Sadie Stokes and Kayla Caldwell
71 episodes listed below
Business systems, boundaries, and honest founder talk.
Those Gals at Work follows Kayla and Sadie as they work through the real-life mess of entrepreneurship. The conversations move from vet-app frustration, tax-season spillover, and conference notes into practical lessons on clients, calendars, referrals, SOPs, and saying no.
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Those Gals at Work is a two-voice business conversation about the ordinary pressure points that pile up when a company is actually running. It is not glossy. Kayla and Sadie move through entrepreneurship the way owners often experience it: one text message, client boundary, conference note, calendar block, referral, and tax-season spillover at a time. A frustrating vet scheduling link becomes a larger talk about user experience. A discussion about travel turns into a look at conferences, creativity, networking, event design, and why clear goals need to be more specific than vague balance. An episode on saying no becomes a bigger conversation about sales pressure, client fit, expert help, and the relief of not doing everything personally. The show has a useful impatience with business theater. SOPs matter because staff need standards. Calendar planning matters because free time rarely appears by accident. Referrals matter because warm relationships can do what cold calls and ads often cannot. Specialists matter because a CPA, designer, bookkeeper, or other expert can see the thing an owner is too close to see. The conversations are casual and sometimes tangent-heavy, but they keep returning to the same practical center: better systems make the work less frantic. Kayla brings the money side into the room, especially around bookkeeping, tax code, CPAs, QBRs, and understanding where money is going. Sadie brings the marketing side, with attention to client experience, packages, creative work, and how a business presents itself. Together, they make entrepreneurship feel specific rather than inspirational in the abstract. There are jokes, repeated agreements, and moments that sound like two people avoiding work at nearby desks. Then a concrete point lands. The show suits founders who already know the basics and want to hear real examples from people dealing with similar constraints. It is warm, direct, and candid about how much of business ownership is just making the next decision clearer.
Made for: Best for business owners, founders, service providers, and female entrepreneurs who want practical conversation about money, marketing, time, and clients. It especially suits listeners who prefer lived examples over polished business coaching.
What sets it apart: The show turns everyday owner irritations into usable operating lessons without sanding off the tangents. Kayla and Sadie balance bookkeeping, tax, and financial strategy with marketing, branding, client experience, and creative work.
Introducing “Those Gals at Work” podcast, where we keep it real in business! Join Kayla (your money gal) and Sadie (your marketing gal), as we navigate entrepreneurship. From personal growth to business strategies, we cover it all. We understand the struggles of owning a business, paying ourselves what we’re worth, and serving our clients. Together, we are Those Gals at Work!
Based on 5 episodes we listened to · September 2026
Those Gals at Work makes small-business systems tangible by testing money, marketing, staffing, and client decisions against Kayla and Sadie's own operations.
Kayla and Sadie turn the working details of their own businesses into a candid conversation between money and marketing. Their subjects are concrete: documenting SOPs, repairing awkward customer experiences, protecting time, setting project capacity, delegating specialist work,…
An SOP for creativity? Kayla and Sadie make the case while you eye your handoff notes.
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Short reviews from the PlayNext desk, based on the episodes we processed.
Conference travel becomes a practical exercise in noticing what an entrepreneur can bring home.
Conferences become a useful measure of where entrepreneurial attention goes on Those Gals at Work. Sadie, the marketing gal, walks through a packed stretch of travel, with Canva and Forbes events behind her and a creative conference in Seattle still ahead.
A small annoyance turns into a clear look at trust, communication, and customer experience.
Those Gals at Work starts with a complaint many people recognize: getting sent in circles and then told to call anyway. Kayla and Sadie use that irritation to talk through user experience, trust, time, and what it takes to keep a customer paying attention while a brand changes.
Saying no is framed as a practical business boundary, not just a personal preference.
Those Gals at Work treats saying no as a plain business skill, not a personal flaw. When yes starts coming from scarcity and the need to keep work moving, boundaries become part of staying steady and serving clients well.
SOPs, hiring, and representing a business with clear standards.
Those Gals at Work frames corporate experience as one useful tool rather than a requirement, and that balance gives the discussion its weight.
A calendar-first look at making time off survive client work.
Kayla and Sadie spend this episode on the practical side of protecting free time inside a busy business, moving from out-of-office travel blocks and color-coded meetings to firm limits on branding and web projects.
Tax cleanup and book-building detail make this founder catch-up feel grounded.
Those Gals at Work settles into a Kayla catch-up that moves from tax season cleanup to the harder job of turning a book idea into something useful.
Rob Walling on bootstrapped SaaS growth, plateaus, and exits — with founders who lived them.
Abbey Ashley's playbook for turning your job skills into a virtual assistant business.
SaaS operators on scaling, pricing and AI, metrics included.
Alex Blumberg interviews guests like Megan Phelps-Roper and Shane McAnally about failure and reinvention.
On Those Gals at Work, Kayla and Sadie push back on calling a business “little,” even when its team is small.
Business travel is a lot right now.
Kayla and Sadie open on a familiar annoyance: a business that makes simple communication harder than it needs to be.
Kayla opens by naming the real issue: saying yes to everything stops working.
Kayla asks whether corporate experience matters for entrepreneurs.
Warm weather is finally coming.
Two female entrepreneurs discuss how they've built their businesses primarily through referrals and networking, exploring strategies for creating warm lead funnels without cold calling or ads.
Sadie and Kayla open a double drop and give Kayla the long turn.