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 couldn’t find any women experts. 
I don’t know any women speakers. 
I didn’t realize I built an entire exceptionally homogeneous event. 🤯

Seems to be a good day to remind everyone that if you’re looking for expert speakers for your event, I have an easy resource. 

Go to a certain website that might be where I work.  

Hit “Get Involved”

Hit “Find Speakers” 

Search a list of over 300 executive women. Ungated, free, keyword searchable.  

Reach out to them and say you found them thru Wednesday Women.  

Kinda easy actually. 


#noexcuses #nomoremanels #executivewomen #keynotespeakers

Leslie Greenwood 

💜 Bringing public awareness and private support to executive women, Co-Founder of Wednesday Women, Community Strategist, Chief Evangelist, Startup Advisor, Ex-Stay-At-Home Mom

🗓️I’m posting this on March 1 on purpose.

Because honoring Black women should never be confined to the shortest month of the year.

And as the mother of two amazingBlack women, this is personal for me.

Black History Month may end on the calendar, but the brilliance, leadership, influence, and impact of Black women do not.

So rather than letting the moment pass with February, I want to carry it forward.

I’m grateful for the Black women whose voices shape conversations, challenge assumptions, build companies, lead teams, create culture, and move all of us forward.

Not just in history.

The work is to keep noticing, keep crediting, keep amplifying, and keep showing up long after February ends.

March 1 felt like the right day to say that out loud. 💜

#BlackHistoryMonth #BlackWomenInLeadership #WednesdayWomen

29 new friends 
15 Wednesday Women members 
2 board members 
4 states 
A flight delayed until 4am 
Tears and cheers for a long awaited job offer. 
A gator 
Service beyond expectation 
Not only beautiful wines but the science and history behind them 
Local women artisan vendors - the honey chocolate 🤯
A celebrity chef - yes I got a selfie!! 
Gifts galore 

The biggest gift? 🎁 

Seeing these women take time away from demanding jobs, new babies, intense job searches and their families just for themselves.  

A little restoration, weaving the spider webs of connection, and possibly that well needed nap on the way back to the city.  

As one member said more than once, “I’m proud I’m putting myself first.”  I couldn’t have said it better myself.

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So you show up at the coffee shop you made a reservation for your event 15 minutes early as requested and no one is there. 

🚫 It’s closed. 
Lights are off. 
20 women are mingling outside.
Probably an event planner’s nightmare.

But they don’t have “Super Sam”! Samantha Archuleta found us an alternative location within five minutes that would be setting up our table on our walk over. Amazing! 

Sometimes things are just meant to happen. Our coffee was delicious, we got in a few hundred extra steps, we still had an amazing time learning about each other and finding ways we could support one another. 

And the extra bonus? Avotoasty is a woman owned business. Thank you to Sofia Guglani and your amazing team for working on the fly and helping us have an amazing event. We will absolutely be back. 

Robyn, Gwyneth Borden, Michelle Ji-Yeun Kim, Annette Sung, Holly Hon, Paula Mantle, Christina Mitine, Christina Singh, Aimie Vargas. Barbara Leavitt, Frankie, Michelle King, Gurlene Kaur, Arvita Tripati, MBA, Nellie Wartoft, Jieun Lee, ⚡️ Lori Dunn , Heidi Dickert, Mabel Liang

❓Who are the women in enablement I should know?

I’m looking for women who deserve more spotlight for the work they’re doing to help teams perform, influence strategy, and drive real revenue impact.

In my opinion, a lot of women in enablement are doing work that goes far beyond what the title suggests. They’re building the systems and momentum behind high-performing revenue teams. 

Honestly, many of them look a whole lot more like “revenue activators” than the traditional label gives them credit for.

And yet, some of the most strategic people driving revenue are still not getting enough visibility. 🤨

Let’s change that. 💜

Tag them in the comments or send in a nomination.

