Megan Long

Second First®

Megan Long is the founder and owner of Second First®, an award-winning organization dedicated to the Second-In-Command (COO, Integrator, VP, Chief of Staff, Operator) of entrepreneurial companies. Through a professional mastermind membership, one-on-one coaching, and the Certified Second™ training program, Second First equips right-hand leaders nationwide with the systems, strategy, and peer support they need to reduce noise in their organizations and create freedom for their entrepreneurs.

Second First's track record includes 28% average revenue growth year over year for member companies and a 25% improvement in strategic alignment with their entrepreneur within six months. Megan's approach blends strategic clarity with practical execution, helping operators align people, systems, and priorities without losing sight of the founder's vision. She is also the host of "The Right-Hand Roadmap," the only podcast created specifically for Seconds-In-Command of founder-led small businesses. An experienced COO and CPA, Megan most recently served as the Second-In-Command of a $10 million IT company, and Second First has partnered with organizations including Entrepreneurs' Organization (EO) to bring this work to key executives of founder-led companies nationwide. Her work has earned recognition including the Nashville Business Journal's 40 Under 40, the Nashville Emerging Leader Award, Stevie Woman of the Year, and Belmont University's Top 100 Alumni Entrepreneurs.

Small Business Grants for Women in September 2026

Discover September grants that can help women founders and solopreneurs fund Q4 year-end priorities.

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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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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.

Business Strategy
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Grants
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Business Strategy
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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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