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Women in Sales Leadership
Women in Sales Leadership
Author: Amy Evans
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© 2026 Amy Evans
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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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You performed just as well as your male counterparts. You might have even done better. And yet you rated yourself 33% lower. That's not a confidence problem. That's conditioning. And it is costing you real money and real promotions.In this episode of Women in Sales Leadership, I'm breaking down the research behind why high-performing women consistently undersell themselves at work, and more importantly, I'm giving you the exact framework to change it starting this week.This isn't about becoming someone you're not. It's about telling the truth, your truth, in a way that gets you seen, recognized, and paid what you're worth.WHAT YOU'LL LEARN IN THIS EPISODE:- The Harvard Business School and Wharton study that reveals the exact cost of not talking about your wins, including how it affects your salary and your hiring outcomes.- Why self-promotion feels like bragging to women and does not feel that way to men, and the mindset reframe that changes everything.- The simple three-part "What, Why, Who" framework you can use immediately in your next one-on-one with your boss, in team meetings, on LinkedIn, and in your performance review.- How to share your wins in a way that also lifts your team and builds your reputation as a strategic, executive-level thinker.- Why staying quiet about your results is not humility. It is invisibility. And visibility is what actually gets women promoted.- The 30-day challenge that will build your confidence, close the self-promotion gap, and help you stop leaving money on the table.This episode is for you if you are a sales leader, a high-performing individual contributor, a director, a VP, or an executive in B2B tech who knows she is delivering results but is not getting the recognition, the promotions, or the compensation that reflects the value she brings.Episode Chapters:00:00 The Importance of Celebrating Wins02:53 Understanding Gender Disparities in Self-Promotion06:08 Mindset Shift: Sharing Wins Authentically09:04 The Framework: What, Why, and Who11:56 Practical Applications in Conversations15:09 Building Confidence Through Acknowledgment17:56 Overcoming Fear of Self-Promotion20:53 The 30-Day Challenge to Share Wins23:46 Conclusion: Embracing Your AchievementsREADY TO GO DEEPER?If you are serious about stepping into a VP, CRO, or second-line executive sales leadership role in B2B tech earning $500K to $1M or more, the Unlocked Executive Sales Leadership Program was built for you. Amy works with ambitious women to help them position themselves powerfully, build the right executive relationships, and land the roles they have already earned.Book your complimentary career planning session and get your personalized 90-day action plan at amyevanscoaching.com.CONNECT WITH AMY:Website: amyevanscoaching.comLinkedIn: linkedin.com/in/alynnEvansSHARE THIS EPISODE with a woman you know who has a hard time talking about her wins. She needs to hear this. This is how we all rise together.SUBSCRIBE to Women in Sales Leadership so every new episode drops right into your feed. And if this episode helped you, please leave a rating. It helps other women find this show.#WomenInSalesLeadership #SalesLeadership #WomenInSales #SelfPromotion #ExecutivePresence #SalesLeadershipCoaching #WomenInTech #CareerAdvancement #VPSales #CRO #B2BTech #HighPerformingWomen #AmyEvans #UnlockedProgram #CareerGrowth #LeadershipDevelopment #SalesCoaching #PromotionTips
🎯 Ready to lead at the next level? Book a call: https://amyevanscoaching.comYou're killing it on the outside—hitting numbers, leading your team—but on the inside you feel disconnected, spent, or just going through the motions. Sound familiar? This conversation is for you.Today I'm joined by Joshua Roberts—leadership and performance coach, author, and former U.S. Air Force Senior Master Sergeant who spent 20 years developing leaders in high-pressure environments. His nickname was "The Soul Reaper." But today he helps high performers lead from within so success doesn't cost you your peace.In this episode, you'll discover:✓ Why leading yourself FIRST is the foundation of everything✓ The difference between confidence and arrogance (and why it matters)✓ How to build a leadership identity that isn't tied to your title✓ The real reason delegation feels so hard—and how to fix it✓ Why people obey out of fear but FOLLOW out of respectIf you've been leading everyone else while quietly neglecting yourself, this episode will stop you in your tracks—in the best possible way.