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Resources

Freebies

 

Career and Leadership Workshops (Free to Attend!)

  • May 20, 2025 12:00PM CDT | Employee Mental Health: Whose Responsibility Is It, Really?
    The pandemic transformed our relationship with work—and with ourselves. Since 2020, mental health challenges have surged among American workers, with a staggering 75% reporting symptoms, up nearly 60% from pre-pandemic times. This isn't just a personal crisis—it's an engagement, retention, and wellbeing crisis that demands collaborative solutions between organizations and their people. Join me for this powerful session where I'll share evidence-based strategies to revolutionize your workplace culture. You'll learn how to identify and eliminate harmful practices while implementing innovative approaches that enhance wellbeing, deepen engagement, and dramatically improve retention. This consistently top-rated workshop provides practical tools you can implement immediately to create a workplace where both people and performance thrive.
  • June 24, 2025 12:30PM CDT | Composing Compelling Cover Letters: The 5-4-3-2-1 Approach to Writing
    Transform your job application process forever! In this high-impact workshop, you'll unlock a powerful, repeatable framework that turns blank-page anxiety into confidence. The 5-4-3-2-1 Approach isn't just another writing tip—it's a proven system for crafting cover letters that captivate hiring managers and showcase your unique value proposition. Stop watching opportunities pass by because of application hesitation. Join us to develop the skills that will have employers eager to meet the person behind such compelling communication.
  • July 15, 2025 12:00PM CDT | My Favorite “F” Word: Giving & Receiving Feedback
    The research notes: two-thirds of feedback conversations actually diminish performance rather than improve it. The culprits? How we construct our message, how we deliver it, and the relationship between messenger and recipient. In this practical workshop, I'll share the SBI (Situation-Behavior-Impact) framework I've used with hundreds of professionals to transform feedback from a performance killer into a catalyst for growth. You'll learn to craft specific, behavior-focused feedback that inspires improvement rather than triggers defensiveness. Through guided practice, you'll develop the skills to both.
  • August 19, 2025 12:00PM CDT | Interview Preparation: Making a Powerful First Impression
    During this workshop, I’ll be sharing my fave tips, tricks, and strategies for communicating a professional brand that differentiates you as a top candidate. Rooted in compelling, authentic, and truthful storytelling, this unique approach to interviewing will enhance your confidence and capacity to connect with a prospective employer.
  • September 16, 2025 12:00PM CDT | Cultivating Meaningful Connections: A New Approach to Networking
    Did you know, 86% of job offers go to candidates that engaged in networking at some point during their search process?! And yet, most folks refuse to engage in this practice because it feels: transactional, vulnerable, icky/gross. Remember, we do not build our networks by networking. We build our networks when we cultivate meaningful connections with others. For folks who believe networking is a necessary evil or simply not for them, this experience will encourage you to revisit that perspective. By engaging in this workshop, you will be able to meet with some incredible individuals while confidently communicating to others, who you are, what you want, and how you can be of service in this relational equation.
  • October 21, 2025 12:00PM CDT | Authentic Branding: Designing & Cultivating Your Professional Reputation
    In this experiential workshop, attendees will walk away with a tangible, actionable plan to implement their values-driven personal and professional brand, equipped with strategies for long-term career success. This immersive experience empowers every woman who has felt the stirring of ambition, juggled multiple roles, or yearned to make a lasting impact. Join me to unlock your potential, redefine your professional identity, and chart your course to success. Together, we'll forge the future of women's leadership, one authentic, powerful, values-based personal brand at a time.
  • November 18, 2025 12:00PM CDT | Resume Refresh Workshop
    It’s time to almost close out 2025 with a lunch-and-learn workshop dedicated to refreshing your resume! In our time together, you'll learn the ABC strategy for effective resume writing to land that next interview. These valuable tactics will transform your dated document into an attention-grabbing, AI friendly resume highlighting your workplace accomplishments.
  • December 16, 2025 12:00PM CDT | Elevating Women's Wellbeing in the Workplace
    Join me for our final lunch-and-learn of 2025, designed to address the unique and persistent challenges faced by women in the workplace through the lens of wellness and community. Focusing on the power of female connection alongside the five dimensions of workplace wellness, this talk puts a spotlight on the gendered factors holding women back from the C-Suite while simultaneously equipping attendees with ideas, tactics, and strategies to elevate each other at work. Together, we'll build your squad and make these overdue equity-based advancements a reality!

Educational Podcasts Featuring Katie O'Malley | M.Ed., BCC

Fast Company Magazine Features

Communicating with Compassionate Candor
Exquisite listening and respectful curiosity are two essential, yet commonly overlooked, elements of effective communication. Whether with a colleague, partner, friend, or family member our guide on Communicating with Compassionate Candor is not only generative, but builds trust and connection with others. We encourage you to experiment with one (or all!) of these suggestions throughout the day and observe how folks react to you.

Positively Disrupt Your Career
Our recipe is simple: a little reflection and a dash of connection, sprinkled with objective, expert guidance will allow you to positively disrupt your career trajectory before the market, or burnout, disrupts you. Take a read of our work on Thrive Global for some foundational strategies to launch your new career path.

Who We Trust

Sometimes we connect with folks that are in need of therapeutic services, before they can truly benefit from coaching. When this is the case, there are only a handful of mental health practitioners that we trust when referring our clients. Take a peek at our favorite Chicago-Based mental health providers below:

Interested in working together?

Whether you are interested in Individual Coaching, Group Coaching, or Small Business Consulting, (en)Courage Coaching has got you covered! Send us a note to get the conversation going and we’ll get moving more toward your goals in a flash!

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