Conversations with Women in Sales - podcast cover

Conversations with Women in Sales

Lori Richardsonwomensalespros.com
Conversations with Women in Sales is a top podcast hosted by Lori Richardson. Every episode features a woman in sales who is doing incredible work, or an interview with a male ally, or conversation on a related topic. For the past 100+ episodes, guests share practical advice for advancing one's sales career. The podcast is dedicated to the memory of Barbara Giamanco, who founded CWWIS in 2018. Each episode features topics like: leadership, career management, dealing with imposter syndrome, overcoming adversity, sales and marketing alignment, B2B sales, strategic partnerships, building confidence, content creation and promotion, social media, building inclusive sales teams, and more.
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Episodes

207: Put Yourself Out There and Learn AI, Ashley Wilson, Co-Founder, Momentum AI

Listen to Ashley Wilson, Co-Founder of Momentum and the great conversation that happened. We talked about her career journey from sales and marketing to co-founder status. We also talked about the adoption of AI and how things are changing. For years, in sales we had trouble with the data that lives in conversations on sales calls and in written form has long been left out of crucial follow up by reps. AI is here to help sellers who sell complex services and products assist as the "co-pilot" to ...

Jul 16, 202526 min

206: Despite Family Expectations She Became a Sales Leader, now Immersed in AI, Nhungly Dang, PipeVisionIQ

Nhungly Dang and I had a great conversation around what four careers her parents expected her to do, and how she found her way into business and ultimately leading SDR and BDR teams to great success. Now she leads PipeVisionIQ as a consultant after more than 12 years building front line sales teams. Nhungly has developed SDR workflows that are data-driven, technology-driven and adaptable to any organization’s environment. ✅ She helps growth-stage and enterprise teams fix SDR chaos fast—without a...

Jul 09, 202527 min

205: From Events to Leading Customer Success to VP Growth, Laura Lakhwara, Soapbox

Laura Lakhwara leads GTM teams and customers in transformative strategies that empower businesses to streamline operations and scale efficiently with AI, automation, robotics, and data-driven insights. She has an incredible background from working at IBM, a first-ever partnership with IBM and Apple, and other companies like UI Path and Softbank Robotics. We had a great conversation - her expertise spans market entry strategies, enterprise sales, customer success, and fostering customer-centric c...

Jul 02, 202526 min

204: The Activator Advantage, What Todays Rainmakers Do Differently, Karen Freeman, Co-author

I had a great conversation with co-author of the new book, "The Activator Advantage"'s Karen Freeman. Here is some information about the book from DCM Insights: There is a growing problem in the professional services industry that is often acknowledged but rarely discussed openly: clients—even long-standing ones for whom firms have delivered unquestioned value in the past—are much less loyal to firms and partners than they once were. But top performers have figured out a radical new approach tha...

Jun 04, 202526 min

203: From Construction Engineer to Successful 2x Company Founder, Tracy Young, TigerEye

Tracy Young has been on our radar for some time, having co-founded PlanGrid (acquired by Autodesk) and now co-founder of TigerEye - a GTM modern analytics platform. As a successful co-founder, Tracy has a natural sales background combined with her engineer background - a powerful combination. On the TigerEye website, the company's core values are: Wholehearted, Humility, Kaizen, Trust, and Simplicity. Tracy discusses how she leads the company and has battled in her own head what a construction C...

May 21, 202518 min

202: Supporting and Leading a Global Team in a We Culture; Erica Ettore, Workiva

Erica has helped build a global team at Workiva where everyone has a "me vs. me" mentality - working to improve ourlseves, not a competitive "me versus you" attitude. How can you get better? How can you deliver the best to your clients and internal consitutents. Erica was named "Manager of the Year" and she says it is because of her incredible team. We talked about holding people accountable - such an important issue for leaders to demonstrate. I love when Erica discusses what she looks for in t...

May 07, 202525 min

201: Pivot and Grow in Your Sales Role, Amber Hayes, Voices

Amber Hayes is currently Director of Sales at a Toronto company called Voices, which is the #1 marketplace for voice-over. We had a great conversation about how you need to pivot and embrace change within your company so that it doesn't outgrow you. She started at Voices as a Project Administrator, and listen to the episode to learn more about her move to sales, and now sales leadership. Amber is in her 11th year at Voices - unusually long tenure so we know good things are happening there! Amber...

