Coaching, Cash Flow, And Business Loans That Help Women Scale

We sit down with Shelagh Cummins, founder and CEO of The Road to Seven, to talk about the career left turns that shape real businesses and the money decisions that make scaling possible. We dig into intuition, mentorship, and the practical math behind building profit, then we unpack why Shelagh built a term-loan fund for women after hearing “no” from a bank.

• Early digital entrepreneurship and the “mompreneur” era as a launchpad for women-led businesses
• One pivotal moment of feedback that creates permission to step up
• “False starts” reframed as pivots and paid learning
• Risk mitigation while building the next offer
• Removing emotion from numbers and treating finances as data
• The $30K month as a scaling benchmark
• The 30/30/30/10 split for pay, operations, taxes, and profit
• Common pricing traps in service-based businesses
• Why traditional lending algorithms miss how women often build companies
• How the fund works: GP and LP structure, term loans, repayment, and biweekly mentorship
• Why investing can blend returns with real-world impact

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Because what’s left isn’t less. It’s everything.