Ops or Die!
Ops or Die!
Podcast Description
Ops or Die is the no-fluff podcast where ScaleSpark’s Katie Whitcraft and Maria Pienaar get real about the operations chaos that kills startups—and how to fix it. Hear unfiltered takes, practical tips, and interviews with founders, VCs, and ops pros who know what it takes to scale smart and stay alive.
Podcast Insights
Content Themes
The podcast focuses on the complexities of business operations, particularly within startups, addressing challenges like chaotic workflows, tech stack management, and team dynamics. Episodes like 'From Chaos to Clarity: The Punk Rock Guide to Business Ops' explore the critical role of operations in driving success and provide actionable strategies for scaling effectively.
Ops or Die is the no-fluff podcast where ScaleSpark’s Katie Whitcraft and Maria Pienaar get real about the operations chaos that kills startups—and how to fix it. Hear unfiltered takes, practical tips, and interviews with founders, VCs, and ops pros who know what it takes to scale smart and stay alive.
In this episode of Ops or Die, hosts Katie Whitcraft and Maria Pienaar sit down with Sean Flynn, Chief Legal Officer & Co-Founder, and Stacy DeLong, Director of Marketing at SingleFile, to talk about the least sexy topic in startups -and why ignoring it can literally kill your company.
Compliance isn’t optional. It’s mandatory, recurring, and unforgiving. And no, AI can’t magically clean up the mess after you’ve missed filings, lost good standing, or accidentally dissolved your company on paper.
In this episode, we unpack:
- Why “small-c compliance” is quietly one of the biggest existential risks to scaling companies
- How missed filings can block financings, void contracts, or get your company name taken
- The real cost of fines, reinstatement, and lost momentum (spoiler: it’s not just money)
- Where AI actually helps—and where humans still have to step in
- Why compliance chaos usually starts as “just one more thing” on someone’s job description
- How centralized systems, tech-enabled services, and expert oversight prevent avoidable disasters
This is a candid, real-world conversation about operations, risk, and why founders can’t afford to treat compliance as an afterthought—especially in a remote, multi-state, AI-powered world.
Because operations isn’t sexy…until it saves your ass.
Visit SingleFile at www.singlefile.ai, or call 1-800-391-9869.
Stacy DeLong LinkedIn
SingleFile LinkedIn
ScaleSpark Website: www.scalespark.ai
Katie Whitcraft LinkedIn
Maria Pienaar LinkedIn
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