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PODCAST

Conversations with Women in Sales

Lori Richardson

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,

business careers

All Episodes

25:38

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

Conversations with Women in Sales ·

2025/01/08

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 Ayana

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27:11

191: This Woman WAS Tapped on the Shoulder about a...

Conversations with Women in Sales ·

2024/12/31

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,

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24:37

190: Advocate For and Believe in Yourself, Elitsa...

Conversations with Women in Sales ·

2024/12/29

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 we

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29:10

189: Journey from BDR to Enterprise Sales and...

Conversations with Women in Sales ·

2024/12/23

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

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15:24

188: Excelling in the Male Majority Boys Club,...

Conversations with Women in Sales ·

2024/11/30

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

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33:03

187: Ask Like an Auctioneer, Dia Bondi, Author,...

Conversations with Women in Sales ·

2024/11/29

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

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24:10

186: Rising in Sales Roles and Being Authentic, Anna...

Conversations with Women in Sales ·

2024/11/26

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

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27:10

185: Moneyball Leadership: Win the Game by Changing...

Conversations with Women in Sales ·

2024/10/30

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

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27:13

184: Career Opportunities for Women in Enablement,...

Conversations with Women in Sales ·

2024/10/23

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

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23:42

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

Conversations with Women in Sales ·

2024/10/09

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

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24:04

182: You can Get Sales Skills No Matter Where You...

Conversations with Women in Sales ·

2024/10/04

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

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15:55

181: Sales Within Pre- and Post- Sales Functions,...

Conversations with Women in Sales ·

2024/09/24

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

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21:03

180: Women in Sales Paid Less, Stay Longer, Produce...

Conversations with Women in Sales ·

2024/08/28

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 managers. ●

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27:06

179: Convo with a Long Time Woman in Tech, Back when...

Conversations with Women in Sales ·

2024/08/16

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

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27:05

178: Thoughts From a Woman Who Had a Billion Dollar...

Conversations with Women in Sales ·

2024/07/12

"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 development

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24:47

177: When Former Teachers Get Sales Careers, Ashley...

Conversations with Women in Sales ·

2024/06/28

Ashley Philipps is the author of the new book, The Teacher's Guide to Changing Careers. Being a former teacher myself, I am always up for hearing about others who left the admirable profession of teaching due to the lack of pay, and who got into sales roles. Ashley's book showcases other careers, but she did go into B2B sales and we talk about that on this episode. You will also hear my tip for those in the job market - what is the best way to approach someone who is well connected, instead of

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16:57

176: Is Being a Seller or Manager a Sink or Swim...

Conversations with Women in Sales ·

2024/06/20

I have known Michelle Benfer over the years and it was great to catch up with her in her role as SVP Sales, Business Line Owner at BILL. [Bill is (according to their website) the intelligent way to create and pay bills, send invoices, manage expenses, control budgets, and access the credit your business needs to grow—all on one platform.] Michelle is a sales leader and in our conversation we talked about how things have changed in sales, how there is some "bad behavior" happening more than before

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23:17

175: Insights from a Sales Nerd, Sara Storm, Break...

Conversations with Women in Sales ·

2024/05/31

What is it like when two data focused people get together and talk? It does get a bit nerdy, but that's what I like about Sara, who lives in Stockholm, Sweden. Sara has been doing nearly all roles - from individual contributor - like SDR, BDR, AE and all the way up to VP and CRO. Now she is running two companies, "Break the Box" and "Skills." Like many of us who came from little money, Sara was amazed when she got her first paycheck in her sales career and said to herself, "I will never have to be

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29:18

174: Signs of a Toxic Work Environment in Sales,...

Conversations with Women in Sales ·

2024/05/23

We have had sales leader Gabrielle (GB) Blackwell on before (episode 85) and happy to have her back discussing some of her recent posting about toxic boss behavior in the sales workplace. GB and I were talking about more women than usual leaving B2B sales - something I am posting more about now as well. GB shares her story about some really unhealthy situations she's found herself in previously - note we did not name names - it's not about that. It is about helping others in the same spot to see

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23:39

173: No Shame in Sharing Your Journey, Jaime...

Conversations with Women in Sales ·

2024/05/01

How can you be in intergrity and hide part of your story? That was one of the big takeaways from my conversation with Jaime Konzelman, sales leader at tech company Rackspace. Jaime wrote a memoir called, "Dealmaker" that chronicles her life from college into exotic dancing and on into a stellar B2B sales career. Jaime has done big deals - hundreds of millions of dollars worth, at companies like IBM, Unisys, and Xerox. She leads teams of sellers now. Jaime knows her stuff. Let us know how you like

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213 results

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