Leslie Greenwood

Chief Evangelist, Community Strategist, Co-Founder of Wednesday Women, Startup Advisor, Ex-Stay-At-Home Mom

I'm the Co-Founder of Wednesday Women and the Founder of Chief Evangelist Consulting: two ventures grounded in a core belief: community isn’t a tactic, it’s a force.

Wednesday Women began as a ripple in 2023 as a small, intentional effort to elevate executive women. We amplify women’s voices on LinkedIn, on stages, on podcasts, not as polished personas, but as their real, remarkable selves (the woman behind the title). Our public platform is for everyone, and we’ve built a private membership for executive women who want to go deeper with that mission and create connections both help unlock challenges but also are their biggest cheerleaders. 

Through Chief Evangelist Consulting, I help companies design community strategies that create lasting engagement. With 20+ years in customer-facing leadership roles, I approach community as a strategic lever, rooted in trust, value, and connection.

At the heart of everything I do is a belief in the power of evangelism, authenticity, and shared momentum.

And yes — I run on coffee, dark chocolate, trying (and failing) to keep me very vocal dog in check and talking loudly about diversity in tech.

Ambassador

Advocating for Pavilion’s mission of helping every leader and their team achieve their professional potential through community-powered learning. I will be supporting key initiatives, developing and teaching curriculum for Pavilion University and providing over 10,000 members with leadership advice. Join us at joinpavilion.com.

I’ve been seeing a trend….
more women walking away from corporate life to go fractional, consult, or build their own thing.

And I get it.
I did too.

At some point, I realized I’m “consciously unemployable”. 

That’s a choice. 

Not because I can’t play the corporate game (well actually if you know me, I can’t 🤣), but because I finally saw how much of it was built on rules that were never written for us. And I was done building others’ dreams.  

As Sarah Allen-Short wrote,  

“Liberal feminism didn’t ruin the workplace. It exposed it.”
(If you read the NYT article, you’ll get the reference.)

What we’re watching isn’t women giving up. It’s women waking up.

“Lean In” taught women to play the old game. This era’s about building a new one.

When you realize the system was never designed for you, you start creating something better.

(📸: Quote from Sarah’s Substack Work Doula — worth the read.)

 #futureofwork #womeninbusiness #founderlife #fractionalleadership

Leslie Greenwood 

💜 Shining the Spotlight on Exec Women, Co-Founder of Wednesday Women, Community Strategist, Chief Evangelist, Startup Advisor, Ex-Stay-At-Home Mom

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Andrea 🤓 Lechner-Becker and Raja Walia arguing just made my morning!  

That’s all, that’s the post. 💜 

And yes, Erin Kasmarick is still the HubSpot wizard 🧙‍♀️! We 💜💜💜💜her.

AI can’t invent weird. It can’t really do different. This is still where humans have the competitive advantage 

Think about Apple’s “1984” ad.
Or, Coinbase’s random bouncing QR code.

No robot’s out here dreaming those up. 

Those ideas hit because they were so human. Unexpected. Odd.
The kind of weird that makes you stop scrolling and go, “Wait, what?”

That’s what AI can’t fake.

It can totally take your ideas and scale them. But if what you feed it is already kinda basic… it’s just going to spit out more basic.

What’s that mean for us humans? Creativity actually matters more now. Because AI’s like this giant volume knob. Whatever you give it, it just cranks it up.

Bottom line: The magic happens when a human is brave enough to think weird.

We unpack this (and a few more “AI vs. human creativity” hot takes) in the full episode.
Catch it here → https://lnkd.in/gCvusPW6

#MarTech #Marketing #GTM #RevOps #AI

Randi-Sue Deckard 🔬

GTM Leader -Sales/Marketing/CS/Revops🔹Strategy 🔹$1-$100M B2B🔹SaaS & Services🔹Influenced $100M+ in Revenue🔹GirlzWhoSell Mentor & Advisor🔹Pavilion-Co-Chair DFW Chapter🔹Speaker 🔹Advisor🔹Future Author 📚☕️🐾

Why does a Scientist make an awesome Customer Obsessed Revenue Growth Leader? #TheLabMindset

I was literally trained to experiment. Be extremely curious. Test, Refine and iterate! 

Research like a boss and use system level thinking!

It builds resilience (failure = reiterative process to get the desired outcome).

Document like a boss - I was trained if it wasn't written in black ink it didn't happen. 

Data driven decision making. Look for patterns to determine the best "lever" to change.

Embrace Change - always looking for ways to improve productivity/efficiency which help me look at the end-to-end CX (hello, bowtie) and find ways to reduce cost to serve for sustained profitability. 

