Women in Sales Leadership

Amy Evans

Work with Amy Did you know that only 31% of sales leaders are women, even though 50% of the sales reps are women? I'm Amy Evans, after 25 years of sales leadership in corporate America, I help sales leaders, founders and CEOs sell more and lead better. I also host the Women in Sales Leadership podcast, where you'll learn what it takes to lead at the highest level, withstand the pressure to deliver the numbers, and elevate your career without losing yourself. No fluff, just the real stuff of women in sales leadership. If you aspire to become a CRO, vice president, first time sales leader, or start your own business, you are in the right place. Follow so you won't miss the episodes every week.

  1. Oct 22

    Why Experience Beats AI Hype in Sales and Marketing Leadership

    Sarah Allen-Short has spent 25 years doing the work she now advises on. She's held CMO, VP of Marketing, and VP of Sales roles, and has worked with four startups led by visionary founders with academic backgrounds. Today she runs SAS Advisory Group, helping founders in the $1M to $25M ARR range clarify who they're selling to, sharpen positioning, and build revenue systems that repeat. She's certified in the GTM Operating System through GTM Partners, coaches executives in sales and marketing, and steps in fractionally when a founder needs someone hands-on. She once trained as a birth doula and coaches the same way: staying alongside people through the hard thing. Visit her website: https://www.sasadvisorygroup.com/ Episode Summary: In this episode, Sarah Allen Short shares insights on the real-world application of AI in sales and marketing, the importance of fundamentals, and how seasoned leadership can accelerate growth in a rapidly changing landscape. Key Topics: - AI's impact on sales and marketing - The importance of empathy in sales - Fundamentals that haven't changed despite AI advancements - Leadership's role in aligning go-to-market strategies - The shift from product to brand and customer service as moats - Strategies for conference networking and human connection - The speed of data analysis and decision-making with AI - The value of experience and pattern recognition in a tech-driven world Episode Chapters: 00:00 Introduction and episode overview 03:17 Setting intentions for meaningful conversations 04:15 Sarah's background in marketing and sales leadership 05:31 Lessons learned from sitting in both marketing and sales roles 07:22 Empathy and understanding sales pressures 08:48 The current state of CRM automation and AI tools 10:44 Mixed feelings about AI and its impact on women and minorities 11:43 The value of experience and pattern recognition at age 50 12:43 The importance of fundamentals and leadership in business 14:43 The limitations of AI in creating new, innovative ideas 16:39 The importance of human connection and community 18:29 Conference strategies for genuine human engagement 22:44 The role of fundamentals and leadership in company success 25:36 The evolving questions in go-to-market strategies 33:31 The distraction of tools versus fundamentals 36:23 Addressing the anxiety and paralysis caused by AI 43:34 The importance of brand and customer service as moats 44:55 The value of experience and seasoned leadership 46:48 Sarah's journaling workshops and community building Work with Amy: amyevanscoaching.com/workwithme Book your complimentary career planning call: amyevanscoaching.com/workwithme Follow the show: Apple Podcasts: https://podcasts.apple.com/us/podcast/women-in-sales-leadership/id1765026855 Spotify: https://open.spotify.com/show/0lnzIwlqDzxFTA4KllGfWW