Apr 30, 202527 min

200: Celebrating Conversations with Women in Sales 200th Episode, Alice Heiman, Sales Energizer and Podcast Host

The time has come where we hit 200 episodes and it was a pleasure to have on good friend and "Sales Energizer" Alice Heiman. Alice also hosts a great podcast called Sales Talk for CEOs . We need to keep talking about more women in sales and sales leadership since we still have huge opportunities for more women in sales and sales leadership. Alice and Lori talk about the last ten years of effort to help create inclusive B2B sales teams, what has changed, and what we still need to do. We remember ...

Mar 26, 202528 min

199: It is not What You Know but Who You Know, Cynthia Cross, Cox Business, Kansas

Cynthia Cross was all set for a career in accounting when she went to college. A wise professor suggested she would not like that major and encouraged her to do something else where she could utilize her social skills and outgoing personality more. Upon graduation she moved to Wichita, Kansas and met a sales manager who encouraged her to get into a sales role. Cynthia says the throughline in her entire career has been who she knows, not what she knows. Good question for the audience - how are yo...

Mar 19, 202523 min

198: Self Care Strategies for Women in Sales, Katie McDonald, bNourished

Katie McDonald was in sales previously. Now she coaches women in self-care because of so many of us who have gotten burned out or just put ourselves last. Hear some of Katie's suggestions for your crazy busy life. She talks about "ME management" It's all about self-care strategies because the fact is most of us are running on fumes and we're borrowing future energy to get through today. Katie wants to disrupt that. When we think about what we're able to create in a compromised state she wants to...

Mar 05, 202534 min

197: From BDR to AE to Director to GM; A Sales Journey with Sarah Kiley

Sarah Kiley has had a sales caree where she's risen through the ranks. She's built a reputation for aligning people, processes, and technology to deliver measurable outcomes. Whether it’s launching new products, driving cross-functional collaboration, or spearheading strategic initiatives, she has focused on creating value for customers, partners, and stakeholders alike. More about Sarah: https://www.linkedin.com/in/sarahkiley/ More about Women Sales Pros - we have a website, we are on LinkedIn,...

Feb 26, 202529 min

196: From Teaching to B2B Sales, Samantha Craig, Senior Sales Manager, Semrush

Samantha Craig wanted to be a teacher. She got through school but then had a hard time finding a job. She knew she loved to travel so she wondered if she could travel somewhere and teach. Sam ended up teaching for a year in South Korea. She came back to her home state of Massachusetts and realized she wanted to teach somewhere else so set off for Washington, DC. At some point Sam considered a job "until she got her teaching job" in an office. But not just any office. Sam said that if she had to ...

Feb 19, 202525 min

195: From Business Analyst to Enterprise Sales - Do What You Love in a Sales Career, Kayla Burke, Microsoft

Kayla Burke is an Enterprise Sales Specialist at Microsoft and Founder of "The Tech Level" helping others to get a tech sales role. When Kayla graduated from college she became a business analyst but found that it didn't bring her much joy in her job. A random person told her about sales hiring going on at IBM and she ended up becoming a Business Development Manager - and has loved technology sales ever since. In addition to being an Enterprise Sales Specialist at Microsoft, Kayla launched a pro...

Feb 13, 202526 min

194: Focus on Prospecting with the Blitzmaster, Andrea Sittig-Rolf, BLITZMasters

I first met Andrea Sittig-Rolf in the early 2000's - we had both recently launched our B2B sales consulting businesses and she was about to get her first of several books published. Fast forward to now, and she has a 22 year track record of success in helping thousands of sellers and hundreds of companies with the "top of funnel" prospecting part of professional selling. More about Andrea: 2021 - 2024 CRN Woman of the Channel. Trusted co-selling partner for the world's top tech giants since 2002...