⏱️ TIMESTAMPS0:00 - The Gap Between Outer Success and Inner Truth2:15 - How "The Soul Reaper" Became a Leadership Coach5:30 - The #1 Mistake New Leaders Make8:45 - Why You Must Lead Yourself Before Leading Others12:20 - Confidence Without Humility is Dangerous16:00 - Self Leadership in Practice: What It Actually Looks Like20:30 - When Success Looks Great But Feels Empty Inside24:15 - The Delegation Question That Changes Everything28:00 - Signs It's Time to Ask for Help32:45 - How to Build an Identity Beyond Your Performance🎓 ABOUT JOSH ROBERTSJosh Roberts is a leadership and performance coach, author, and former U.S. Air Force Senior Master Sergeant with 20 years of experience developing leaders in high-pressure environments. He helps high performers lead from within so success doesn't cost them their peace.📌 Connect with Josh:🌐 Website: https://fusewellstrategies.com📱 Instagram: @joshua_roberts80💼 LinkedIn: Joshua Roberts💼 ABOUT AMY EVANSFormer VP at Salesforce, now coaching high-performing sales leaders in B2B tech to get promoted or hired into executive leadership roles earning $500K-$1M+. After 25 years in the trenches, Amy helps ambitious sales managers step into second-line leadership with authority, clarity and confidence.🌐 https://amyevanscoaching.com💼 LinkedIn: https://www.linkedin.com/in/amylineevans📌 KEY TAKEAWAYS• Leadership starts with self leadership—if that's failing, everything else will follow• Confidence + humility = the leadership sweet spot• People will obey a fearful leader but only CHOOSE to follow one they respect• Delegation isn't weakness—withholding it is actually selfish• Your title is not your identity. Your values are.• Ask yourself: WHO do I need to be as a leader—not just HOW do I lead?🎯 READY FOR YOUR NEXT LEVEL?I open 3 spots monthly in my Unlocked Executive Sales Leadership Program for leaders ready to step into VP, Director and CRO roles earning $500K-$1M+.👉 https://amyevanscoaching.com#SalesLeadership #LeadershipDevelopment #WomenInSales #ExecutivePresence #SelfLeadership #LeadershipCoaching #WomenInLeadership
Hit your number but still got passed over? Your results are just table stakes. Learn the 3 things that actually get sales leaders promoted to VP+ roles. You could hit 120% of quota and STILL not get the job you want. I've been the hiring manager who chose a different candidate despite someone's amazing track record—and I'll tell you exactly why. In this episode, you'll discover: ✓ Why "head down, execute" is keeping you invisible ✓ The 3 things that matter MORE than your results ✓ How to shift from tactical manager to strategic executive ✓ The networking approach that doesn't feel like networking ✓ How to tell your story without feeling like you're bragging If you're a high-performing sales leader ready to break through to VP, Director, or CRO roles earning $350K-$1M+, this episode will change how you approach your career. ⏱️ TIMESTAMPS 0:00 - The Uncomfortable Truth About Promotions 1:45 - The Perfectionist Trap Keeping You Stuck 4:12 - Why Certainty is Your Enemy 6:30 - What Executives REALLY Evaluate 9:15 - Relationships vs. Politics (There's a Difference) 12:40 - The Power of Your Career Story 15:20 - How to Talk About Results Without Bragging 18:45 - The Presence Question That Changes Everything 21:30 - Strategic Questions That Get You Noticed 24:15 - Your 3-Part Homework Assignment 27:50 - Schedule 2 Relationship Conversations 29:30 - Rewrite Your Introduction 31:00 - Show Up With Insights 🎯 READY TO MAKE YOUR MOVE?I open 3 spots monthly in my Unlocked Executive Sales Leadership Program for leaders ready to step into second-line leadership roles earning $500K-$1M+. Book a call: https://amyevanscoaching.com 📊 FREE RESOURCE: Year-End Career Reflection Tool https://amyevanscoaching.com/reflection 💼 ABOUT AMY EVANS Former VP at Salesforce, now coaching high-performing sales leaders in B2B tech to get promoted or hired into executive leadership roles. After 25 years leading sales organizations, Amy helps leaders who "lead with love and high trust but aren't always great at bragging about themselves" step into their full executive potential. 📱 CONNECT: LinkedIn: https://www.linkedin.com/in/amylineevans Website: https://amyevanscoaching.com 💬 Need help identifying who your next 2 relationship conversations should be? DM me on LinkedIn—I'll help you create your list. 📌 KEY TAKEAWAYS - Results are table stakes—everyone has great numbers- Relationships + Visibility + Presence = What gets you promoted- Executive roles are almost always filled before they're posted- Tell your accomplishments as facts, not bragging- Lead with the IMPACT you create, not just what you do- Ask yourself: How do you want people to FEEL in conversations with you? ✅ YOUR HOMEWORK (Do This Now): 1. Schedule 2 relationship conversations this month with people who make you nervous 2. Rewrite your introduction to focus on IMPACT, not just title 3. Show up to your next 1:1 with insights and strategic questions Drop a comment if you're committing to the homework—I want to cheer you on! #SalesLeadership #CareerAdvancement #WomenInSales #ExecutivePresence #SalesPromotion #LeadershipDevelopment #B2BTech #SalesManagement #CareerGrowth #WomenInLeadership #VPofSales #SalesNetworking #ExecutiveSalesLeadership
