Navigating The Messy Middle of Motherhood & Entrepreneurship with Lindsey Schmidt episode artwork

EPISODE · Jan 8, 2026 · 32 MIN

Navigating The Messy Middle of Motherhood & Entrepreneurship with Lindsey Schmidt

from This Mother Means Business: Strategy, Advice, and Support for Mom Entrepreneurs · host Laura Sinclair

In this episode of This Mother Means Business, Laura Sinclair sits down with Lindsey Schmidt, founder of LS & Co-Conspirators, to unpack “the messy middle” — those in-between seasons of motherhood, entrepreneurship, identity shifts, and reinvention. Together, they explore why change feels so disorienting, what keeps us stuck, and how support systems (aka “co-conspirators”) can help you move through uncertainty with more clarity, confidence, and self-trust. Lindsey also shares her own journey from 20 years in corporate leadership to stepping into entrepreneurship — and how motherhood intensified both the clarity and the confusion.In this episode you will hear:01:46 — “Chapters of messy middles” + living in paradox02:28 — What is LS & Co-Conspirators? (spy agency energy)03:07 — Corporate success → burnout + reinvention04:23 — “Co-conspirators” and doing good work together05:28 — The business forming in real time + unlearning06:33 — Why support changes everything in messy seasons07:22 — Where to start when you feel stuck08:29 — Why change is messy: unravel before you rebuild10:37 — What keeps people stuck in the middle12:40 — The messy middle as an invitation to choose13:44 — The messy middle of motherhood: pregnancy to identity shifts15:41 — High-functioning postpartum anxiety + loneliness16:59 — “Things got clear and confusing at the same time”19:33 — Motherhood rewriting priorities + grief and recalibration20:01 — The breaking point: corporate pressure + parenting reality22:07 — Quitting corporate: the final “sign”23:10 — Reframing: it’s not wasted time — it’s fuel26:02 — Lindsey’s work: transformations in mid-size companies27:02 — Why “why” matters when leading change29:21 — Where to find Lindsey29:49 — Closing takeaway: the messy middle is where the magic happens Lindsey's Links:LinkedIn: https://www.linkedin.com/in/lindsey-schmidt-founder-9497854/Join This Mother Means Business : www.thismothermeansbusiness.com Laura's Links:• Website • Laura's Instagram • LJSocial Instagram  • LinkedIn • Facebook • Pinterest • TikTok

In this episode of This Mother Means Business, Laura Sinclair sits down with Lindsey Schmidt, founder of LS & Co-Conspirators, to unpack “the messy middle” — those in-between seasons of motherhood, entrepreneurship, identity shifts, and reinvention. Together, they explore why change feels so disorienting, what keeps us stuck, and how support systems (aka “co-conspirators”) can help you move through uncertainty with more clarity, confidence, and self-trust. Lindsey also shares her own jour...

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Navigating The Messy Middle of Motherhood & Entrepreneurship with Lindsey Schmidt

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This episode is 32 minutes long.

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This episode was published on January 8, 2026.

What is this episode about?

In this episode of This Mother Means Business, Laura Sinclair sits down with Lindsey Schmidt, founder of LS & Co-Conspirators, to unpack “the messy middle” — those in-between seasons of motherhood, entrepreneurship, identity shifts, and reinvention....

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