  2. Oct 8

    Belief Eats Behavior: The Courage Every Sales Leader Needs Now

    Amy Evans and Amy Riley discuss leadership legacy, energy management, and the importance of identity in effective leadership. They explore practical strategies for leaders to stay aligned with their purpose, manage energy, and embrace change with courage. Key Topics: - Leadership legacy and purpose - Energy management and productivity - Identity and self-awareness in leadership - Courage in difficult conversations and change - Habits and reflection for leadership growth - Managing task switching and boundaries - The role of beliefs and intentions in leadership - The impact of culture and beliefs on behavior Episode Chapters: 00:00 Introduction to Leadership Legacy and Purpose 01:53 The Role of Energy Management in Leadership 03:50 Shifting from Doer to Enabler: Developing Your Team 05:18 The Transition from Individual Contributor to Leader 06:46 Self-awareness and Reflection for New Leaders 09:12 Embracing Change and Uncertainty in Leadership 10:38 The Power of Courage in Difficult Conversations 11:53 Grounding in Good Intentions and Beliefs 14:04 The Importance of Strengths and Energy in Leadership 15:53 Managing Task Switching and Calendar Optimization 17:48 The Impact of Identity and Leadership Style 20:13 Using Future Self Visualization for Motivation 21:49 The Practice of Intention Setting Before Interactions 23:50 Handling Tough Conversations with Positivity 25:50 The Role of Beliefs and Culture in Leadership 27:46 Creating Leadership Habits and Legacy 29:52 Experimenting with Boundaries and Habits 32:00 The Power of Reflection and Purpose 34:06 Identity-Based Leadership and Growth 35:59 The Journey of Building a Leadership Legacy Work with Amy: amyevanscoaching.com/workwithme Book your complimentary career planning call: amyevanscoaching.com/workwithme Follow the show: Apple Podcasts: https://podcasts.apple.com/us/podcast/women-in-sales-leadership/id1765026855 Spotify: https://open.spotify.com/show/0lnzIwlqDzxFTA4KllGfWW

  3. Sep 25

    Stop Panic Buying: How CEOs Find the Real Growth Fix

    Amy Evans discusses how to diagnose and fix sales growth stalls without rushing to buy new resources. She emphasizes asking the right questions to identify the real issues and shares three success stories illustrating effective first moves. Key Topics: - The importance of asking the right diagnostic questions - Stories of quick wins through strategic adjustments - The fallacy of rushing to buy new resources - The role of pricing, partnerships, and messaging in growth - Amy Evans' framework for sales diagnosis Episode Chapters: 00:00 Introduction: Why sales stalls happen and the common mistake of rushing to buy 02:07 Amy's simple diagnostic questions: why, how, how much, how often, upside/downside 03:04 Stories of three companies that found quick wins without buying 05:24 Story 1: Renegotiating a key partnership for a 16% revenue lift 07:46 Story 2: Raising prices for new customers to boost revenue 10:38 Story 3: Fixing messaging and positioning to close first clients 12:07 The five key questions to ask in your business now 13:34 The power of sequencing and objective evaluation 15:03 Actionable steps: ask these questions before spending again 16:00 Closing: free strategy call offer and final advice Work with Amy: amyevanscoaching.com/workwithme Book your complimentary career planning call: amyevanscoaching.com/workwithme Follow the show: Apple Podcasts: https://podcasts.apple.com/us/podcast/women-in-sales-leadership/id1765026855 Spotify: https://open.spotify.com/show/0lnzIwlqDzxFTA4KllGfWW

  4. Sep 10

    Stop Being a Slave to Your Business

    Amy Evans hosts a compelling conversation with Ral West about building a strong company culture, achieving work-life freedom, and empowering teams through intentional systems and mindset shifts. Discover practical strategies to create a thriving, aligned organization that supports personal and professional growth. Key Topics: - Culture is most effective when built intentionally from the start. - Open book management fosters trust and financial literacy. - Celebrations and bonuses strengthen team bonds and motivation. - Empowering employees leads to better customer service and innovation. - Aligning business goals with personal values creates fulfillment. - Leadership involves guiding, not micromanaging, the team. - A strong culture can outcompete larger rivals. - Retreats and shared experiences build a family-like team. - Letting go of control is essential for scaling. - Start with mindset and vision to create lasting change. Episode Chapters: 00:00 Introduction and guest overview 02:24 Ral West's journey from Alaska tourism to business success 04:45 Living the dream and teaching entrepreneurs to find freedom 07:43 The importance of intentional company culture 09:11 Building a culture with the WERQ system 11:37 Open book management and financial literacy 13:32 Celebrating wins and creating a team environment 16:24 Competing with major airlines through culture 19:15 Creating a fun, bonding experience for the team 20:41 The legacy of the culture and ongoing impact 22:08 Empowering decision-making and responsibility 25:31 Creating systems for efficiency and quick decision-making 27:55 Starting culture building from day one 30:21 Balancing growth with personal freedom 32:18 Mindset shifts for founders and CEOs 36:39 Aligning personal life vision with business goals 37:33 Who Raw West works with and how to connect

