Revenue Activators: 45+ Inspiring Leaders Re-Framing Enablement in an AI World
- The WW Team
- May 14
- 7 min read
Updated: 5 days ago
Women in revenue leadership are building the infrastructure that unlocks revenue. While their 'enablement' title may sound like support... their impact is business-critical.
These women build the systems that have proven impact on pipeline and productivity - without simply adding more sales reps. And we're thrilled to produce this special series to feature them - Revenue Activators.
Whether you're looking for your next keynote speaker, podcast guest, expert panelist, or simply want to diversify your network—these are the women to watch, learn from, and be inspired by.
This series is brought to life by Wednesday Women partner, GTM Buddy – the Revenue Activation Engine for the agentic era of sales. GTM Buddy unlocks revenue capacity without adding headcount. And they're the ones leading this shift in the narrative of enablement. Learn more:
These are the women connecting the right content to the right deal moment... and proving it with pipeline.
💡Jane Crowe - Director of GTM Enablement at Mews
💡Stephanie Benavidez - VP of Sales Enablement and Proposal Management at EXL
💡Giorgia Ortiz - Founder of Revenue Growth Edge
💡Stacy Fox - Chief Growth Officer at The Garage
💡Fiona Simpson - Senior Revenue Enablement Business Partner, Global Customer Success at Boomi
⚡️ Hang Black - Head of Global Revenue Acceleration at Vistance Networks
⚡️ Vanessa Metcalf - VP of Global Revenue Enablement at Showpad
⚡️ Jordan Rahtz - Director of GTM Enablement at Vanta
⚡️ Kate Stringfield - Director of GTM Enablement at Jasper
⚡️ Sheryl Buscheck - Director, Revenue Enablement Programs at Hewlett-Packard Enterprise (HPE)
👋 Michelle Afshar - SVP of Enablement at Darktrace
👋 Sara Kwan - Director, Global Sales Enablement at Inuit
👋 Dawn O'Rourke - Sr Director, Revenue Enablement at Boomi
👋 Olivia Godsey - Director of Revenue Enablement at Fello 👋 Amanda Rizzo - Director of Commercial Strategy & Enablement at Smartly
👋 Meganne Brezina - Head of Enablement at Zylo
👋 Theresa McCluskey - Vice President of GTM Enablement at Vectra AI
👋 Geeta Gupta - Head of Sales and Relationship Management, CFXP at Apollo Global Management
👋 Kelley Shirazi - Director, Revenue Enablement at Amagi
👋 Jessica Jones - SVP, Revenue Enablement at Data Axle
Meet more amazing women enabling revenue capacity beyond what businesses think is possible... And read one piece of career advice from each experienced leader:
Cassandra (Cass) Ares - Sr Manager, Global Programs of Revenue Enablement at Boomi: "Dive into what lights you up, what others come to you for, but in a way that seems easy or fulfilling to you. What's obvious to you that might not be obvious to others? Double down on studying yourself and how you show up authentically."
Krati Seth - Head of Global Revenue Enablement at Whatfix:"Prioritize clarity over speed. You’ll stand out not by doing the most, but by doing the right things deliberately."
Regan Barker - Co-Founder & Chief Revenue Officer at Coach Pilot:"Self-belief is a skill, not a trait you either have or you don't."
Christine Rogers - CEO at M3:"When you're new at something, you need to think about it as if it's a road of a thousand mistakes before you actually get to mastery. If you try not to make mistakes, you'll make them anyway."
Cynthia Handal - Head of Business Development at StemWave:"Learn to sell before you learn anything else. Everything else you can learn on the job. But if you can sell — yourself, your ideas, your team — you will never be stuck."
Rachel Roundy - Product Marketing Lead, AI at Snowflake:"Remember to stay humble and curious and foster relationships in your work, as it will not only make your work better in the moment, but will also come in handy when you inevitably need to lean on your network at times of transition."
Elizabeth MacEwan - Lead GTM Enablement at Citrix:"Prioritize your health and your loved ones. You will be a better employee if you are taking care of YOU first."
Kelley Hippler: Chief Revenue Officer at Thought Industries:"Understand that career journeys are not always a straight-line up and to the right. At times, the detours can teach us the most."
Chantel Hirschel - Director of Revenue Operations at Sana Benefits:"Find a mentor who can be kind and honest with you about how you are being perceived."
Brooke Coletti - Partner Sales Enablement Leader at AWS
"Seek out a mentor who you look up to. Ask them how they navigated their challenges throughout their career and overcame it. Ask what skills they have learned and practice to make them successful.”
Sheevaun Thatcher - VP Revenue Enablement at Demandbase:"If you stay within the status quo, you hold back your growth. I want you to be bold and reimagine the status quo and if you're scared, do it anyway."
