreneurship(12:10) Casted and the future of B2B marketing(18:11) Boldly be yourself(23:54) Scaling the team and culture(27:45) Leading a venture-backed SaaS company through the pandemic(35:21) Lindsay’s Exit as CEO

    42 min
  7. AUG 7

    Being consistent and solving big problems with Dagan Xavier

    Sometimes great ideas turn into companies simply because it’s the right idea at the right time in history.  I’m joined by Dagan Xavier, the visionary founder of Label Insight, a pioneer in the food data industry, that was eventually acquired by Nielsen IQ. In this episode, Dagan shares his personal story of how he transformed a simple idea to help his father understand nutrition labels into a groundbreaking company that reshaped how data in the food industry is handled today. Join us as we explore the journey of Label Insight, the intricacies of venture capital funding, and the influence of Midwest values in Dagan's unwavering commitment to building both his company and the people within it. Key Takeaways: Embrace the Hard Things: Entrepreneurship isn't all sunshine and rainbows. It's in tackling the toughest challenges where real growth happens. Dagan emphasizes the profound fulfillment that comes from embracing challenges and the deep satisfaction of overcoming them. This mindset fosters long-term success and resilience in any entrepreneur.Cultivate an Adaptable Mindset: In the world of business, the only constant is change. From acquisition to scaling, being flexible and adjusting your expectations is vital.Build and Believe: Success lies in self-belief and creating a robust support system. Overcoming the fear of failure is easier when you have a safety net and a team that believes in your vision. Timestamps:  00:00 Questioning entrepreneur realisms 04:58 Viewing problems from all perspectives 10:29 Building a business and not just a product13:49 FDA finding trans fat in "trans fat free" products15:48 A Kiwi in Hong Kong 19:26 Empowering retailers and driving brands 24:34 Transition from FDA to venture funding 29:27 Working smarter or working harder 33:13 Decimal and Midwest values 39:54 Believing in yourself

    41 min
  8. JUL 24

    How success can look different with Jeremy Reymer

    Entrepreneurship isn’t just about making money, it’s about solving problems. In this episode, Jeremy Reymer highlights the importance of connecting with your team, customers, and industry experts. He shares his journey from starting a small trucking company to transitioning to the tech industry with DriverReach.  Throughout the conversation, you’ll hear him reflect on the challenges he faced—like navigating a new industry and keeping team spirit up during the pandemic. At every step of the way, it’s the people who have made success possible.  Key Takeaways: Prioritize People, Propel Success: In business, you have to prioritize people. By valuing and supporting your team, you cultivate loyalty and stability, which are foundational for overcoming challenges and achieving success.Innovation Over Hesitation: Jeremy's transition from staffing to technology highlights the transformative power of innovation. Building your tech capabilities to meet industry needs propels growth and sets you apart. Through developing and leveraging technology, you can revolutionize your industry, drive revenue, and position your business for sustained success.Courage Amidst Adversity:  By courageously tackling challenges, learning from setbacks, and making bold decisions, you pave the way for growth and achievement. Embracing obstacles as opportunities for growth can propel you toward success.  Timestamps:  00:00 Meet Jeremy Reymer 03:36 Moving to Indiana 09:53 Successfully failing 17:10 The beginning of DriverReach 23:14 Open communication and relationships during hard times 31:01 Becoming a thought leader and industry expert 36:03 Surrounding yourself with good people

    37 min

Ratings & Reviews

5
out of 5
3 Ratings

About

This is your destination for feeling empowered in building your business. These are the real, raw stories of entrepreneurs and business owners who have built their businesses through the messy middle of $1-20 Million, hosted by serial entrepreneur Matt Tait. Matt knows what it’s like to scale past the first million, and on this show he’ll be bringing on other serial entrepreneurs and business owners who have been there, done that (or, are currently in it) to share what’s worked, what hasn’t, and what’s next.

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