Process/Frameworks are critical - how else do you design an experiment? (for business =GTM- Revenue Architecture model)

Communication -lots of papers written and one of my ninja skills is simplifying the complex so anyone could understand!

Present my findings and get grilled - Objection & Rejection proofed because I proactively prepared and expected this to occur.

Here's a little bit more about the Professional Me:

Leadership Style 
-Servant Leader
-People first

Strategic & Data Driven Decision Leader
--work with executives & board
--cross functional collaborator
--manage and execute projects

Embrace Change and Being a Change Agent

Trusted Advisor both internally and externally. Love creating raving fans throughout the whole ecosystem.

Great communicator and ninja rapport builder from board - peers- team - customers

Builder
--Teams
--Startups
--New Business Units
--GTM 

Revenue Growth
 --new logo
-- customer expansion
--strategic partnerships
--M&A

Financial Acumen 
--Profitability through retention and sustainable repeatable processes (understand the business unit economics)
--P&L Ownership

Experience with professional services & software solutions

Optimizer and Fine Tuner with Iterative Process improvement mindset 
--applied to GTM, Revenue Architecture and Customer Relationship Management

Growth Mindset
--lifelong learner who's obsessively curious
--personal and professional books & courses
--active in professional communities like Pavilion

High EQ - great mentor/coach

Thought Leader
-podcasts, panels and speaker
-writer & future author

Strategic Advisor for GTM - obsessed about sustainable growth!
-$1-$60M in ARR

Ssh don't tell but I might have an espresso & chocolate addiction according to my hounds who are currently giving me sideye. ;-)

2025 Sprouts "25 Women in GTM" to watch 2024 & SalesIntel "Top 100 & 300 Women" Making an Impact in B2B SaaS

Executive Member and Co-Chair of DFW Chapter

Pavilion, formally Revenue Collective, is a private membership organization for commercial growth operators. Our community is designed to support the professional development of revenue leaders at high growth companies, facilitate the sharing of best practices, and serve as a trusted private community.

This reminded me of something we forget too often: connection is a strategy.

I flew to Vegas for 🍽️ this week. 

Before you give me 😒, I wasn’t the only one. 

The Wednesday Women Dinner sponsored by Sendoso  was more than a networking event; it was a reminder that real growth happens in conversations where the masks come off.

Because when women gather with intention…

💜We show up fully.

Not the polished LinkedIn version but our real selves.

💜We strengthen our circles.

Reconnecting with women who challenge us, cheer for us, and remind us of who we are.

💜We talk about what’s really going on.

Not just pipeline or productivity.
But the season we’re navigating, the weight we’re carrying, the wins we’re proud of, and the things we’re still figuring out.

I left feeling grounded, inspired, and grateful.

If you’re looking for “what’s next” in your career or your life…

Start by showing up.

The right rooms will meet you halfway.

And the 7 course meal & wine pairing was out of this world but just an added bonus. IYKYK


#WomenSupportingWomen #Community #LeadershipJourney

My receipts this week 

Women supporting women 

A picture is worth a thousand words 🥳

#community

Color me purple 💜

It’s gonna be a great week! 

I’m attending a local Wednesday Women coffee and flying to Vegas for a dinner.

I can’t wait for the new & strengthened connections, conversations, gives, gets and of course amazing women supporting women!! 

What are you looking forward to?

#community

Gratitude gets all the spotlight this week. 

But here’s a twist: I’m just as thankful for the grit as I am for the grace.

It’s easy to give thanks for what went right: the wins, the milestones, and the good calls.

But the moments that shaped me most this year? 

The ones that stretched my patience, tested my confidence, and forced me to refine the systems underneath.

Gratitude without grit is surface-level. 

Grit without gratitude is burnout.
 
Together, they build resilience, and the kind of leadership that lasts.
 
What challenge are you most grateful for this year ...the one that grew you the most?

 #Leadership #GrowthMindset #RefinementLoop #Gratitude #TheLabMindset

AI is not allowed in the kitchen 🤣 and definitely no clones! 🤖 

Happy Thanksgiving y'all. 🦃

It's official thanks to Empressa AI.

I'm a certified Instructor in AI Foundations.

My proudest moment - facilitating a cohort and watching an attendee go from wondering if they were in the right room to being excited about the possibilities.

My legacy has always been focused on "transformation" - being the spark for others to see what's possible.

And this is just another way I get to make an impact.

January 23rd there will be another cohort. Sign up link in the comments.

#AIliteracy #leadership

I’ve been refining something behind the scenes in my 5-9.
 
It’s not a new title or product but a way the help everyone experiment, refine and iterate because progress over perfection!