Work with Amy: www.amyevanscoaching.comLinkedIn:https://www.linkedin.com/in/alynnevans/In this episode of the Women in Sales Leadership podcast, host Amy Evans and guest Donna Lin discuss the critical role of coaching in leadership, particularly for women in sales. They explore the common misconceptions about coaching, the disconnect between managers' self-perception and their actual coaching effectiveness, and the importance of creating a psychologically safe environment for feedback. The conversation also delves into practical strategies for effective coaching, including time management, the use of open-ended questions, and the significance of self-awareness in leadership. Donna shares her personal experiences and insights from her extensive career in sales leadership, emphasizing the need for continuous improvement in coaching skills.#coaching #selfawareness #professionaldevelopment Key Takeaways:- Women make up 50% of sellers but only 30% of sales leadership roles.- Coaching is essential for effective leadership.- There is often a disconnect between managers' self-assessment and their actual coaching skills.- Self-awareness is crucial for effective coaching.- Creating psychological safety is key for giving and receiving feedback.- Coaching should focus on helping others reach their own conclusions.- Time management is a challenge for leaders trying to coach effectively.- Using open-ended questions can enhance coaching conversations.- Leaders should assess the urgency of situations to determine when to coach versus when to direct.- Continuous learning and improvement are vital for leaders. -----------------------------Connect with Donna Lin, Founder of On Target Learningshttps://www.linkedin.com/in/donna-a-lin/https://www.ontargetlearnings.com/https://www.ontargetlearnings.com/blog @ontargetlearnings-----------------------------Episode Chapters:00:00 Introduction to Women in Sales Leadership00:59 The Importance of Coaching in Leadership05:11 Understanding the Coaching Gap09:59 Time Management in Coaching11:55 Effective Coaching Questions18:09 Personal Experiences in Coaching23:54 Donna Lynn's Coaching Journey and Insights26:10 Final Thoughts and Key Takeaways
In this episode of the Women in Sales Leadership podcast, host Amy Evans discusses the underrepresentation of women in sales leadership roles and emphasizes the importance of setting actionable goals for the new year. She introduces four foundational pillars for personal and professional transformation: identity shift, crafting a compelling career story, building a strong sponsorship network, and showcasing value creation. Amy encourages listeners to take control of their careers and embrace their unique gifts to achieve their aspirations.Website: www.amyevanscoaching.com#leadership #careergrowth #networking Key Takeaways:- Women hold just 30% of sales leadership roles.- Setting goals is more effective than new year resolutions.- Nothing changes if nothing changes.- An identity shift is crucial for growth.- Your career story should highlight impact, not just responsibilities.- Mentorship and sponsorship are key to career advancement.- Showcasing your value is essential for recognition.- You have unique gifts that can drive your success.- Take action to build your network and relationships.- This is your year to take control of your career.Episode Chapters:00:00 Introduction to Women in Sales Leadership02:23 Setting Goals for the New Year04:47 The Four Foundational Pillars of Transformation10:05 Pillar 1: Identity Shift20:07 Pillar 2: Crafting Your Career Story30:11 Pillar 3: Building Your Network40:03 Pillar 4: Showcasing Your Value Creation44:59 Recap and Call to Action
Key Takeaways: - "It's not just a dream; we're going to talk about how it could be real for you." - "You have to be ready to lean into the support, especially for the type of executive assistants that we work with." - "Every single task in every organization should be pushed down to the lowest hourly rate." - "This is actually how I amplify myself by sharing the load." - "You deserve the help; you're not imposing on someone else to ask for their help."
