
The resistance your team is showing isn't about your direction. It's about being left out of the story. You have the vision. You have the answers. You know exactly where this needs to go. And that's precisely where you're losing them. Because a vision that lives only in your head isn't a company vision. It's a founder's private project. And teams don't sign up to be passengers in someone else's story. Leadership transitions aren't about pivoting strategy or restructuring org charts. They're about inviting your team into the narrative so they actually own the outcome. The resistance you're feeling? It's not a sign you need better answers. It's a sign you need better listeners, and you need to be one of them. Jess Dewell talks with Nellie Lester, Advisor at WS & Co. Advisory, on how founders can move from being the hero of the story to being the architect of collective success. Nellie has seen what happens when leaders try to control every answer and what shifts when they instead create space for others to step into their strengths. In this episode, you'll discover: Why your personal ambitions can actually create disconnects in your team, even when your intentions are good How founders accidentally hoard the company narrative and why that kills alignment The power of collective problem-solving during crisis, and why humility is a competitive advantage, not a weakness Why inclusive dialogue isn't a nice-to-have; it's how you prevent tunnel vision and build real ownership What to look for in hiring to prevent future friction: aligning on values before skills How to recognize when a role, relationship, or process has served its purpose, and why letting go is essential to growth The difference between being indispensable and building an indispensable organization The leaders navigating change successfully aren't the ones with all the answers locked in their heads. They're the ones who stepped back enough to see that everyone at the table builds the organizational story together. They invited strengths they didn't have. They admitted what they didn't know. They created space for others to lead. Resistance to change often isn't resistance to the direction, it's resistance to being excluded from shaping it. The teams that move through transitions with resilience aren't the ones that follow orders. They're the ones that co-create the path forward. That's the human side of leadership. That's what builds organizations that endure. If your team is stuck in resistance mode, if momentum has stalled and you're wondering whether the problem is the strategy or how it's being communicated, or if you're ready to move from managing everything yourself to leading a team that owns the outcome, this conversation will reorient what's possible. —--------- If you're ready to build the organizational foundation that supports real growth, check out the Business Base Camp Consultation designed for owners who need to do the right work and lead growth at the same time, building the processes and market clarity to move from management oversight to systems-led execution. -------------------- You can get in touch with Jess Dewell on Twitter, LinkedIn or Red Direction website.
Jul 9
44 min

You started your company because you were exactly what it needed. Then your company grew, and suddenly you became the problem. No one tells founders this part of the story — not in the highlight reels, not in the fundraising pitch decks, not until you're standing alone at 2 a.m. wondering if you're the one holding the business back. Scaling isn't just an operational challenge. It's a personal reckoning. The skills that got you here won't get you there. The team that was scrappy and loyal will need to be rebuilt. And the exhaustion you're feeling? That's not a weakness. That's a signal you're not supposed to ignore. Jess Dewell talks with Alexis Sikorsky, Founder at Sikorsky Consulting and KnightScale Partners, on the confessions founders rarely make and the hard truths about what it actually takes to scale. Alexis has walked founders through the $5-15 million inflection point — where self-transformation becomes non-negotiable, and the cost of staying the same exceeds the cost of changing. In this episode, you'll discover: Why founders risk becoming liabilities if they don't actively transform as the company scales The specific revenue milestone where this shift typically happens — and what to watch for Why trust must trump skills when building your leadership team — and what that actually means in practice How early team members who got you here often can't take you where you're going Why spending less is a more sustainable growth lever than obsessively raising more capital The power of saying no — and why declining work that isn't a mutual fit protects your reputation and runway How to recognize exhaustion as a founder signal, not a personal failure The friction that's actually necessary for real growth — and how to distinguish it from noise The founders scaling successfully aren't the ones chasing the next funding round or surrounding themselves with resume stars. They're the ones willing to get uncomfortable. They're the ones who looked in the mirror and changed. They're the ones who built leadership teams based on trust, not credentials. They controlled their burn. They said no more than they said yes. Loneliness in entrepreneurship is real. The pressure to do more, raise more, prove more — it's relentless. But the founders who make it through aren't the ones who pretend the exhaustion isn't there. They're the ones who claim it, get strategic about it, and use it as information instead of a weakness. If you're at that inflection point where something needs to shift, if you're wondering whether the problem is the team or you, or if you're feeling the weight of scaling in a way nobody prepared you for, this conversation will give you permission to get honest about what's actually required. —--------- If you want to identify business bottlenecks, the necessary skills, the initial actions to take, the expected milestones, and the priorities for achieving growth, try the "Growth Framework Reset" approach. This will help you to keep learning and growing while working strategically on your business. -------------------- You can get in touch with Jess Dewell on Twitter, LinkedIn or Red Direction website.
Jul 2
41 min

