Karen Montgomery

I am a dedicated health insurance and financial professional helping business owners protect their teams and secure their financial futures. I specialize in individual and group health insurance and offer financial solutions that safeguard income, provide for retirement, and build lasting legacies. Many first generation business owners didn’t grow up learning about insurance, income protection or financial planning. I’m here to change that! Whether you’re building your practice from the ground up or growing an established business, I’ve been providing clear, actionable guidance to help you make your vision a success for over 15 years. I’d love to connect and answer your questions!!

13 Grants for Women Founders to Apply for in August 2026

Explore grants for women founders accepting applications in August 2026, including the $5,000 Entreprenista Evolve Grant presented by IT Cosmetics.

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How to Actually Read Your P&L (And What to Look For)

A practical guide to turning your profit and loss statement into a real decision-making tool.

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What I'd Tell My Pre-Kids Founder Self About Scaling

Growth looks different on the other side of motherhood. These founders share what they wish they'd known earlier about scaling, sustainability, and the village that makes it all possible.

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The Systems That Make My Business Work as a Mom

Forget hustle culture. These mom-founders built intentional systems like time-blocked calendars to outsourced meal prep, that let them lead their businesses and show up for their families.

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What Founders Really Pay Themselves at Every Stage

A transparent look at founder compensation and how it actually evolves as your business grows.

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Grants
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Finance
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5 Ways Community Can Be Your Greatest Visibility Strategy

Discover 5 ways community can become your most powerful visibility strategy and help women founders grow their brand, credibility, and opportunities.

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Business Strategy
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Why Your Personal Brand is Your Greatest Business Asset

Discover how personal branding can transform your business journey from Stephanie Cartin, co-founder of Socialfly and Entreprenista.

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Grants
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Business Strategy
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Grants
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Grants
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Marketing
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The Decision I Would Undo If I Could

Staying invisible too long. Waiting for outside permission that was never coming. These founders share the decisions they'd undo and what finally changed because of them.

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Built Together: Mother-Daughter Duos Redefining What It Means to Scale a Business

These mother-daughter co-founder pairs are proof that some of the most powerful business partnerships start at the kitchen table.

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