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Lead, Actually with Jess Pressland

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by Jess Pressland

6 episodes
Updated Daily
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Podcast Overview

<h2><strong>About the Podcast</strong></h2><p>Are you ready to transform your management style and drive real business performance? Welcome to your go-to guide for navigating the highs, lows and everything in between of corporate leadership.</p><p>Hosted by leadership expert <strong>Jess Pressland</strong>, this podcast cuts through the jargon to deliver honest stories, practical insights, and a candid look at the front lines of management.</p><p>In each episode, Jess shares the common pitfalls she regularly sees leaders make and provides you with the actionable strategies needed to get it right.</p><h2><strong>What You’ll Discover</strong></h2><ul><li><strong>The Good, the Bad, and the Missteps:</strong> Candid stories of where leaders frequently go wrong and how to steer clear of the same mistakes.</li><li><strong>Proven Management Frameworks:</strong> Insights driven by Jess&#39;s proprietary methodology, the <strong>JP Learning Loop</strong>.</li><li><strong>Actionable Advice:</strong> Practical, real-world takeaways designed to elevate your leadership game, whether you are managing a small team or directing an entire organization.</li></ul><h2><br></h2><h2><strong>Meet Your Host: Jess Pressland</strong></h2><p>As the founder and CEO of the <strong>JP Group</strong>, Jess has spent over 20 years developing managers at all levels—from first-time team leaders to executive-level suites.</p><p>Her impressive track record includes:</p><ul><li><strong>Decades of Hands-On Experience:</strong> Rising through the ranks from trainer to Head of Training, Jess founded her own management development business in 2012.</li><li><strong>Award-Winning Leadership:</strong> Recipient of the prestigious <strong>British Business Award for Leadership (2026)</strong>.</li><li><strong>Industry Recognition:</strong> Featured on the cover of Elevate HR magazine for her transformative work in management development.</li></ul><p><br></p><blockquote><strong>Who is this for?</strong></blockquote><blockquote>Whether you are a newly promoted supervisor, a mid-level manager, or a seasoned C-suite executive, this podcast is designed to give you the tools, clarity, and confidence to lead effectively.</blockquote>

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Publishing Since

7/16/2026

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Recent Episodes

Episode thumbnail for Recognition : The Underestimated Leadership Tool

July 22, 2026

Recognition : The Underestimated Leadership Tool

<p>Telling your team members they are doing a great job costs absolutely nothing, yet intentional recognition remains one of the most underutilized strategies in modern business.</p><p>In this episode, Jess Pressland breaks down why a generic &#34;good job, team&#34; does more harm than good and reveals the exact three-part formula leaders must use to make their employees feel genuinely seen, valued, and motivated to go the extra mile.</p><p><strong>Key Takeaways</strong></p><ul><li><strong>The Spectrum of Recognition:</strong> Every employee has a different baseline requirement for validation. Leaders who don&#39;t personally need praise often assume their team doesn&#39;t either—a critical mistake that crushes morale.</li><li><strong>The Danger of Generic Praise:</strong> Blanket statements like &#34;Good job today, guys&#34; are lazy and ineffective. True recognition must target specific actions to carry real weight.</li><li><strong>The Team Recognition Pitfall:</strong> Group praise can actively dishearten your highest performers if they feel underperforming colleagues are receiving the exact same credit for unequal workloads.</li><li><strong>The Retention Loop:</strong> Employees who feel genuinely seen stay engaged, support their colleagues, and stick with your business long-term. When recognition drops, retention drops with it.</li></ul><p><br></p><p><strong>The Three-Part Recognition Formula</strong></p><p>To give recognition that lands with maximum impact, you must include all three layers:</p><p>1.    <strong>The Praise:</strong> Clear, direct acknowledgement of individual or true group effort.</p><p>2.    <strong>The Specificity:</strong> Naming the exact action or hurdle overcome (e.g., handling a difficult client or hit deadline).</p><p>3.    <strong>The &#34;So What?&#34;:</strong> Explicitly connecting their action to the larger corporate mission or business success (e.g., why retaining that client helps the company grow).</p><p><strong>Resources Mentioned</strong></p><ul><li>Turn praise into an everyday habit. Head to the podcast page at <a href="https://www.thejpgroup.org/leadactuallypodcast" rel="nofollow">https://www.thejpgroup.org/leadactuallypodcast </a>to download the free companion workbook and audit your team&#39;s recognition metrics.</li></ul>