In January, I’m launching The Refinery a monthly newsletter:

👉 one insight

👉 one system 

👉 one experiment the first Tuesday of each month

All to help you lead with clarity.

No noise. 

No inbox overload.

Just refined ideas that turn intention into motion.

If you want the first issue when it drops, join the early list (link in the comments). 

💥 Bonus--The "welcome e-mail" has a downloadable worksheet to help you reflect on 2025.

#leadership #growthmindset #continuousimprovement #therefinerymonthly

Celebrating the Small Wins

We talk a lot about the big wins in our careers. 

The headlines. 

The titles.

The trophies.

But the truth is, the big wins take time.

They're slow.

They're built through the quiet moments where no one is watching.

It's the small wins that actually fuel us.

The consistent effort. 

The uncomfortable growth.

The times you choose to show up with courage when it would be easier not too.

The little experiments that didn't seem like much until one of them changed everything.

This award is a reminder that none of its wasted. 

Every rep counts. 

Every refinement matters.

If you're working towards something that feels far away, keep going. 

Celebrate the small steps. 

They are not the prelude to the big win....they are the win!

And I'm grateful for every one of them.

Cheers to those small wins that transform us along the way.

What small win are you celebrating?

#leadership #growthmindset #AI

Happy Thanksgiving Y'all 🦃 🤠 

While life has a way of hitting back hard, and not everything on my 2025 bingo card is something I would have chosen for myself .....

I've always been a glass half-full and strong belief that things are happening for me (and yes, rejection is protection).

There are so many things that I'm thankful for and it starts with you and your support - 7K+ of you and counting.

Wishing you and yours a Happy Thanksgiving.

#gratitude #thankful #HappyThanksgiving

Sobremesa - my new favorite word

The plates are empty, the wine’s half gone, and no one’s reaching for their phone ....just ideas, laughter, and truth.

You know that moment, the one after the meal.

 The conversation deepens.

 The laughter softens.

 Time slows down.

 No one’s in a rush to leave because what’s happening around the table is rare: people being fully present.

These are the moments I live for.

 The ones where connection turns into collaboration.

 Where ideas start flowing, walls come down, and you leave feeling seen and inspired.

We chase big wins, big goals, big stages… but sometimes the most powerful spaces are the small ones.... where trust builds in real time.
If we could bottle that energy , curiosity, listening, genuine exchange, and bring it into our teams, our meetings, our lives...

Imagine what we could create.

When was the last time you stayed long after the meal because the conversation was just that good?

Shoutout to 🌎 Jacquelyn Nicholson and Krysten Conner for another memorable dinner in the books. Ladies, we need to remember to take pics. 

 #Leadership #Community #Connection #TheLabMindset #GrowthMindset #HumanFirst

If your to-do list is running your life… it’s time to flip the script.

Most creators and founders are wearing all the hats and burning out trying to keep up.

But what if you could cut your workload in half without cutting the quality of your brand?

I’m teaming up with Graphy Inc. to show you how to use AI as a true creative partner.

One that helps you move faster, create better, and finally breathe again.

Save the date:
📅 Monday, Dec 8

 ⏰ 11:00 AM CST

 📍 Live on Zoom

If you want smarter systems, sharper content, and more time back in your week, don’t miss this.

Save your seat - registration in the comments!

#AI #AIforCreators #partnership

Open the door! 🚪 

Most people say they’re waiting for the right opportunity.

But the truth?
Most people don’t even realize the door is already open.

We picture opportunity as this dramatic moment spotlights, trumpets, a clear sign pointing the way.

But in real life?

Opportunity usually looks like a cracked door you’re scared to push on.

I’ve walked through a few doors in my own life:

🔹 From clinical scientist to go-to-market leader
🔹 International moves
🔹 From “maybe someday” to actually building the life and career I wanted

None of these moments showed up as a grand entrance.

They showed up quietly disguised as a whisper, a nudge, a feeling that said: “Try. Just try.”

But here’s the provocative part:

Most people aren’t stuck because they lack opportunity.

They’re stuck because they’re unwilling to walk through uncomfortable doors.

Doors that require you to bet on yourself.

Doors that ask you to leave an outdated identity behind.

Doors that don’t guarantee applause on the other side.

Every transformation ,every reinvention,starts the same way:

You notice the door.

You get curious.

You take one step.

And then everything changes.

So here’s the real question for this season of your life:

👉 Are you actually open to the possibilities in front of you… or are you waiting for permission to walk through the door?

Because no one’s coming to open it for you.
You do that.

One step.
One choice.
One door at a time.