#womeninenablement #wednesdaywomen #revenueactivators

Now, how did Starbucks know that I was going on a work trip this week? #ubecoldfoam for the win.  

Wednesday Women nails representing.  

Bye Dallas, hello San Francisco and Napa! 💜

Let the travel hacks commence.  

1) Buy Wednesday Women purple suitcase because you saw it in the Morning Brew newsletter (brand partnership? 🤙😁💜).

2) Order your coffee as you’re driving into the airport or as you’re deplaning.  No long  line to then wait forever for your coffee.  Girls gotta have caffeine first thing.  

3) At least in Dallas, you no longer have to go to the airport to get TSAPreCheck. I got mine at Staples. #gamechanger 

4) When you’re traveling, do “community “everywhere”. Meaning reach out to your community and set up coffee dates.  I’m in SF and have coffee and dinner already planned for tonight.  Also 2 coffees and drinks set up in Seattle at the end of the month.  These are outside of our official events.  

5) Bring a good book. I’m always thinking about the experience and psychology of our events and reading Unreasonable Hospitality is taking this to a whole new level. 

Teach me! What other tips should I be using?  #travelhacks #sanfrancisco #wednesdaywomen

International Women’s Day sharing a date with Daylight Saving Time feels almost poetic.

A day about women.
A day with more light.

There are so many brave women I know who aren’t afraid to step into the light and just as many who aren’t afraid to /gently push/nudge/or shove, if necessary, another woman toward it.

Not every brave woman is the one at the center.

Sometimes she’s the one…
…making the intro.
…giving the endorsement.
…opening the door.
…sharing the opportunity.
…passing the mic.
… giving another woman that nudge to be seen.

That matters.

I’m grateful for the women I know who own their brilliance.

And I’m equally grateful for the women who see brilliance in someone else and refuse to let it stay hidden.

That kind of generosity can change careers, confidence, communities…all of it.

Take your turn shining in the spotlight or shine it on someone else. 

We need both. 💜

#InternationalWomensDay #WomenSupportingWomen #WomenInLeadership #WednesdayWomen

What did you do this week at work? I learned how to pitch better. You may be thinking, I don't sell anything. I don't need to know how to pitch. Well, I wholeheartedly disagree. 

I was lucky enough to host a Wednesday Women Members-Only Session with the iconic Precious L. Williams RainmakingSpeaker who talked with us about Positioning with Precision.  As you can tell, we were soooo bored and no one had any fun while learning sooooo much. 😉 

Here are a few bits of wisdom I took away from the call. 
Packaging is how you show up. 
Positioning is how the market perceives your value. 
Pitching is how you communicate that value to close. 

Everyone needs to know how to pitch well.

✅Job hunting - Pitching! 
✅Getting a raise or promotion - Definitely pitching. 
✅Talking to investors - They don't call it a "pitch deck" for no reason. 
✅Getting paid your worth to speak - Yep, still pitching. 
✅Sharing your business with a prospect - Well, duh! 
✅Getting your toddler to get dressed - You guessed it.
✅Asking your significant other to take out the trash - 😁 

So let's just say, we left with a lot of wisdom and fired up to implement it. 

But don't take it from me, I'm obviously biased. 

"Absolutely amazing session. I loved the energy and the information shared was on point. Thanks." 

"This was such a great lesson packed session - very practical, with tips I can and will implement immediately. Thank you Precious and WW."

Sr. Account Director @ Feathr | On Maternity Leave 🩵

Always-learning BDR leader who cares a lot about building high-performing, human-first sales teams in the tech. I’ve spent 12+ years in sales across SaaS, edtech, transportation, and advertising, and today I manage Feathr’s BDR team in the nonprofit space. 

I'm focused on coaching reps to run smarter cadences, have better conversations, and book more meaningful meetings, not just rack up activity.

My world today is business development: outbound strategy, thoughtful sales cadences, and helping BDRs/SDRs really understand what “good” looks like and feel supported as they get there. 