Episode thumbnail for The Art of Difficult Conversations

July 22, 2026

The Art of Difficult Conversations

<p>We’ve all avoided them: the awkward conversations we put off because we want to maintain peace, remain friends, or simply hope the problem will miraculously vanish.</p><p>In this episode, Jess Pressland reveals why sweeping issues under the rug backfires drastically, affecting your entire team dynamic. Using a powerful real-world logistics example, Jess shares a practical blueprint to strip the fear out of conflict, manage high-running emotions, and guide hard conversations toward clear, productive resolutions.</p><p><strong>Key Takeaways</strong></p><ul><li><strong>The Cost of Avoidance:</strong> Issues don&#39;t disappear when ignored; they grow. When a leader avoids dealing with a single team member&#39;s behavior, the rest of the team notices, resulting in widespread frustration and plummeted morale.</li><li><strong>The Compound Effect:</strong> Small infractions add up to massive deficits. A mere 15 minutes of daily unexcused lateness totals <strong>seven working days</strong> over the course of a single working year.</li><li><strong>Behavior vs. Personality:</strong> Avoid absolute labels like &#34;lazy&#34; or &#34;disorganized&#34;. Focus strictly on measurable, objective behaviors (e.g., &#34;arriving 15 minutes after shift start&#34;) to bypass personal defensiveness.</li><li><strong>Control Your Own Calm:</strong> You cannot control how another person reacts, but you have absolute control over your own behavior. Stay grounded and pre-empt emotional responses (like tears or anger) before the meeting begins.</li></ul><p><strong>The Framework for Difficult Conversations</strong></p><p>1.    <strong>Don&#39;t Wait:</strong> Deal with the issue swiftly before it metastasizes into a team-wide cultural problem.</p><p>2.    <strong>Focus on Behavior:</strong> Direct the conversation toward objective actions, not personal characteristics.</p><p>3.    <strong>Stay Curious:</strong> Don’t make assumptions about why someone is breaking a rule; ask open questions to discover the root cause (e.g., transport limitations).</p><p>4.    <strong>End on Clarity:</strong> Conclude with a crystal-clear, mutually agreed-upon action plan that restores fairness for the whole team.</p><p><strong>Resources Mentioned</strong></p><ul><li>Ready to stop putting off that conversation? Visit our podcast page at <a href="https://www.thejpgroup.org/leadactuallypodcast" rel="nofollow">https://www.thejpgroup.org/leadactuallypodcast</a> to download the official companion workbook to map out your preparation.</li></ul>

Episode thumbnail for Kind Leadership is Not Weak Leadership

July 22, 2026

Kind Leadership is Not Weak Leadership

<p>Is being a &#34;kind&#34; leader making you a soft target, or is it actually the toughest path to success?</p><p>In this episode, Jess Pressland busts the widespread myth that kind leadership is &#34;soft&#34; or weak.</p><p>Through a surprisingly common and awkward real-world workplace scenario, Jess illustrates how avoiding difficult conversations is actually the unkind route.</p><p>She breaks down the &#34;3 Fs&#34; of management: <strong>Firmness, Friendliness, and Fairness</strong>. And she explains how to balance approachable, empathetic relationships with clear, uncompromising performance expectations.</p><p><strong>Key Takeaways</strong></p><ul><li><strong>The Hardest Path:</strong> Kind leadership isn&#39;t soft; it is actually far tougher. It requires the courage to have direct, private, one-on-one conversations about uncomfortable subjects.</li><li><strong>The &#34;3 Fs&#34; of Management:</strong> Successful management relies on balancing <strong>Firmness</strong> (clear expectations and performance), <strong>Friendliness</strong> (approachability and building strong relationships), and <strong>Fairness</strong> (treating everyone equitably without favoritism).</li><li><strong>Friendliness vs. Being a Mate:</strong> There is a major difference between being friendly in your approach (smiling, being genuinely interested in your team) and trying to be their &#34;mate.&#34;</li><li><strong>Drive Performance Through Empathy:</strong> Kindness means understanding people&#39;s situations, asking questions to find the root cause of an issue, and supporting them to achieve a positive outcome.</li></ul><p><br></p><p><strong>Resource Mentioned</strong></p><p>Download the accompanying workbook for this episode to put these insights into practice: <a href="https://www.thejpgroup.org/leadactuallypodcast" rel="nofollow">https://www.thejpgroup.org/leadactuallypodcast</a></p>

6 total episodes available

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What is Lead, Actually with Jess Pressland?
<h2><strong>About the Podcast</strong></h2><p>Are you ready to transform your management style and drive real business performance? Welcome to your go-to guide for navigating the highs, lows and everything in between of corporate leadership.</p><p>Hosted by leadership expert <strong>Jess Pressland</strong>, this podcast cuts through the jargon to deliver honest stories, practical insights, and a candid look at the front lines of management.</p><p>In each episode, Jess shares the common pitfalls she regularly sees leaders make and provides you with the actionable strategies needed to get it right.</p><h2><strong>What You’ll Discover</strong></h2><ul><li><strong>The Good, the Bad, and the Missteps:</strong> Candid stories of where leaders frequently go wrong and how to steer clear of the same mistakes.</li><li><strong>Proven Management Frameworks:</strong> Insights driven by Jess&#39;s proprietary methodology, the <strong>JP Learning Loop</strong>.</li><li><strong>Actionable Advice:</strong> Practical, real-world takeaways designed to elevate your leadership game, whether you are managing a small team or directing an entire organization.</li></ul><h2><br></h2><h2><strong>Meet Your Host: Jess Pressland</strong></h2><p>As the founder and CEO of the <strong>JP Group</strong>, Jess has spent over 20 years developing managers at all levels—from first-time team leaders to executive-level suites.</p><p>Her impressive track record includes:</p><ul><li><strong>Decades of Hands-On Experience:</strong> Rising through the ranks from trainer to Head of Training, Jess founded her own management development business in 2012.</li><li><strong>Award-Winning Leadership:</strong> Recipient of the prestigious <strong>British Business Award for Leadership (2026)</strong>.</li><li><strong>Industry Recognition:</strong> Featured on the cover of Elevate HR magazine for her transformative work in management development.</li></ul><p><br></p><blockquote><strong>Who is this for?</strong></blockquote><blockquote>Whether you are a newly promoted supervisor, a mid-level manager, or a seasoned C-suite executive, this podcast is designed to give you the tools, clarity, and confidence to lead effectively.</blockquote>
How often does this podcast release new episodes?

This podcast updates daily.

Where can I listen to this podcast?

This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.

Does this podcast accept guests?

No, this podcast does not typically feature guests.

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