In this episode of The Daily Windup, we explore the surprising intersection between leadership confidence, self-doubt, and team dynamics in business. Our conversation uncovers how even seasoned CEOs wrestle with waves of uncertainty—despite producing thousands of deliverables over their careers—and how tools like StrengthsFinder and the Enneagram can help leaders better understand themselves and their teams. You will hear how strategic hiring, self-awareness assessments, and ongoing learning play a role in building a resilient organization, even when perceptions of leadership don’t always match the leader’s self-image.

Our discussion also takes a deeper dive into big-picture planning, mentorship, and knowing when it’s time to pivot. From setting a clear vision that aligns staff to reflecting on when—and why—you might sell your business, this episode delivers candid insights on navigating the entrepreneurial journey. Along the way, we hear how mastermind groups, mentorships, and strategic reflection can shape a company’s direction, and why having “what’s next” in mind is essential for both succession planning and personal fulfillment.

On this episode of The Daily Windup we take a candid look into the challenges, pivots, and surprising wins inside the government contracting world. Hear how our guest, a Native American woman-owned firm built its foundation by securing a help desk contract, training entry-level hires with environmental science degrees, and strategically using “unglamorous” projects as a proving ground for new talent. Our discussion also covers the art of saying “yes” to opportunities outside your comfort zone and building teams that can adapt quickly to new technical demands.

The conversation digs into nine years of experience in the SBA 8(a) program, including the behind-the-scenes story of a sole-source remediation project that took two years to award. Along the way, we unpack the realities of corporate mergers, business “divorces,” and surviving the loss of key contracts when the government insources work. From environmental compliance projects with the EPA to offshore energy management with the Department of Interior, this episode is packed with lessons on resilience, strategic hiring, and the grit required to thrive in federal contracting.

In this eye-opening episode of the Govcon Giants Podcast, I sit down with Peter Harrell, former White House official and global trade expert, to break down what every small business owner, importer, and government contractor needs to understand about today's shifting economic landscape. We talk about the real impact of Trump’s aggressive trade tactics—like imposing 145% tariffs with zero notice using 1977 emergency powers—and how small resellers and Amazon sellers are unknowingly taking massive financial hits. Peter explains how sanctions work (yes, even you could break one), what’s happening with crypto regulations, and why stablecoins are becoming serious contenders in U.S. financial policy.

We also dig deep into how the current administration might not spend all of its allocated federal funds, what that means for contractors, and why we could see a return of earmarks—yes, earmarks!—as Congress fights back. If you're in the federal marketplace or thinking about jumping in, this is a must-listen. Get ready to learn why keeping clean records could entitle you to tariff rebates, why Buy American could be your golden ticket, and how manufacturing incentives could create the next wave of small business opportunities. This isn’t just policy talk—it’s survival tactics for navigating the new economy.

In today’s episode of The Daily Windup, we’re talking with Brian Samvich of Anchin, a specialist in regulatory compliance and investigations, and someone deeply embedded in the real-world mechanics of government contracting. Brian breaks down how federal and state construction projects are now coming with strict participation goals—often 30%, 33%, or even 36%—for minority-owned, women-owned, veteran-owned, and HUBZone businesses. And it’s not just a suggestion—it’s being written directly into bonds and compliance terms.

Brian shares how his team helps both large builders and government agencies meet these aggressive diversity and small business goals, and how firms can get ahead by certifying, showing up early, and building meaningful partnerships. If you’re a MWBE, SDVOSB, or small business owner looking to land major public contracts, this episode is a must. You’ll also learn about new changes like New York’s Article 15-A, which lets certified firms bid up to 10% higher than competitors and still win. Compliance isn’t just paperwork—it’s a gateway to millions in opportunity. Tune in and make sure you’re not missing out.

Today’s episode of The Daily Windup is a game-changer for veterans—especially those thinking about launching their own business. My guest shares her powerful journey through the Vocational Rehabilitation (Voc Rehab) self-employment track, a hidden gem that can reimburse you up to $100,000 for everything from incorporation fees and websites to GovCon training and even a mentor or coach. You read that right: the government will literally pay for you to be trained and mentored—including programs like ours—if you qualify and position your case correctly.

We walk through how to present your business idea, win over your counselor, navigate the accelerator program, and build a feasibility study that gets the green light. You'll also learn how to avoid common pitfalls and use this track to gain certifications, equipment, and strategic training to position yourself for government contracting success. If you're a veteran looking to transition into entrepreneurship and serve in a new way, this episode could unlock tens of thousands of dollars in support. Don’t miss this one. It’s not just knowledge—it’s your launchpad.