Are you your own biggest roadblock to success? In this episode, Jess Dewell (Managing Partner and Growth Strategist at Red Direction) , Christy Maxfield (President and CEO at Purpose First Advisors), and Dean Barta (Founder and CEO at Barta Business Group, have a candid conversation about what growth really looks like — and what it costs. Growth isn't just about revenue. It means building infrastructure, developing talent, entering new markets, and making hard choices — planned and unplanned. But before any of that, it starts with mindset. Your inner dialog has real-world consequences, and knowing where you're being held back — by external forces or by yourself — is the first step toward designing intentional action. Together, Jess, Christy, and Dean explore: How to stay with the problem when it shows up Why you don't need all the data — just the right data How tools like SWOT analysis can normalize smarter decision-making When and how to approach client diversification The power of starting with the end in mind How to let go of the stories holding you back If you're ready to transform challenges into opportunities and build a business that is both successful and sustainable, this episode is for you. ------------------- If you want to identify business bottlenecks, the necessary skills, the initial actions to take, the expected milestones, and the priorities for achieving growth, try the "Growth Framework Reset" approach. This will help you keep learning and growing while working strategically on your business. -------------------- You can get in touch with Jess Dewell on Twitter, LinkedIn or Red Direction website.
Jun 25
50 min

Here's what kills growth quietly: not bad strategy or tired teams, but leaders who stop showing up with intention. When you're busy, when uncertainty rises, when the pressure mounts — that's exactly when trust starts to leak. And by the time you notice, it's already become your biggest liability. Trust isn't an intangible value or a soft skill. It's measurable, concrete operational infrastructure. And when leadership is stretched thin, self-care gets deprioritized, and uncertainty becomes the norm, the organizations still standing are the ones who never let trust get blurry in the first place. Jess Dewell talks with Kim Bohr, CEO at SparkEffect, on how high-trust organizations outpace uncertainty and build the resilience that allows businesses to scale. Kim has seen what happens when managers are left to navigate change alone, and what it takes to rebuild credibility with teams that have grown skeptical of leadership. In this episode, you'll discover: Why continuous re-evaluation of systems and priorities isn't a luxury — it's how leaders stay credible and effective How trust between team members and self-trust are deeply connected and directly impact organizational performance Why measuring trust matters — it moves trust beyond concept and into actionable improvement The real cost of ignoring your own limits and energy — and how self-care directly affects your credibility with your team What transparency and fairness look like during organizational change — and why employees notice the gap between stated values and actions. How tailored leadership and adapted communication prevent misunderstandings and strengthen team alignment Why manager enablement isn't a side project — it's the primary strategic infrastructure for scaling trust The organizations winning when uncertainty rises aren't the ones with the most sophisticated systems or the largest budgets. They're the ones with trust and discipline. They resisted the pressure to chase every new initiative. They invested in their frontline managers. They built credibility through intention, not volume. Distrust in organizations is growing, and the companies feeling it most are the ones that prioritize tactical execution at the expense of people's investment. Trust is the competitive advantage that holds. And in a landscape increasingly driven by change and complexity, choosing to slow down and develop your managers is itself a bold business decision. If your organization's growth has plateaued, your team is reacting to changes instead of leading with strategy, or you're wondering whether your current manager development investment is actually moving the needle, this conversation will reorient your thinking. —--------- If you're ready to build the kind of organization that doesn't just survive uncertainty but leads through it, check out the Present Retreat, your weekly practice that reclaims executive bandwidth, sharpens business instinct, and replaces reactive goal chasing with strategic compounding, all with measurable reduction in decision-cycle time. -------------------- You can get in touch with Jess Dewell on Twitter, LinkedIn or Red Direction website.
Jun 18
41 min