#growth

Excuse my crazy Saturday hair. 🤣 

Shoutout to Sendoso for my Winter Wellness Kit because self-care is NOT selfish.

This was such a nice touch that just keeps the Vegas Wednesday Women experience one of my November highlights.

This is your PSA to find the right community because there's nothing like great conversations and experiences to light you up!

#experience #community #gratitude

December used to feel like the month you wind down.

Now?

It feels like the month I level up.

It’s my birthday month. 🏹 🎂 Don't judge - yes, I really celebrate me all month!

My reflection month. 🪞 

 My decision-making month. 🤔 

 My “step into your next version” month. 🚶‍♀️‍➡️ 

I’m not rushing.

 I’m not forcing.

 I’m simply choosing to grow intentionally, consistently, boldly.

This is my season. 🙌 

The one where I back myself fully, refine as I go, and build the life + work I actually want.

Let's face it work life balance is a MYTH. It's about priorities and I'm being even more intentional about my 5-9.

If you feel the shift too… welcome.

Lean in and buckle up because success is messy! (yep, another #randisueism)

Share what you're leaning into in the comments.

#GTM #leadership #growthmindset #thelabmindset

“You miss 100% of the shots you don’t take.” 
-The Great One aka Wayne Gretzky 🏒 

I submitted an application to speak on the stage at TEDx Princeton.

I reached the first round (which I celebrate 🎉) and then didn’t get the final cut (which I own).

On the surface, a “no” feels like a rejection. 

But through the lens of the #labmindset where success is messy, testing/refining/iterating is built in this is simply data for the next cycle.

Here's what I’m affirming:

🙌 I said yes to the shot. That matters.

🔁 I’ll refine the pitch, the message, the delivery.

🔇 The stage I didn’t get today is not the only stage I’ll ever get.

🗣️ Missing this one doesn’t mean I’ll never speak. It means I’ll speak better.

Big ambitions carry messy processes. If everything were clean, we’d never grow. 

The mess signals: you’re doing something real.

If you’re in that “first round / almost / not yet” zone please keep shooting.
 
The truth is: the only guaranteed miss is the shot you never take.

What shot are you going to take (or retake) this week?

#GrowthMindset #RefinementLoop #Leadership #SpeakUp

😴🐾 when mom‘s up too early working on side hustle her coworkers are low energy 🤣

#sunday #earlystart

Lately I’ve been thinking about how intentional we are (or aren’t) about what’s next.

Not the 5-year “perfect plan” kind of next.

The honest next:
➡️ The next chapter
➡️ The next experiment
➡️ The next version of you

One of my favorite ways to get clear is revisiting Ikigai – I-K-I-G-A-I – that sweet spot where:

   •   What you love
   •   What you’re good at
   •   What the world needs
   •   What you can be paid for

all overlap.

Most of us don’t sit down and rethink this after our early career. 

We just keep going. Promotions. New titles. Bigger goals. Same autopilot.

But here’s what I know:
   •   It’s never too late to start something that feels more aligned.

   •   It’s never too late to try something completely new.

   •   And every journey is wildly, beautifully unique. There is no “behind.”

If you gave yourself permission to be really intentional about what’s next……
 not what’s expected, but what’s true for you ……
what would you explore?

👉 What’s the “something” you’re quietly thinking about that might be next?

Drop it in the comments or just write it down for yourself. Naming it is the first step to making it real.

#growthmindset #leadership

Eat the freaking cake.

For years, I let other people’s opinions live rent-free in my head.

“Should you really be eating that?”

“You’d look so much better if…”

“Wow, that’s… a bold outfit.” 

As women, it can feel like our bodies, our plates, our wardrobes and even our careers are open for public comment. 

All. The. Time.

Here’s where I’ve landed:

I’m done apologizing for existing.

I’m done “earning” treats.

I’m done shrinking myself to make other people comfortable.

If I want the dessert, I’m going to eat the freaking cake.

Not every moment of my life has to be optimized, tracked, or justified.

Because life is short.

Because joy is not a reward, it’s a requirement.

Because the people who matter don’t love me for the size of my jeans or the calories on my plate.

They value my impact, my heart, my brain, and my voice.

So here’s my nudge for you today:

   •   Wear the outfit you actually love.

   •   Order the dessert.

   •   Take up space in the room and at the table.

You don’t need permission to enjoy your own life.

🍰 What’s your version of “the cake” that you’ve been telling yourself you have to earn first?

#leadership #authentic

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Leslie Greenwood

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The Battle

Leslie Greenwood

Randi-Sue Deckard 🔬

Followers

Posts

Engagements

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Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}Leslie Greenwood's LinkedIn Performance

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