Gail Behun - GTM Leadership Enablement at Zoom:"If you’re early in your career, start building your network now — and not just inside your company. It’s easy to stay in your lane, but that’s also how your perspective stays small."
Cara Holt - Director, GTM Enablement at ExploreLearning: "Follow leaders in your field, read widely, and stay curious about how great organizations operate. At the same time, pay close attention to your own business and what it actually needs. The most effective work does not come from copying what others are doing, but from understanding your environment and building solutions that truly fit.
Ruchi Saini - Associate Director of Revenue Enablement at Clevertap:"You won’t always get a direct 'thank you.' Your name might not show up on deal win notes while other functions like legal or finance are being appreciated. But that doesn’t mean your impact isn’t there."
Christina Smyle - Manager, Sales Enablement at Engine:"Relationships are at the center of career growth. Find people you want to be like early in your career and foster those relationships"
Sara Kleiman - Senior Director, GTM Enablement at Automation Anyway: "Choose environments, not just roles. Who you work for and what you’re exposed to matters more than the title."
Georgia Watson - Revenue Enablement Leader, formerly IBM:"Early in your career, growth comes from exposure, not perfection. You won’t feel ready and that’s often when it matters most."
Wednesday Women features extraordinary leaders with our special weekly features every week. Including these Revenue Activators:
See Timea's feature post and read about this inspiring executive whose career started in sales and grew into Sales Enablement.
As VP of GTM Enablement at Everlaw, Timea is passionate about working on things that make a difference. She builds an atmosphere that centers on collaboration and growth, and she's a strong advocate for Diversity, Inclusion, and Belonging efforts and ERGs.
“Your network is your net worth. Relationships matter (even more in the age of AI). Don't burn bridges, take every experience as a learning opportunity, and reflect on what you can give and what you'd like to get from your network.”
See Stephanie's post to read about a 5x enablement team builder with 20 years of B2B Revenue Enablement, GTM, Sales, Marketing, Customer Success and Operations in technology experience.
Stephanie is currently the Director of GTM Enablement at Bloomreach. She's a strong believer in human-centered sales and showing up authentically. She wakes up every morning excited to make a difference.
Her advice to people in enablement?
“Your voice, your perspective, and your experiences matter more than you think - and showing up authentically creates opportunities you can’t get any other way.”
See Shana's post to read about a leader who thrives in ambiguity, loves building high-performing teams, and builds teams with empathy and precision.
She's a Director of GTM Enablement at Zendesk, where she built global enablement programs from the ground up, led SKO for 1,000+ GTM professionals, rolled out Seismic, and scaled training initiatives for emerging lines of business such as AI, Contact Center, and Employee Service.
Her message to fellow women building their career?
“Master the art of organization before you seek the art of influence.”
See Brittany's post to read about a leader who champions industry trends in enablement. She's currently focused on the way that GTM and sales teams are using AI. Brittany is always looking for what’s new, what’s changing, and what others may not be talking about yet.
Right now, she's a Director and Head of GTM Enablement at Apollo.io. She’s a seasoned Revenue Enablement expert and outcomes-driven strategist, known for delivering intentional enablement programs and training.
Her message to fellow people building their career?
"Learn the business means understanding the language, metrics, and strategy your company has adopted. It means knowing what matters most to the business at a given moment, whether that is growth, retention, efficiency, expansion, marketing shifts, product adoption, or speed."
See Teri's featured post to meet a strategic advisor, author, and sought-after speaker passionate about championing outcome-based enablement powered by AI and promoting authenticity in both life and leadership.
She is the VP of GTM Revenue & Partner Enablement at GoTo. This isn't Teri's first Wednesday Women feature. She has 20+ years of experience in enablement leadership, and a strong background in building integrated (and scalable) revenue and customer success teams. She's well known for her people-first approach and her ability to navigate complex business environments effectively.
Her advice to fellow women?
“Take up space! And lead authentically and unapologetically.”
How You Can Support Revenue Activators
One of the best ways to support executive women leading the way in the revenue activation is by amplifying their voices. Some ways you can do this include:
Following these women on social platforms and engaging with their content
Reading their insights and interviews, and inviting them to speak on panels
Advocating for increased diversity in hiring within privacy companies
Learn More About Our Sponsor: GTM Buddy
This special series featuring extraordinary Revenue Activators is brought to you by our partner, GTM Buddy—the revenue activation engine for the agentic era of sales. They offer five levers: ramp acceleration, in-flow activation, content velocity, coaching precision, and revenue proof.
Interested in supporting Wednesday Women and seeing more executive women features?
To stay up-to-date with everything Wednesday Women, follow us on LinkedIn, subscribe to our monthly newsletter, and check out The Ripple—our podcast featuring executive women in leadership.