In this episode of The Daily Windup, I unpack one of the most overlooked truths about winning government contracts: you’re not getting picked because they don’t know you exist. That’s where our three-pronged strategy comes in. Step one is just raising your hand and saying, “Hey, I’m here!” It might sound simple, but the truth is—if you’re not showing up, following up, and building relationships with sub-agencies in your niche, you’re invisible. And let’s be clear: the government doesn’t get the best people—they get the best people who show up.

I also break down the long game mindset you must adopt. We’re talking 3 to 18 months of relationship-building before a single dollar hits your account. Why? Because this isn’t just business—it’s national security. Think about it: would you want a stranger walking into a military base and plugging a USB into a government computer on day one? Neither would they. You’ve got to earn trust, pass the “persistence test,” and keep showing up. So if you’re in this for fast cash, this episode is your wake-up call. But if you’re ready to build a real foundation and win for the long haul, then it’s time to get strategic. Let’s get it.

If you’re even thinking about government contracting or consulting, let me give you the inside scoop—the #1 bottleneck in the industry is finding good contractors. In today’s windup, I break down exactly how having a list of reliable, responsible contractors (even just five!) can make you a go-to source overnight and potentially earn you thousands a day in referrals or direct contract opportunities. Whether it’s concrete in the Keys, painters in Florida, or drivers in California, everyone is scrambling to fill the gap.

I share real examples from my own team—projects delayed, opportunities missed—simply because we didn’t have people to call. You don’t need certifications or a GSA schedule to start. All you need is a spreadsheet, a phone number, and some hustle. If you know contractors, you’ve already got leverage. And if you don’t get out from behind the screen and attend a job site visit or contractor event—you’re missing massive opportunity. I challenge you to become a solution to this billion-dollar problem. Let’s get it!

In this episode of Govcon Giants, I’m joined by Andrew McAllister from Holland & Knight—one of the largest law firms in the country—to unpack some serious developments that government contractors need to pay attention to. We’re talking foreign ownership, national security scrutiny, skyrocketing tariffs, and the growing role of AI in defense and supply chain regulation.

Andrew breaks down the rising concern over FOCI (Foreign Ownership, Control, or Influence), and why even unclassified contracts above $5 million could trigger government investigations into your board makeup and capital structure. We also touch on how AI is changing legal investigations, export control, and battlefield readiness—and what you can do to stay compliant and competitive as regulations tighten. If you're a government contractor looking to grow or simply survive in today’s climate, this is an episode you can’t afford to skip.

GovCon Coaching: https://govconcoaching.com 

Book Chip War by Chris Miller: https://www.amazon.com/dp/1982172002 

FOCI (Foreign Ownership, Control, or Influence) https://www.dcsa.mil/mc/ctp/foci/ 

Andrew's Linkedin: https://www.linkedin.com/in/andrew-mcallister-61a89223/ 

In today's episode, we're diving deep into the intricate world of federal procurement, uncovering vital insights that could reshape your business strategy. Our guest, a seasoned entrepreneur, takes us on a journey through the maze of federal acquisition regulations and the diverse landscape of small business opportunities.

Our discussion revolves around the power play between GSA (General Services Administration) schedules, Best in Class contracts, and small business set-asides. Our guest dissects the nuances of FAR (Federal Acquisition Regulation) Part 8, Part 16.5, and Part 19, shedding light on the discretionary nature of small business set-asides. We explore the dynamics within various government agencies, particularly spotlighting the labyrinthine structure of the National Institutes of Health (NIH) and Health and Human Services (HHS). This episode is a goldmine for entrepreneurs aiming to crack the federal procurement code, as we unravel the complexities, share practical strategies, and empower you to make informed decisions. Catch you next time on The Daily Windup for more entrepreneurial insights!

In today's episode, we dive into a compelling discussion that debunks a widely believed misconception in the business world. Our guest speaker, passionately shares their journey of winning a significant contract without relying on certifications. They emphasize the importance of proving one's ability through action, rather than getting caught up in the certification frenzy.

Our guest's captivating story revolves around their triumphant bid for a prime contract worth 1.5 million breakfast bags, challenging a preferred brand without designation. The heart-pounding moment of receiving that call, the determination to prove their mettle, and the exhilarating victory – it's a David and Goliath tale that proves credentials aren't the only path to success. The lie that certifications are a prerequisite for small businesses or minority-owned enterprises is unraveled, as our guest underscores the need to showcase competence through action first.

Tune in for this whirlwind episode as we break down the myth, extract the essence of taking the leap, and emphasize how confidence, determination, and a lean yet efficient team can propel you towards success. This is The Daily Windup – where we distill the essence of entrepreneurial triumphs into insightful 10-minute episodes. Join us again tomorrow for more empowering stories!