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Ever wondered how to transition from a corporate career to thriving as a serial entrepreneur? Kat Webber, the founder of LiveRem and ResolvePay, joins us to share her journey of resilience, creativity, and relentless pursuit of her entrepreneurial dreams. From her early ventures in dog walking and a spray tanning business, to launching an innovative Christmas tree enterprise in university, Kat's story is a testament to the power of self-belief and a strong support system. Discover how she turned her corporate experience into a stepping stone for bootstrapping successful SaaS businesses.

Curious about the nuts and bolts of building a bootstrapped SaaS business from the ground up? Kat reveals her strategies for understanding customer needs, balancing multiple priorities, and maintaining flexibility without external capital. She provides candid insights into the trials and triumphs of managing three businesses, raising young children, and even building a house amid financial constraints. We'll also explore the valuable lessons she's learned about progressive hiring practices, addressing unconscious bias, and the Know Your Gap initiative focused on gender pay gaps and representation.

Kat’s deep connection to her Irish heritage and her journey from city life to a peaceful coastal existence add another layer to her inspiring story. We discuss the importance of community and how remote work and a supportive tech community have enriched her life. Kat’s experiences underline the significance of embracing failure as a learning opportunity, choosing the right business partners, and fostering a balance between motherhood and entrepreneurship. Whether you're navigating the startup world or balancing personal and professional responsibilities, Kat’s story offers practical tips and inspiration for achieving success under demanding circumstances.

Connect with Kate personally or via ResolvePay or LiveRem

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When Michael Wood, the entrepreneurial force behind Translucent and ReceiptBank (Dext), sits down to chat, you're guaranteed a treasure trove of insights that go beyond the usual startup success story.

As we navigate Michael's voyage from the uncharted waters of early B2B SaaS business terrain to the heights of a multi-hundred million dollar sale, his candour is as refreshing as it is enlightening.

His reflections on the motivations fuelling his drive shed light on the personal challenges that often accompany the entrepreneurial journey. Michael's backstory, influenced by his mother's conservative take on job security, makes his leap into entrepreneurship all the more compelling.

But this conversation isn't confined to past victories; Michael leads us through the emotional labyrinth of founding a company, from the adrenaline rush of overcoming the brink of bankruptcy to the nuanced struggle of expanding across international borders.

The story of ReceiptBank's metamorphosis from a postal-based service to a digital lifesaver for accountants is a masterclass in adaptation and innovation. And with Translucent's inception sparked by the need for seamless multi-entity management, Michael proves that the entrepreneurial itch doesn't simply fade with success—it evolves.

Away from spreadsheets and investor meetings, Michaels shares how he recharges with adventures that rival his business conquests. From sailing the Atlantic to cycling the rugged terrains from Melbourne to Sydney, his pursuits speak to the resilience and relentless spirit that define a true founder.

You can connect with Michael here and be sure to check out both ReceiptBank and Translucent.

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Meet Julia Jones (known to many as "JJ") who joins us to share her knowledge and gritty insights within the Kiwi business and economic circles.

Through her transformative journey from the West Coast to the heights of influence, JJ exemplifies the grit and grace we all could learn from.

In this episode we're not afraid to tackle the tough issues head-on, from the risks lurking within the housing market to the seismic shifts in ideology. We weigh in on the implications of rising interest rates and JJ and I peel back the curtain on the economic conditions being experienced in New Zealand and beyond.

It's an episode that promises not just to inform but to equip listeners with a broader understanding of how to weather the economic storms ahead.

This dialogue isn't about numbers and charts; it's about the very fabric of our society and the political pulse that keeps it alive. We navigate the slightly testy waters of New Zealand's political landscape and the desire for leadership that’s decisive, yet open to healthy debate.

The episode concludes with a heartfelt nod to the power of meaningful conversation and debate and the impact it has on our communities.

Tune in for an episode that's rich with stories all shared over a virtual cup of coffee with two individuals passionate about New Zealand's future.

You can connect with JJ here.