  5. Jul 30

    Energy Management Beats Time Management

    Okay, so here's the truth. If you're exhausted all the time, the answer isn't more discipline or another 5 a.m. cold plunge. It's how you manage your energy, not just your time. In this one I walk you through the low-tech habits I've run for two years and coach my CEOs and founders on: my sleep wind-down, the boundaries that make it stick, and the 20-minute afternoon reset most high performers won't give themselves permission to take. Key Topics: - Energy management techniques - The importance of sleep and routines - Midday reset practices - Setting boundaries for better productivity - Debunking online wellness noise - Practical tips for sustainable high performance Episode Chapters: 00:00 Introduction: Busting the Myth of Hustle Culture 00:26 Who Amy Evans Is and Who This Episode Is For 01:24 Habits That Keep Energy High: What Amy Wishes She Knew a Decade Ago 02:21 The Truth About Extreme Wellness Trends 03:16 How to Feel Good and Stay Energized All Day 04:12 The Role of Boundaries and Learning Tools for Effectiveness 05:09 The Critical Role of Consistent Sleep 06:08 Amy’s Personal Sleep Routine and Wind-Down Strategies 09:01 The 20-Minute Afternoon Reset for Sustained Energy 13:00 Science Behind the Midday Energy Dip and How to Reset 14:28 Amy’s Power Nap Technique and Its Benefits 16:28 Managing Screen Time and Digital Boundaries at Night 18:22 Practical Tips for a Nighttime Routine and Transition to Rest 19:20 Invitation to Grow Your Business or Career and Final Thoughts Work with Amy: amyevanscoaching.com/workwithme Book your complimentary career planning call: amyevanscoaching.com/workwithme Follow the show: Apple Podcasts: https://podcasts.apple.com/us/podcast/women-in-sales-leadership/id1765026855 Spotify: https://open.spotify.com/show/0lnzIwlqDzxFTA4KllGfWW

  6. Jul 23

    Why Winning Feels Empty

    In this one I'm naming something almost every high achiever feels and nobody says out loud. You hit the number, maybe the biggest of your career, and instead of elation you feel a whole lot of nothing. The win washes right over you and you're already onto what's next. I walk you through why that empty feeling isn't a flaw, it's a thinking trap, what the research on the gap and the gain and the arrival fallacy actually says about it, and the one simple practice I give my CEO and founder clients to start feeling their wins again. Key Takeaways: - Measuring progress backward against your starting point provides true perspective. - Celebrating small wins weekly can boost fulfillment and energy. - The brain is wired for dopamine hits during pursuit, not achievement. - Hitting a goal provides a fleeting high, not lasting happiness. - Reflecting on your journey helps reduce burnout and gap thinking. - Self-worth is rooted in contribution, not just numbers. Episode Chapters: 00:00 The emptiness after big wins 00:30 Understanding the anticlimactic feeling 01:01 Amy's background and purpose 01:30 Why winning can feel empty 02:12 Measuring your life in progress 02:39 A practice to fill your energy bucket 03:08 Reducing burnout and emptiness 03:35 The concept of you win but don't feel it 04:06 The chase and dopamine peaks 04:30 The brain's wiring for pursuit 05:00 Measuring backward for perspective 05:29 The journey versus the goal 06:26 The trap of gap thinking 07:22 Progress as a core human need 08:22 Measuring backward against your start 09:19 The arrival fallacy and fleeting happiness 10:16 The physiological response to achievement 11:42 The cost of constant striving 12:24 Self-worth and productivity 13:50 Reflecting on your journey 14:20 Celebrating your progress over time 16:17 Practicing weekly wins 17:14 Fulfillment in the journey 17:44 Sharing this message with others 18:00 Final encouragement to lead with strength Work with Amy: amyevanscoaching.com/workwithme Book your complimentary career planning call: amyevanscoaching.com/workwithme Follow the show: Apple Podcasts: https://podcasts.apple.com/us/podcast/women-in-sales-leadership/id1765026855 Spotify: https://open.spotify.com/show/0lnzIwlqDzxFTA4KllGfWW

