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Crush Your Goals in 2022

Yearly Planner

If you want to make things happen for your job and your career next year, and you want to set some goals to help you get there, you will want to download my free Crush Your Goals step-by-step workbook.

Supercharge Your Day

The *Secret* to Actually Getting Ahead in Your Workweek (without adding another huge thing to your to-do list)

Designed for driven women leaders, this 2-hour program packs a punch, teaching you how to manage your time more effectively and boost your career success. Supercharge Your Day is the ultimate framework for prioritizing your workday and increasing your confidence to take on larger roles—without guilt or burnout!

Teams That Trust

Advanced Communication for Complex Teams

Next Skills Camp:

November 6th & 20th

Saturday 9:00 am – 1:00 pm Pacific


The ability to work together interdependently is one of our least developed skills. Yet, it is the most vital in today’s landscape. The communication skill of connecting with others – and creating the emotional space for others to open up – requires deep trust. Without trust, leaders and teams struggle to achieve extraordinary results. In two 4-hour sessions, you will discover the underpinnings of trust and how to build trust at all levels.

Amplify Your Executive Presence

Develop your influence, be seen as a rising leader

Learn how to develop your leadership foundation, executive presence and leadership brand to gain influence in an authentic way that brings your personal strengths to the forefront. You will develop your gravitas and confidence to be seen as a leader while navigating the social influences that women must contend with in order to be successful in our current environment.

The Sister Smart logo, which reads "Empowering Women Leaders to Fulfill Their Vision."

11 ways to start a difficult conversation

December 28, 20241 min read

Facing different sides of reality is no easy feat.

50% of managers state difficult conversations as the biggest challenge in their roles.
34% state putting it off for at least a month.
25% state putting it off for over a year.

But avoiding them comes at a cost:
– Your relationships suffer
– Team trust erodes
– Problems grow larger

5 ways to lead these conversations with confidence and care:

1️⃣ Start with intention
– Think about the relationship and what you want to preserve
– A clear purpose helps you stay focused on growth rather than grievances

2️⃣ Create the right environment
– Choose a private space where both people feel comfortable
– Book enough time so no one feels rushed

3️⃣ Lead with facts
– Share specific examples without judgment
❌ "You're always behind schedule."
✅ "I noticed the past three projects were delivered late."

4️⃣ Listen deeply
– Put your assumptions aside
– Ask questions to understand their perspective
– Sometimes what looks like resistance is a cry for support

5️⃣ Build forward together
– End with clear actions and timeline
– Schedule a follow-up to show your commitment to their success

The best leaders know these moments aren't about being right - they're about getting it right.

Your courage to have these conversations shows your team you care enough to help them grow.

PS. What's another way you have used to open a tough conversation?

Graphic titled "11 Ways to Start a Difficult Conversation." Provides examples of how to initiate tough conversations with empathy and respect. Includes an illustration of two people conversing. The bottom encourages you to follow Jill Avey for leadership and career progression insights.

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Crush Your Goals in 2022

Yearly Planner

If you want to make things happen for your job and your career next year, and you want to set some goals to help you get there, you will want to download my free Crush Your Goals step-by-step workbook.

Supercharge Your Day

The *Secret* to Actually Getting Ahead in Your Workweek (without adding another huge thing to your to-do list)

Designed for driven women leaders, this 2-hour program packs a punch, teaching you how to manage your time more effectively and boost your career success. Supercharge Your Day is the ultimate framework for prioritizing your workday and increasing your confidence to take on larger roles—without guilt or burnout!

Teams That Trust

Advanced Communication for Complex Teams

Next Skills Camp:

November 6th & 20th

Saturday 9:00 am – 1:00 pm Pacific


The ability to work together interdependently is one of our least developed skills. Yet, it is the most vital in today’s landscape. The communication skill of connecting with others – and creating the emotional space for others to open up – requires deep trust. Without trust, leaders and teams struggle to achieve extraordinary results. In two 4-hour sessions, you will discover the underpinnings of trust and how to build trust at all levels.

Amplify Your Executive Presence

Develop your influence, be seen as a rising leader

Learn how to develop your leadership foundation, executive presence and leadership brand to gain influence in an authentic way that brings your personal strengths to the forefront. You will develop your gravitas and confidence to be seen as a leader while navigating the social influences that women must contend with in order to be successful in our current environment.