What if your routines are quietly stifling your company's growth? In this episode of the BOLD Business Podcast, host Jess Dewell sits down with Dr. Jennifer Berry, CEO of SmartLab, to explore a rebellious mindset shift that disrupts burnout and drives fresh thinking in today's fast-changing business landscape. Dr. Berry challenges the "go it alone" approach to leadership, making the case that lasting impact is built through collaboration, belonging, and the willingness to face discomfort together. From her Stop, Walk, and Think process to the power of tiny acts of rebellion, she offers practical ways to break mental ruts, spark innovation, and reconnect with what truly matters. You'll walk away understanding how celebrating effort fuels both immediate momentum and long-term goals, why joy isn't forced positivity but a practice worth designing into your culture, and how productive struggle — for your team and your clients — is one of the boldest moves a leader can make. In this episode: Why identity and self-worth get tangled up in workplace change — and how to navigate it How hands-on, project-based environments unlock natural curiosity and real growth Making KPIs flexible enough to reflect shifting goals without losing structure Reflection rituals that sharpen focus and reduce distraction How micro-changes in daily habits fuel bigger innovation Cultivating joy as a resilience strategy, not a feel-good afterthought If you're ready to redefine success to include joy and productive struggle, this conversation is your starting point. —--------- If you want to identify business bottlenecks, the necessary skills, the initial actions to take, the expected milestones, and the priorities for achieving growth, try the "Growth Framework Reset" approach. This will help you to keep learning and growing while working strategically on your business. -------------------- You can get in touch with Jess Dewell on Twitter, LinkedIn or Red Direction website.
Jun 11
45 min

Most companies don't lose ground because their product weakens or their team stops working. They lose ground because the message drifted - gradually, quietly - while everyone was busy chasing the next platform update. A clear message isn't a marketing asset. It's operational infrastructure. And when algorithm shifts, shrinking social ROI, and an AI-saturated ad landscape all arrive at the same time, the companies still standing are the ones who never let the message get blurry in the first place. Jess Dewell talks with Rihab Abouzaki, Expert in GCC–US Advertising at This N That Communications, on advertising strategies that hold up when conditions change. She's seen what happens when businesses outsource their message clarity to whatever platform is trending, and what it takes to rebuild trust with audiences that have grown skeptical of everything digital. In this episode, you'll discover: Why a single, well-defined message consistently outperforms multi-channel complexity in advertising ROI What it actually means to choose the right medium — and why streaming TV is outpacing social platforms for authentic reach in the US market How to rebuild an advertising strategy when your current process has stalled or stopped producing results Why customers don't adapt as fast as AI-driven platforms expect them to, and how to use that gap to your advantage The cost of emotional attachment to your own ideas — and how daily testing without ego creates sustainable advertising performance How business seasonality should drive spending decisions, and why ignoring natural cycles drains budget without building momentum What starting from the desired result looks like in practice — and why reverse-engineering your strategy is the move most companies skip The businesses winning in today's advertising environment aren't the ones with the most sophisticated tools or the largest ad budgets. They're the ones with message discipline. They resisted the pressure to chase every algorithm update. They built credibility through consistency, not volume. Distrust in the online world is growing, and the companies feeling it most are the ones that chase reach at the expense of message. Clarity is the competitive advantage that holds. And in a landscape increasingly driven by automation and AI, choosing to prioritize human connection over algorithmic optimization is itself a bold business decision. If your advertising results have plateaued, your team is reacting to platform changes instead of leading with strategy, or you're wondering whether the ROI on social spend is still worth defending, this conversation will reorient your thinking. —--------- If you're ready to build the kind of business that doesn't just survive uncertainty but leads through it, check out the Driving Solutions Strategic Intensive program, designed to support leadership teams through high-stakes strategic decisions. -------------------- You can get in touch with Jess Dewell on Twitter, LinkedIn, or Red Direction website.
Jun 4
35 min