I love creating playbooks, running experiments and A/B tests, and then working with sales, marketing, and RevOps to turn “what if we tried…” into GTM programs people actually use. Also: big fan of coffee chats, honest feedback, and building repeatable motions that help mission-driven teams grow.

Steph Peterson

Two interviews today. 

Two hiring managers caught off guard by the same question.

The question that flips the power dynamic.

Instead of: "What's your leadership style?"

I asked: "What can you tell me about yourself as a leader? And more specifically, what are some of your strengths and areas of opportunity as a leader?"

Both said "Wow, that's a great question."

One even said, "So many people just ask the generic leadership question,  but this challenges me to think deeper."

That's the point.

We're not just there to impress them. We're there to see them. To understand them. Because it has to be a good mutual fit.

The best hires happen when both sides can confidently say yes.

Stop performing. Start interviewing.

What questions are you asking your interviewers?

sales leader looking for my next role 👀

I’ve never been a Nooks customer. 

In fact, I’m technically a closed lost deal. Timing just didn’t work out.

Peter Mollins knows this.

I met Peter through SDR leader events over the past year, and he’s always been that kind, welcoming smile I love running into at these meetups. 

From the start, I could tell he genuinely cares about the leaders in this community.

But last month, that care hit differently.

I shared with Peter that I’d been laid off, and within moments, he sent me a gifting link to this Nooks tumbler along with a note reminding me to stay caffeinated during the job hunt.

The ROI on a tumbler like this might not show up in pipeline anytime soon (as much as I love Nooks). 

But the real value is knowing that their team leads with genuine care, not expectation.

The ROI is in posts like this, reaching my small but mighty network of sales leaders who might one day also need a new solution.

And the ultimate win is in Peter understanding that the long game is where the absolute best rapport is built.

Also, big shoutout to Harry Morrill because he’s a Nooks star too!

Tomorrow marks one month of unemployment.

Time flies when you're having fun, huh? 

In that time, I’ve:
- Interviewed for 10 roles
- Walked away from 5 that weren’t the right mutual fit
- Completed final interviews for 2 (still in play!)
- Hit late/final stages for 3 more, but the offer went to someone else

The L's? They sting. But they don’t define us, we push through stronger.

The job market’s tough, sure. But opportunity is everywhere.

The real win? Holding out for roles that light you up, ones that match your goals, values, and life.

And saying “this isn’t for me”? That’s not defeat or arrogance. That’s a win, for you and the company.

To anyone else rowing in the same boat, we’ve got this. 

P.S. Looking for a sales leader to build high-performing teams? A Sr. AE to close deals and coach others? Or (new for my search) a passionate enablement addition to your team to craft playbooks and cadences that actually move the needle? It’s me!

Job search update: Still unemployed.

Morale update: Feeling so good. 

Why? Clarity.

I'm still applying to a variety of roles, but I've never been more clear on what actually matters to me in my next opportunity.

It's not the title or the industry.

It's the chance to work with or directly support a strong sales team and collaborate across departments to make them better.

It's continued financial freedom.

It's being treated like an adult. Having autonomy. Actually influencing decisions that affect my role or my team.

It's the flexibility to show up as a mom, a wife, and a friend. Not just an employee.

It's a company that wants someone scrappy, driven, and self-starting. Think early stage, fast scale-up, or turn around. Love to be busy!

Someone who's here to grow, not just perform.

I know what I'm ready and looking for and I know we're going to get there! 

P.S. Actively targeting BDR Manager, Director of Sales Dev/Biz Dev, and Founding AE, and Sr. AE roles, if you're hiring or know someone who is, my DMs are always open!

Some people have told me a layoff is the best time to pick up a new skill. 

This probably isn’t what they meant.

Job searching? Tips for first‑round interview prep: 

- Know what the company does.  

I paste the company URL into Perplexity and ask it to “explain to my grandma what [company URL] does.”  