Jan 31, 202525 min

193: Welcome the New Year with Resources and Shout-Outs, Lori Richardson, Women Sales Pros

Our goal at Women Sales Pros is to help support women in existing B2B sales roles to thrive, to get into leadership if they want to, and to recognize the companies and allies doing great things. This is a short episode with host Lori Richardson to cheer on 2025 and share resources like these ones: Find podcasts, women in sales organizations, and more here at Women Sales Pros - https://womensalespros.com/resources/ Get an e-newsletter 2x a month with stories about women in sales and more resource...

Jan 28, 202515 min

192: Be a Lifelong Learner in Sales, Ayana Gardner, Zoom

Ayana Gardner was recently named as one of "300 Women Making an Impact in B2B SaaS" so it is great that she kick off our first episode of 2025. Ayana is a ZCX Channel Leader at Zoom. We are also starting 2025 with our Q1 sponsor, RapidScale. Ayana has been in sales for a number of years and loves her current position which involves working with Zoom channel partners - a huge opportunity in B2B sales as so many companies sell through channels of one type or another. Because she works for Zoom Aya...

Jan 08, 202526 min

191: This Woman WAS Tapped on the Shoulder about a Sales Role, Tania Doub, Mindful Quadrant

I always laugh about how so many women do wait to be tapped on the shoulder by a leader in the company to move into a different role - this did happen to Tania who began her career in her 20's in marketing. Tania now is a successful author, former corporate enterprise seller, and now runs Mindful Quadrant. We had a great conversation covering a lot of ground. Tania is working on a new version of her great planner currently sold as "Work It - a Modern Day Sales Planner" and wrote a book called, "...

Dec 31, 202427 min

190: Advocate For and Believe in Yourself, Elitsa Zaimova, Sales Director at Preply

When Elitsa and I spoke, we had many stories about competent women in sales and leadership roles who wait to get the "tap" on the shoulder to be promoted. Our male counterparts TELL their boss that they expect to be promoted many times and they initiate introductions with some of their C-level leaders, heads of other teams in their company and proudly state their accomplishments. Are we too shiy to also do that, or is it in how we were raised - "don't brag," my dad would tell me. Today in 2025 w...

Dec 29, 202425 min

189: Journey from BDR to Enterprise Sales and Ultimately into Security, IT and AI, April Marks, Pangea

April Marks leveraged the communication skills she got in college to help her launch into a sales career - first as a BDR, then right into an Enterprise Sales role. She is currently at Pangea. My current role enables customers to leverage processes integrating API-based security services and strategically managing enterprise accounts, currently at Pangea. I am driven by the mission to streamline security processes, which resonates with Pangea's innovative approach to delivering comprehensive ser...

Dec 23, 202429 min

188: Excelling in the Male Majority Boys Club, Kaivona KP Parker,

Kaivona Parker works with companies and individuals to help get more underserved folks into tech sales and support and champion them to success. We talked about the notion of people saying to bring your "whole self" to work, but in reality we can't all do that. Kaivona wants to help build up those in sales to help them grow and flourish. She trains, coaches, and is an all around sales enablement pro, with career stops at Grainger, Yelp, Nestle', and Teachable, among others. Listen and share your...

Nov 30, 202415 min

187: Ask Like an Auctioneer, Dia Bondi, Author, Speaker, Coach

The book Ask Like an Auctioneer has a mission: to help 1 Million women ask for more and get it. But it’s not just for women. It’s for you if you want to: Get the raise of your life Land that partnership that can change everything Expand your influence in your domain Secure that whale of a client Refuse to lowball yourself Use asking as a success strategy I was thrilled to interview Dia because as a former fundraising auctioneer myself, I know a bit about Dia's successes - A Communications Coach ...

Nov 29, 202433 min

186: Rising in Sales Roles and Being Authentic, Anna Randall, TigerEye

Anna rose from inside sales support to a sales role at Oracle, to startup PlanGrid, then Autodesk (acquired PlanGrid) and now at TigerEye as VP of Sales. How did she do it? Anna is very conversational and I really enjoyed hearing her tips in doing well in sales and also what she has to say about AI. Listen to what she has to say about being a "lone wolf" and why you don't want to be that. Follow Anna here: https://www.linkedin.com/in/anna-r-a375483/ Follow Women Sales Pros: @womensalespros on In...