Growing companies often sacrifice the foundation while chasing the finish line. Culture gets built later. HR systems get installed when problems surface. Employee protections feel like a luxury for bigger budgets. And somewhere in the scaling sprint, leaders realize they've created the perfect conditions for workplace disputes, legal exposure, and the very chaos they were trying to outrun. But here's what separates companies that thrive from those that get blindsided: the ones who treat people's systems as core infrastructure from day one. "It is BOLD to say that you are for the people and mean it." — Jesse Weinstein, Partner at Phillips and Associates, PLLC Jess Dewell talks with Jesse Weinstein who has spent his career untangling the mess that happens when intention and practice split apart. From startups racing to scale to established organizations with public missions focused on inclusion, he's seen where the gaps appear — and what it costs to ignore them. In this episode, you'll discover: How rapid growth creates blind spots in oversight that invite misconduct and legal risk Why early investment in culture and communication systems prevents costly disputes later The role transparency and visible leadership play in building employee trust and accountability How misalignment between stated values and daily practices opens the door to reputation damage and lawsuits What proactive problem-solving looks like when you're under pressure to keep moving The strategic advantage of building strong internal channels before you desperately need them The companies winning at scale aren't the ones outworking chaos — they're the ones who built systems that prevent it. They invested in culture when it felt optional. They made communication channels visible before crises forced their hand. They aligned their words with their actions. This episode isn't about compliance theater. It's about recognizing that your people, your culture, and your legal foundation are inseparable from your growth strategy. When leadership commits to getting this right, the payoff is both immediate and compounding: reduced turnover, stronger collaboration, and the kind of organizational stability that actually accelerates scaling. If you're building a company that's growing faster than your systems can keep up, or you're realizing that your internal practices don't match your external promises, this conversation is for you. —----------------- Ready to build the foundation that supports real growth? The Business Base Camp Consultation is designed for owners who need to do the right work and lead growth at the same time, building the processes and market clarity to move from management oversight to systems-led execution. It's where strategy meets culture, and where sustainable scaling actually begins. —----------------- You can get in touch with Jess Dewell on Twitter, LinkedIn or Red Direction website.
May 28
38 min

If you picture your role two years from now, what would need to change? That's the question Christy Maxfield (President and CEO at Purpose First Advisors), Dean Barta (Founder and CEO at Barta Business Group), and Jess Dewell (Managing Partner and Growth Strategist at Red Direction) explore in this It's Your Business episode. These three business advisors talk about the mindset shifts and practical moves that actually matter in the next 24 months. Whether you're running a boutique firm, scaling mid-market, or managing a larger operation, reducing operational friction and getting real-time visibility into your data is something you can influence right now. The conversation moves through three key areas: the Reality Audit (really owning where your business stands), Design 2+ Years Ahead (working with your existing productivity rhythms), and the Execution Bridge (how to stack priorities and actually move forward). They talk about why perception often doesn't match reality, how conversation can feel like progress when it isn't, and what it takes to shift from talking about change to making it happen. Key Takeaways: Christy Maxfield: "Get all your butterflies flying in the same direction." Dean Barta: "Break down goals to be able to move forward." Jess Dewell: "Be courageous and make a shift in mindset to get to a large initiative 2 years from now." —----------------- Ready to build the foundation that supports real growth? The Business Base Camp Consultation is designed for owners who need to do the right work and lead growth at the same time, building the processes and market clarity to move from management oversight to systems-led execution. It's where strategy meets culture, and where sustainable scaling actually begins. —----------------- You can get in touch with Jess Dewell on Twitter, LinkedIn or Red Direction website.
May 21
51 min