The worst thing you can do is flop on “How much do you know about us?”

- Read the interviewer.  

I always visit their LinkedIn, skim their About section and career journey, and look for anything that feels like natural conversation fuel.

- Use Perplexity as a question‑idea machine. 
 
I drop their LinkedIn URL and the company URL into Perplexity and ask it to “write 5 highly relevant but casual questions I could ask [Linkedin URL] at [Company URL] on a first‑round interview.”  

Note: Use these as inspo, not as your script!

- Map the org a bit.  

I skim their boss and core team members’ profiles to get a sense of the structure and how the role fits in.

- Check their YouTube or other socials.  

I scan the company’s YouTube channel or other social channels for quick explainer videos. It tells me how forward thinking they are, or whether they are still building that presence and how they talk about themselves publicly.

- Do a values sweep.  

I skim the site for their values; most companies are proud of them and want to hear that you have actually noticed.

- Rehearse your numbers and story.  

Finally, I open my resume and make sure I am ready to talk through my impact, metrics, and career narrative without fumbling.

Do this once and you’ll walk into your next first‑round feeling like you already belong there!

- - 
Hi, I’m Steph and I’ve been in tech sales for over 10 years. I’ve also been laid off 3x in the last 5.5. At this point I’ll have to start sending the NJ unemployment offices Christmas cards. 😅  

Laid off? Looking for your next role? Follow me for practical, no‑fluff tips to help you land faster and feel a little less alone in the whole “job search grind” thing.

My biggest career growth has come from pivots.  

In 2012, I graduated Rutgers thinking Enterprise Rent-A-Car’s management trainee program was my straight shot into career success.  

I learned a ton, like cleaning cars (and then selling their value as a rentals) in 95 degree weather in business attire will teach you the true definition of grit. 

But that wasn’t my landing spot. 

Contract recruiting first. Realized quick it wasn't for me.  

Quit for a summer to bartend and reset. Ended up sub teaching after that, which led to my own classroom for a year. Thought I found it.  

A friend changed everything when he said, “Try sales at SHI. You'd crush it."  

Little did I know, this would be my second launching pad. 

From there? Sold digital advertising to trucking companies, safety software to K12, software to landscaping companies, K12 coding software, virtual curriculum to help students thrive amid social media, professional learning to GTM leaders, marketing software to nonprofits and associations. Sold and helped grow teams both as an IC, a team lead, and then as a manager.  

Every zigzag taught me grit, empathy, selling without the script. Those "detours" built the sales leader and human I am today.  

Lesson to 2012 me: Growth isn't a ladder. It's trusting the pivot.  

Not sure where this journey is taking me next, but I trust it'll be good. 🤞🏼✨

I don't wake up feeling okay every morning.

That's just human.

But getting myself grounded? That's where journaling has saved me.

Journaling doesn't have to be a whole thing.

I used to think it did. Long entries. Deep reflections. Uninterrupted time.

I'm a toddler mom navigating unemployment. None of that exists.

So now my journal has sections. Simple bullets. No full sentences.

Gratitudes. Focuses. Concerns. Frustrations. Roadblocks. Reflections. Manifesting. Prayers.

Some mornings I get through all of them. Some mornings I write down two things I'm grateful for and then I hear "mama" and that's it.

That counts. That's still the practice.

Here's what surprised me most: this job search has made my mind loud. 

Constantly. The "what ifs", the waiting, the self-doubt that creeps in when you least expect it.

This journal quiets all of that. Even just for a few minutes.

It keeps me focused on what I can control. Grounded on the hard days. Clear on what I actually want next.

The unemployment journey is not linear. But showing up for yourself every morning, even in the smallest way, keeps you moving forward.

The perfect quiet morning is not coming.

But 60 seconds and one grateful thought? That's always available.

Start there.

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The Battle

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The Battle

Leslie Greenwood

Steph Peterson

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Engagements

Likes

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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