Nov 26, 202424 min

185: Moneyball Leadership: Win the Game by Changing the Way You Lead, Jaime Diglio, InFirst

Do you know what you want in your career? Many of us know we don't like where we are at or our role, but we don't know what we DO want. Jaime Diglio's new book, "Moneyball Leadership" is not just for leaders - it is a quick read for anyone wanting to get out of the "war room" as Jaime puts it, and into the "win room". Mindset is so important in business - especially sales and sales leadership. Jaime explains: "Today’s leaders are burning out at higher rates than ever before because they're measu...

Oct 30, 202427 min

184: Career Opportunities for Women in Enablement, Sarah Gross, RingCentral

My guest today is Sarah Gross, VP of Global Enablement at RingCentral. Sarah and I go way back, and most recently she became a new mom which has given her new perspectives about women and work. Sarah is also a top sales enablement professional who helps design process and support for sales teams like the ones at RingCentral. When Sarah and I first met, she was with Gartner, and has also worked at Procore and Vorsight in addition to others. Sarah calls enablement the "octopus" of an organization ...

Oct 23, 202427 min

183: Say What They Cant Unhear, New Book by Tamsen Webster

Brilliant business author Tamsen Webster has just released her newest book, Say What They Can't Unhear: The 9 Principles of Lasting Change. Tamsen describes the new book: The book is a compact and actionable guide that will get leaders (and others!) thinking differently about where change comes from and how to initiate it. By introducing and exploring nine “persuasion proverbs,” I highlight the behavioral, cognitive, and psychological principles that underpin lasting change, and offer a powerful...

Oct 09, 202424 min

182: You can Get Sales Skills No Matter Where You Grow Up; Misky Sharif, Revolut

Her parents were Somali refugees who ended up in the U.K. As a child, Misky Sharif learned to be careful around the drugs and crime in her low income neighborhood. She rose above it, while learning as she grew up. How many kids would dodge all of the negative and find something positive in that? Listen as Misky explains how. Misky overcame obstacles and currently is in FinTech as an Account Executive for Revolut, and if you are in sales and don't have an "accomplishment bank" - take a listen to ...

Oct 04, 202424 min

181: Sales Within Pre- and Post- Sales Functions, Deirdre Sommerkamp, Skillibrium

Now more than ever, we are seeing the importance of how sales fits in pre-sale and after the sale, and how sales needs enablement like the examples Deirdre offers are what helps grow . Learning, practicing, executing and coaching is the repeatable cadence Lori and Deirdre talk about creating "work life harmony" and the value of keeping in touch with those you've enjoyed working with previously. We talk about "just in time" coaching and how adults learn. Deirdre helps Skillibrium to: Assess your ...

Sep 24, 202416 min

180: Women in Sales Paid Less, Stay Longer, Produce Better Results, with Megan Ackerson, CHRO, Xactly

Xactly is a tech platform for assisting companies with compensation and forecasting with the sales team, and has been around since 2005. They started sharing research about men in sales roles versus women in 2014 or so - quite some time ago, and just released their 2024 research results which includes the following: ● Representation disparities: The gender ratio in sales is alarming. Women are underrepresented in sales roles, constituting only 34% of the sales force and only 29% of sales manager...

Aug 28, 202421 min

179: Convo with a Long Time Woman in Tech, Back when Both Bathrooms were Male, Gretchen DeKnikker

Gretchen launched Unbound and Unbothered, a career coaching business for women in tech in 2021. She helps high achievers who are stuck, stifled or at a crossroads ditch the stress and overwork to have a life and a job without burning out. Since she and I both got into tech in the "early days" (me earlier than her) we had a great conversation - I reference the title because we both worked for at least one company where the bathrooms were both for the guys since we were the first or second female ...

Aug 16, 202427 min

178: Thoughts From a Woman Who Had a Billion Dollar Quota, Marva Bailer, Skillibrium Advisor

"A billion dollar quota is like a 100K quota - you have to be comfortable talking about money with others" - one of the topics guest Marva Bailer and I bond on in our conversation shared today. I'm thrilled that our sponsor, Skillibrium, brings on advisors like Marva so that we can have real discussions around how to be successful. Marva was in sales before she learned how to drive - she and I share that young entrepreneurial spirit as well. Marva got into health, wellness and personal developme...

Jul 12, 202427 min
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