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October is a unique time of the year, a month filled with vibrant autumn colors, cooler temperatures, and an undeniable shift in the air. As we transition into the final quarter, it’s also a season of reflection, preparation, and recalibration for leaders. Whether you’ve been running full speed all year or taking things one step at a time, October offers an opportunity to embrace change, rethink strategies, and reenergize your leadership approach before the year comes to a close.

As leaders, it's easy to get caught up in day-to-day operations. The rush to meet end-of-year goals, plan for the holidays, and manage the complexities of the workplace often leaves little room to pause. But October presents a chance to step back, take stock of where you are, and set the tone for the final push. Let’s dive into some fun, actionable strategies you can use this October to lead with purpose and momentum.

  1. Reflect on the Year So Far

October is a natural time for reflection. With three-quarters of the year behind us, it’s the perfect moment to look back and assess what has worked, what hasn’t, and where improvements are needed.

Ask yourself:

  • Did you accomplish the goals you set at the beginning of the year?
  • How has your team evolved, and what challenges have emerged?
  • What lessons can be learned from the past nine months?

Taking time to reflect doesn’t mean dwelling on setbacks. It’s about extracting insights that can fuel growth and development. Consider involving your team in this process. Host a casual "reflection meeting" where everyone can share their thoughts on the year's successes and challenges. By encouraging open dialogue, you foster an environment of collaboration and transparency, which can lead to creative solutions for any hurdles the team may face in the final quarter.

2. Reevaluate Your Goals

October is not too late to adjust. Maybe some of your goals have already been achieved, while others might need tweaking. Instead of sticking rigidly to goals that no longer serve the current landscape, consider how you can refine them to better align with where your team and organization are today.

Tips for reevaluating goals:

Prioritize impact: Focus on the goals that will have the most significant impact in the short term. What is essential to accomplish before the year ends, and what can wait until next year?

Break it down: Rather than tackling large projects, break them into smaller, manageable tasks. This creates a sense of momentum as your team achieves quick wins.

Be realistic: Don’t set your team up for burnout by packing too much into the final stretch of the year. It’s better to do a few things well than to overpromise and underdeliver.

3. Leverage the Power of Change

Just as the leaves begin to fall and the world around us transforms, October serves as a reminder that change is constant—and that’s not a bad thing! As a leader, embracing change and guiding your team through it can be one of the most empowering things you do. 

Change doesn’t have to be scary. It can be invigorating and full of opportunities. Whether it’s implementing new strategies, pivoting after a failure, or shaking up the team’s structure, October is the time to lean into that natural momentum of change and guide your team through it with confidence.

How to embrace change this season:

Celebrate the wins: Even small wins can boost morale. Recognize your team’s ability to adapt and succeed through the challenges of the past months. 

Offer support: Make sure your team feels supported as changes happen. Whether that means extra training, clearer communication, or simply being available for questions, your leadership during times of transition will set the tone for how the team responds.

Stay flexible: Change is rarely linear, so be prepared to pivot as needed. Flexibility allows your team to experiment and learn from mistakes without fear of judgment.

4. Foster a Culture of Gratitude

As we get closer to Thanksgiving, this is an ideal time to infuse a little gratitude into your leadership style. October often signals the beginning of the “giving season,” and it’s not just about giving gifts—it’s about giving recognition and appreciation. People crave acknowledgment for their hard work, and small acts of gratitude can go a long way in boosting morale and strengthening team cohesion.

Ideas for fostering gratitude:

Start meetings with shout-outs: Kick off team meetings with a quick round of shout-outs, where everyone can acknowledge a colleague who has gone above and beyond.

Write personalized thank-you notes: A handwritten note or personalized email can make a huge impact. Let your team members know you appreciate their unique contributions.

- Celebrate milestones: October is a great time to look back at the milestones achieved throughout the year and celebrate them with your team. Whether it’s hitting sales targets or launching a successful project, make sure those achievements don’t go unnoticed.

5. Prepare for the Year-End Push

With the holiday season just around the corner, it’s tempting to start winding down, but October is a great time to prepare for the busy year-end period. By getting organized and setting a clear plan for the final quarter, you can alleviate some of the stress that often comes with the holidays.

Strategies for preparing for the year-end push:

Create a roadmap: Outline key milestones and deadlines for the remainder of the year. This roadmap will provide your team with a clear direction and help keep everyone focused.

Delegate effectively: October is a great time to assess whether you need to delegate more. Leaders often fall into the trap of trying to do everything themselves, but this can lead to burnout. Trust your team to handle the tasks they’re capable of managing.

Encourage self-care: The end of the year can be stressful for everyone, so make sure your team is taking care of themselves. Encourage breaks, time off, and work-life balance.

6. Start Planting Seeds for Next Year

Even though we’re focused on closing out the current year strong, October is also an excellent time to start thinking about the future. What goals will you set for next year? What opportunities or challenges do you anticipate? This early planning can give you a head start in 2024 and ensure that you and your team hit the ground running.

How to start planning for the future:

Gather input: Ask your team for their ideas and suggestions on what goals and projects should be prioritized next year. They often have valuable insights and can help shape a vision for the future.

Identify opportunities for growth: Where can your team improve? Are there skill gaps that need addressing? Use October to assess these areas and begin making plans for professional development and growth in the new year.

Set the tone for 2024: Think about the values and culture you want to emphasize as you move forward. October can be a good time to reflect on leadership style and how you want to lead your team into the next year.

Making the Most of October

As the crisp air of October sweeps in, take this time to reflect, adapt, and energize your leadership strategy. Embrace the season of change by reassessing your goals, fostering gratitude, and preparing for the future. By doing so, you'll not only set your team up for a strong finish to the year but also position them for success in the coming year.

Remember, October is not just about pumpkin spice lattes and Halloween costumes—it's a time for intentional leadership that can have lasting impacts. So, step into this season with confidence, creativity, and a readiness to lead your team to success.

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Tresha Moreland is a 30-year organizational effectiveness and strategic workforce planning expert. She partners with business leaders to develop workplace strategies that achieve best-in-class results. She has held key organizational leadership roles in multiple industries such as manufacturing, distribution, retail, hospitality, and healthcare. Tresha is the founder and principal consultant of HR C-Suite, LLC (www.hrcsuite.com). HR C-Suite is a results-based HR strategy resource dedicated to connecting HR with business results. She has received a master’s degree in human resource management (MS) and a master’s degree in business administration (MBA). She has also earned a Senior Professional in Human Resources (SPHR), Six Sigma Black Belt Professional (SSBBP) Certification. She is also recognized as a Fellow with the American College Healthcare Executives with a FACHE designation.

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