Amy Evans Leadership CoachingWomen in Sales Leadership Podcast @ LinkedINHost Amy Evans @LinkedIN
Takeaways: - Women hold just 30% of sales leadership roles. - The 'Sunday Scaries' can indicate a need for change.- Clarity about career goals is essential. - Assess your feelings about work regularly. - Growth should be prioritized over comfort. - It's okay to feel uncertain about your next move. - Networking can open new opportunities. - You deserve to work in a fulfilling environment. - Listening to your gut is crucial for career decisions. - Exploration is a key step before making decisions.
Amy Evans Leadership CoachingWomen in Sales Leadership Podcast @ LinkedINHost Amy Evans @LinkedIN
Key Takeaways: - Women hold just 30% of sales leadership roles.- Company culture is crucial for employee satisfaction.- Scaling from 2 million to 10 million is challenging but rewarding.- Executive coaching can help leaders navigate uncertainties.- Hiring based on past experience can be misleading.- Understanding your ideal customer profile is essential.- Performance and execution require different skill sets.- Transformations in startups need experienced leadership.- Pipelines are critical for managing change effectively.- Creativity in leadership can enhance team dynamics.
Amy Evans Leadership CoachingWomen in Sales Leadership Podcast @ LinkedINHost Amy Evans @LinkedIN
Key Takeaways: - Women hold just 30% of sales leadership roles.- Setting goals is crucial for a fresh start each year.- Clarity in goals leads to better outcomes.- Identify your single biggest goal for each life area.- The 'why' behind goals is essential for motivation.- Health goals should focus on energy and vitality.- Career goals can include promotions or new roles.- Relationships with family and friends require nurturing.- Financial goals can lead to greater stability and freedom.- Personal development is about growth and evolving.
Amy Evans Leadership CoachingWomen in Sales Leadership Podcast @ LinkedINHost Amy Evans @LinkedIN
Key Takeaways: - Women hold just 30% of sales leadership roles despite being 50% of sellers. - The holiday season can be particularly challenging for sales leaders. - Reflection is crucial for personal and professional growth. - Planning ahead can alleviate holiday stress. - Sales leaders often struggle to balance work and family during the holidays. - It's important to acknowledge both wins and losses from the past year. - Setting clear goals can help guide future success. - High performers should avoid repeating past mistakes. - Creating a vision for the new year is essential for motivation. - Every day offers a new opportunity to start fresh.
Amy Evans Leadership CoachingWomen in Sales Leadership Podcast @ LinkedINHost Amy Evans @LinkedIN
Key Takeaways: - The last 24 months in tech have been challenging due to layoffs and AI concerns. - Women hold only 30% of sales leadership roles despite being 50% of sellers. - Meerkat is an AI-powered conversation navigator that enhances team collaboration. - AI should be viewed as a collaborative tool rather than a threat to jobs. - Joy in the workplace is essential for productivity and morale. - Women in tech face unique challenges but also have opportunities for growth. - Investing in personal development is crucial for career advancement. - Mentorship and community support are vital for women in leadership. - Building relationships is as important as achieving results in business. - Leaders should create environments where teams feel valued and engaged.
Amy Evans Leadership CoachingWomen in Sales Leadership Podcast @ LinkedINHost Amy Evans @LinkedIN
Key Takeaways: - Women hold just 30% of sales leadership roles. - Investing in yourself is not just a luxury, it's essential. - Growth requires giving yourself grace and permission. - Mistakes are part of the learning process, not failures. - Seeking support is a sign of strength, not weakness. - Personal development can lead to significant career advancements. - Therapy and coaching can provide invaluable support during tough times. - Building relationships is key to success in sales. - You are worthy of pursuing your dreams and investing in yourself. - Taking action towards your goals can lead to transformative changes.
