What happens when an insurance executive leaves corporate leadership, joins an early internet startup, discovers the power of freelancers before remote work became mainstream, and then builds a company around helping small businesses scale smarter?

You get a fascinating entrepreneurial journey like the one shared by Elizabath Eiss on this episode of Inventive Journey.

In this conversation, Elizabath explains how her career evolved from commercial insurance underwriting into technology startups, consulting, and eventually founding Results Resourcing — a company focused on helping entrepreneurs and small businesses build operational support through curated freelance teams.

One of the most memorable moments in the episode comes from a simple phrase that completely reshaped her business model:

“Confident, reliable, nice.”

That was the request from a business owner who needed urgent support and didn’t care about flashy resumes or complicated credentials. They simply wanted someone dependable, capable, easy to work with, and available quickly.

Ironically, that simple request captures one of the biggest hiring challenges facing modern entrepreneurs.

Small businesses today are overwhelmed.

Founders are trying to handle sales, marketing, bookkeeping, customer support, operations, social media, hiring, and strategic planning all at the same time. Many entrepreneurs become trapped inside operational work and never truly step into the CEO role required for sustainable growth.

Elizabath believes outsourcing can help solve that problem — but only if it’s done strategically.

Throughout the episode, she discusses the evolution of freelance marketplaces, why so many founders struggle with delegation, and how curated teams can provide far more value than disconnected individual contractors.

She also shares insights from her early corporate career where she learned how businesses succeed, fail, adapt, and scale. Her insurance underwriting background exposed her to countless industries and gave her a unique perspective on operational effectiveness and organizational risk.

The episode also explores networking, entrepreneurial resilience, and the importance of staying open to reinvention throughout a career.

Some additional highlights include:

• Why many founders stay too operational for too long
• The hidden costs of trying to do everything yourself
• How outsourcing has evolved over the last two decades
• Why networking remains one of the most underrated entrepreneurial skills
• The lessons learned from joining a startup that ultimately failed
• How small businesses can scale without massive payroll overhead
• The shift from hiring individual freelancers to building integrated support teams
• Why adaptability matters more than rigid career planning

One especially valuable insight comes when Elizabath discusses recognizing when to leave struggling situations instead of staying purely out of optimism. That balance between persistence and realism is something nearly every entrepreneur faces at some point.

The conversation also highlights the broader economic importance of small businesses. As Elizabath points out, the overwhelming majority of businesses in the United States are tiny organizations or solopreneurs. Helping those businesses grow even modestly can create major impacts for families, local economies, and communities.

Whether you’re an entrepreneur, startup founder, freelancer, consultant, or small business owner trying to scale more effectively, this episode offers practical insights grounded in real operational experience.

Most importantly, it reminds listeners that growth doesn’t always come from doing more personally.

Sometimes growth comes from building systems, relationships, and support structures that allow founders to focus on what matters most.

And sometimes the most valuable business qualities are still the simplest ones:

Confident.
Reliable.
Nice.

To chat about this one-on-one, grab a free consult at strategymeeting.com