  7. Jul 16

    Missed Your Number? Own It, Then Do This

    We're halfway through the year, and if you missed your number in the first half, this one's for you. I'm not going to make you feel good about it, but I am going to give you the exact game plan I use, and the one I give my CEOs and sales leaders, to regroup, get your team's head back in the game, and actually close the gap in the back half. I walk you through owning it without excuses, building a bottoms-up gap plan down to the deal, and the belief it takes to come from behind. Then I share a turnaround I've never fully told before, including the one comp move that changed everything. Key Takeaways: - Own the results without excuses and accept reality. - Create a detailed, actionable gap plan involving the entire team. - Use incentives and team bonuses to motivate and align efforts. - Reforecast and adjust expectations transparently with leadership. - Build belief and confidence through visualization and integrity. Episode Chapters: 00:00 Introduction: Mid-Year Reflection and Opportunity 00:29 The Reality of Missed Targets and Moving Forward 00:59 The Power of Owning Your Results 01:28 How to Regroup and Replan After a Setback 02:28 The Importance of Honesty and Self-Compassion 04:26 Building a Detailed Gap Plan 05:53 The Role of Visualization and Belief 07:23 Stretch Goals and Overperformance 08:47 Getting Buy-In and Team Alignment 12:04 Reforecasting and Adjusting Expectations 13:00 Turning Challenges into Opportunities with Incentives 18:21 Creating a Team Bonus Structure 20:06 Achieving and Surpassing Goals 21:12 Closing Remarks and Next Steps Work with Amy: amyevanscoaching.com/workwithme Book your complimentary career planning call: amyevanscoaching.com/workwithme Follow the show: Apple Podcasts: https://podcasts.apple.com/us/podcast/women-in-sales-leadership/id1765026855 Spotify: https://open.spotify.com/show/0lnzIwlqDzxFTA4KllGfWW

  8. Jul 9

    What Leaders Regret Most, Backed by Research

    This one's personal. I'm in the middle of a pivot myself, shifting my business to focus on coaching founders and CEOs while still championing the sales leaders I love. In this quick solo I talk about the fear that shows up every time you bet on yourself, why it never fully goes away, and why that's good news. I share the CEO turnaround that changed how I see this work, the Brene Brown line I come back to, and the Cornell research on what we regret most. Key Topics: - The persistent role of fear in making change - Recognizing and accepting fear as part of growth - The importance of action in overcoming uncertainty - Amy's personal journey of pivoting in her career - Strategies for renegotiating deals and expanding business - The significance of self-trust and listening to your heart - Research on regret and the cost of inaction - The role of courage versus comfort in decision-making - Practical steps for leaders to embrace change - The impact of coaching and self-coaching in leadership Episode Chapters: 00:00 The Courage to Change 02:56 Facing Fear in Leadership 06:01 The Power of Action 08:53 Navigating Opportunities 11:58 The Impact of Consulting 15:01 Embracing Change and Growth 17:48 Overcoming Perfectionism 20:47 Taking Action Towards Your Goals Work with Amy: amyevanscoaching.com/workwithme Book your complimentary career planning call: amyevanscoaching.com/workwithme Follow the show: Apple Podcasts: https://podcasts.apple.com/us/podcast/women-in-sales-leadership/id1765026855 Spotify: https://open.spotify.com/show/0lnzIwlqDzxFTA4KllGfWW

4.7
out of 5
11 Ratings

About

Work with Amy Did you know that only 31% of sales leaders are women, even though 50% of the sales reps are women? I'm Amy Evans, after 25 years of sales leadership in corporate America, I help sales leaders, founders and CEOs sell more and lead better. I also host the Women in Sales Leadership podcast, where you'll learn what it takes to lead at the highest level, withstand the pressure to deliver the numbers, and elevate your career without losing yourself. No fluff, just the real stuff of women in sales leadership. If you aspire to become a CRO, vice president, first time sales leader, or start your own business, you are in the right place. Follow so you won't miss the episodes every week.

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