Amy Evans Leadership CoachingWomen in Sales Leadership Podcast @ LinkedINHost Amy Evans @LinkedIN
Key Takeaways: - Intuition often speaks when we are in a relaxed state. - Energy healing can be a life-changing experience. - Women hold only 30% of sales leadership roles despite being 50% of sellers. - Energy medicine is based on measurable evidence. - Our energy fields can absorb the emotions of others. - Trauma can create disconnect and impact our energy systems. - Stillness is essential for connecting with our energy. - Heart-centered living balances the ego and authenticity. - Breathwork can help in connecting with our energy body. - Personal experiences shape our perceptions and career paths.
Amy Evans Leadership CoachingWomen in Sales Leadership Podcast @ LinkedINHost Amy Evans @LinkedIN
- Weigh your options carefully before making decisions.- Don't talk yourself out of an opportunity before exploring it.- Job descriptions often list unrealistic qualifications.- You only have a decision to make when you have an offer.- Loyalty should primarily be to yourself and your values.- It's okay to be loyal to your company, but prioritize your own needs.- Living a fulfilling life involves loving your work.- Self-exploration is key to finding the right career fit.- Your current job doesn't limit your exploration of new opportunities.- Align your career choices with your personal values.
Amy Evans Leadership CoachingWomen in Sales Leadership Podcast @ LinkedINHost Amy Evans @LinkedIN
Key Takeaways: - Women make up 50% of sellers but only 30% of sales leadership roles. - Healthcare is a significant barrier for independent professionals. - Melissa Blatt founded Indie Pop to address healthcare challenges. - The healthcare marketplace can be complex and confusing. - Membership-based healthcare offers a transparent alternative to traditional insurance. - Understanding your healthcare options is crucial to avoid surprise bills. - Pre-existing conditions can complicate healthcare coverage options. - Access to virtual care can save time and money in healthcare. - It's important to stay informed about changes in healthcare plans and networks. - Entrepreneurship involves continuous learning and resilience.
Amy Evans Leadership CoachingWomen in Sales Leadership Podcast @ LinkedINHost Amy Evans @LinkedIN
Takeaways: - There are common challenges in any sales team. - Talent on the team often needs to be up leveled. - Coaching and training are essential for team improvement. - Some team members may not be a good fit. - It's important to identify hidden talent. - Managers should focus on uplifting their teams. - The goal is to have A players across the board. - Regular assessment of team dynamics is crucial. - Effective talent management leads to better sales performance. - Creating a high-performing team requires ongoing effort.
Amy Evans Leadership CoachingWomen in Sales Leadership Podcast @ LinkedINHost Amy Evans @LinkedIN
The difference between networking and “community-ing” — and why one builds real influence.
How to ask for help and create meaningful visibility without feeling pushy or self-promotional.
Why women struggle to share their wins — and how to reframe “bragging” as leading by example.
The origin story of Wednesday Women — from a viral LinkedIn post to a movement that’s elevating thousands of women executives.
Simple strategies to protect your energy as a connector and leader.
💼 LinkedIn: Leslie Greenwood
🌐 Website: WednesdayWomen.org
💬 Leslie welcomes thoughtful LinkedIn DMs and connection requests. You can also follow Wednesday Women on LinkedIn
for daily inspiration, events, and spotlights on incredible women leaders. Amy Evans Leadership Coaching
Women in Sales Leadership Podcast @ LinkedIN
Host Amy Evans @LinkedIN
Key Takeaways:- Women hold just 30% of sales leadership roles. - Executive presence is about how you show up. - Empathy is a natural advantage for women. - Confidence can be developed as a skill. - Building trust is essential for executive presence. - 93% of communication is nonverbal. - Focus on how you want your audience to feel. - Commanding attention is better than demanding it. - Empower others to manage their time effectively. - Preparation is key in crisis communication.
Amy Evans Leadership CoachingWomen in Sales Leadership Podcast @ LinkedINHost Amy Evans @LinkedIN
Key Takeaways: - Women hold just 30% of sales leadership roles despite being 50% of sellers. - Recognizing when you're stuck is crucial for career growth. - Fear can motivate but also hinder career decisions. - Real failure is not giving yourself permission to grow. - Trusting your gut is essential for making career choices. - Embrace change as a part of personal and professional growth. - You have the power to change your career path. - Networking and exploring opportunities are not definitive decisions. - There will always be a demand for great sales leaders. - Letting go of fear can lead to empowerment and success.