"Stamina is a trap." Most small business owners already know it. But knowing it and actually building a business that doesn't depend on your constant intervention are two very different things. We've normalized the grind, the packed schedule, the heroic push through chaos, the belief that if you just work harder, longer, the growth will come. And somewhere in all that muscling through, we stopped asking the more important question: are we doing the right work, or just a lot of it? "If you are relying on your ability to outwork the chaos, you are already losing." Jess Dewell, Growth Strategist at Red Direction and host of the BOLD Business Podcast, introduces the Business Basecamp framework, a three-part approach designed to get you off the plateau and back into the growth zone without burning out in the process. What emerges isn't a productivity hack or a planning template. It's a rethinking of how leaders show up — moving from constant intervention to systems-led execution, from reacting to leading, from surviving the pace of change to setting it. In this episode: Why reflection isn't looking backwards — it's the most strategic thing you can do right now How "distraction debt" quietly suffocates growth, and how to start paying it down The real reason smart leaders don't take action — and what to do instead How to protect your "core magic" as your business scales and your role shifts What strategic accountability actually looks like when chaos is the norm "Growth isn't about doing more. It's about becoming a responsive decision maker." This is one of those episodes that reframes the whole game, not by adding more to your plate, but by helping you finally work on the right things. Jess also shares the 11 Essential Resources for Dynamic Growth, a free curated collection of podcasts and articles covering everything from mastering the Intentional Pause to building your own Present Retreat. Designed for self-starters and lifelong learners, these are the actual tools Red Direction uses to help businesses break through their strategic ceilings. You can download it here. It is BOLD to stop muscling through and build the foundation instead. This episode shows you how. -------------------- You can get in touch with Jess Dewell on Twitter, LinkedIn or Red Direction website.
May 14
41 min

"Good ideas come to me easily." It sounds almost too simple. But what if your creativity isn't actually the problem - what if it's the way you've been trained to chase it? We've built entire careers around productivity systems, packed calendars, and the belief that output is the measure of value. And somewhere in all that busyness, we lost the thing that actually drives innovation: the ability to slow down and let ideas find us. "You're not going to get good ideas if you're running around on the hamster wheel with your hair on fire. They just don't have any place to be." Jess Dewell brings together three practitioners who approach this problem from very different angles - Catherine Morgan (business consultant and transitions strategist), Claire Uncapher (intuitive life coach), and Dr. Janice Campbell (acupuncturist and somatic practitioner) - for a conversation that's equal parts practical and perspective-shifting. What emerges isn't a case for self-care. It's a case of rebuilding your relationship with time itself. For trusting the pause. Recognizing that the traits you've spent years working around - the slowness, the tangential thinking, the need for space - might be exactly where your best ideas live. In this episode Why your physical and internal environment shapes your output more than any strategy or tool How to run a 2-minute experiment this week that can crack open creative thinking The difference between self-care and mindfulness as a genuine business practice What it actually means to trust yourself - and why most of us were trained out of it early How to reframe the traits you see as weaknesses into your sharpest creative assets "Mindfulness is life. Not just self-care." It's "the ultimate productivity hack". This is one of those conversations that quietly shifts how you see your own work. It is BOLD to intentionally build the conditions for creativity. This episode shows you how. If you want to reclaim your strategic clarity, break free from reactive operations, and ensure you're focused on the right priorities for growth, explore the Present Retreat™ approach. This will help you lead with intention and make the time you already have more impactful — so you can see and seize your next big opportunity. -------------------- You can get in touch with Jess Dewell on Twitter, LinkedIn or Red Direction website.
May 7
49 min
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