Amy Evans Leadership CoachingWomen in Sales Leadership Podcast @ LinkedINHost Amy Evans @LinkedIN
Meet Jenny BeresJenny Beres is the co-founder and president of Pink Shark PR, a Los Angeles-based PR agency championing female leaders in fintech and innovative industries. She's personally sold millions of dollars in PR services and has trained female leaders to leverage their stories to generate six and seven figures, raise VC capital, and finally get comfortable with visibility and sales.Jenny is known for her authentic, no-nonsense approach to personal branding and her belief that women do storytelling better than men—we just need to give ourselves permission to own it.Key Takeaways1. You Already Have a Brand—The Question Is Who Controls ItYour personal brand exists whether you actively manage it or notThe internet and algorithms are shaping your narrative right nowTaking control of your story is one of the few things fully within your powerWomen excel at storytelling—we just need to own it objectively2. Stop Confusing Objectivity with BraggingMen have no problem listing their strengths; women often respond with "deer in headlights"You can't be objective about where you need to improve if you can't acknowledge where you're a geniusPractice "objective hype girl" energy: own your strengths AND areas for growthAuthentically sharing your story is not the same as being obnoxious3. The Power of the "Brutal Challenge" StoryEvery compelling personal brand includes a challenge-overcome-triumph narrativeLook for stories so difficult you can "almost laugh about them now"Share challenges that are already resolved—audiences don't respond well to messy, unresolved dramaYour darkest professional moments often reveal your greatest strengths4. Separate Your Identity from Your AchievementsAchievement without inner self-worth creates an endless chase for validationRadical self-acceptance means: "I'd still like myself just as much if I achieved nothing else"Meditation and mindfulness help you stay "middle ground" through business highs and lowsThe confidence that "nothing can really mess with you" comes from knowing you can overcome anything5. Care Less, Sell MoreHolding on too tightly to outcomes kills sales momentumLead with genuine enthusiasm about what excites you, not what you've accomplishedFind your way into getting excited about anything—that's the real sales superpowerStay even-keeled about good news, bad news, and everything in between6. Pick One Platform and Own ItTrying to maintain presence on every platform creates "half-abandoned graveyards of mediocre content"Choose the platform where you feel most comfortable being yourselfLinkedIn is ideal for B2B leaders because it's less visual and more business-focusedJournalists have migrated from Twitter/X to LinkedIn—making it prime territory for visibility7. Turn Your Repetitive Conversations into Content GoldTrack what you're saying to clients, prospects, and team members multiple times per weekCommon misunderstandings in your field are content opportunitiesDon't let valuable conversations "marinate in private"—make them accessibleUse Apple Notes or similar tools to capture topics and questions throughout your day8. Leverage Your Company's PR Machine (If You're in Corporate)Volunteer to be a brand ambassador with your company's PR teamThey'll love the enthusiasm and provide media-ready talking pointsEarned media is perfect for sharing on LinkedIn and builds your personal brandThis benefits both you and your company—and they're paying for it9. Start Building Reporter Relationships NowFind headlines that give you FOMO—that's where you want to be featuredResearch reporters who cover your industry and read their recent workSend a short, no-ask introduction: compliment their work, introduce yourself briefly, offer to helpBuilding these relationships before you need them opens future doors10. Substack + LinkedIn = Authority Building Power ComboSubstack functions as podcast, email list, blog, and LinkedIn tool in oneGoogle and ChatGPT love Substack content—it shows up in search resultsUse it to publish longer-form thought leadership that showcases your expertiseCross-promote your Substack articles on LinkedIn for maximum reachResources MentionedPink Shark PR: pinksharkpr.comJenny Beres on LinkedIn: Connect with Jenny for PR insights and personal branding tips
Amy Evans Leadership CoachingWomen in Sales Leadership Podcast @ LinkedINHost Amy Evans @LinkedIN



















