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Megan Senese Megan Senese

Why Lawyers Struggle with Imposter Syndrome

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What if imposter syndrome isn’t actually about confidence? 

In this mini episode, Megan Senese explores the deeper roots of imposter syndrome, the belief that “I’m not good enough”, and how the comparison trap and internal narratives shape whether lawyers put themselves forward or stay on the sidelines. Recognizing your own value isn’t just personal work, it’s a professional strategy. 

The lawyers who believe in their value are the ones who step forward, build relationships, and ultimately generate business.

Who this episode is for:

  • Lawyers and legal marketers navigating imposter syndrome

  • Lawyers and professionals comparing themselves to others’ credentials or success

  • People working to rebuild confidence in their voice or abilities

  • Lawyers ready to shift the narrative they tell themselves and step forward professionally

Episode takeaways:

  • How the belief “I’m not good enough” quietly fuels imposter syndrome

  • How the comparison trap (law schools, firms, titles, and status) drives self-doubt

  • Why even highly accomplished lawyers still struggle with imposter syndrome

  • How the stories you repeat to yourself shape your confidence and professional identity

  • One simple daily exercise to retrain your brain and start rebuilding self-confidence

How to start shifting the “not good enough” narrative:

  • Notice the story you’re telling yourself: Imposter syndrome often begins with internal dialogue

  • Challenge the comparison trap: Someone else’s credentials don’t define your worth

  • Recognize shared insecurity: Even the people you admire question themselves

  • Interrupt the negative loop: What you repeatedly tell yourself becomes belief

  • Write down one good thing about yourself each day: Small affirmations retrain your brain to think differently

Stay Connected: Email stage at info@stage.guide

Love So Much To Say? Let us know! Drop a review, give us 5 stars in your favorite podcast app, and tell us what made you laugh, think, or just go “yep, that’s me.” Every review helps us reach more awesome humans who want to make legal…well, human. 

 
By Jennifer Ramsey and Megan Senese
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Megan Senese Megan Senese

What General Counsel Actually Want From Outside Counsel

There’s a lot of guessing in the legal industry about what general counsel want from outside counsel.

More client alerts.

More CLEs.
More follow-up emails.
More credentials.

But when we sat down with Jessica Nguyen — Deputy General Counsel of AI Innovation and Trust at DocuSign and head of Contract Nerds — the answer was much simpler. General counsel want trust. They want relevance. And they want you to actually be helpful. Not theoretically helpful. Actually helpful.

Trust is doing what you say you’ll do

Jessica said something during our conversation that stuck with us:

Trust is doing what you say you’ll do.

Not “trust us.” Not “we value relationships.” Trust is built when you listen to what someone needs and then deliver on it.

That sounds obvious, but it’s surprisingly rare. Especially right now, when so many conversations in legal are wrapped around AI. Clients are still asking whether AI tools are accurate, secure, and responsible with data. The firms and companies that stand out are the ones that are clear about what they’re doing — and then actually follow through.

Most law firm marketing still misses the mark

Jessica was also refreshingly candid about law firm marketing. The formula hasn’t changed much:

  • sponsor an event

  • host a CLE

  • present a slide deck

  • hope people remember you

Meanwhile, half the room is answering emails and the other half is there for the CLE credit. That doesn’t mean CLEs or client alerts don’t matter. They do. But they only work when the content is relevant and useful. The issue isn’t the format. The issue is whether the audience actually wants what you’re sharing.

The content people want is the content that works

Contract Nerds is proof of that. Jessica shared that their webinars regularly draw more than 1,700 registrants, and some topics reach over 2,000. Anyone who works in legal marketing knows those numbers are wild.

But it’s not magic. It’s community. The topics are based on what the audience actually wants to learn. For law firms, the takeaway is simple: Less “here’s what we want to say.” More “here’s what our audience actually needs.”

What impressed this General Counsel most about outside counsel

When we asked Jessica if a law firm had ever really impressed her, the answer had nothing to do with credentials or legal analysis.

It was about a partner who understood her business. When she was GC of a startup, one of her outside lawyers took the time to understand that growth mattered most. He didn’t just provide legal advice — he offered introductions to other general counsel who could help the company grow. That’s what stood out. Not a pitch. Not a deck. Just someone adding real value.

The best business development question

Jessica shared one question that outside counsel should ask more often: “What’s keeping you up at night right now, and how can I support you?” That question opens the door to a real conversation. You don’t have to know everything in advance. You just have to listen and be willing to help.

The takeaway

If you’re trying to stand out with general counsel, the answer isn’t more noise.

It’s better relationships.

Be curious.
Be relevant.
Be useful.
And most importantly — do what you say you’ll do.

That’s what builds trust. And that’s what clients remember.

Want more conversations like this on legal marketing, business development, client experience, and what actually moves the needle for lawyers? Reach out to stage at info@stage.guide

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Greta Woolway Greta Woolway

How Can Lawyers Build Strong Networks?

Business development often gets a bad reputation. It can stir up a mix of feelings, like pressure, discomfort, and even dread. The most effective business development has nothing to do with selling. It’s about nurturing real relationships.  What does that mean? It means checking in with care, showing up consistently, and staying curious about the people in your network.

Reframing Business Development

The first step is a mindset shift. Once you stop thinking of business development as pitching or chasing clients, it becomes easier to think about being thoughtful. 

Instead, focus on cultivating relationships. Strong, authentic relationships create trust, keep you top-of-mind, and lead to opportunities over time. The goal isn’t to check a box. It’s to build a network that is engaged, supportive, and genuinely helpful to each other.

Relationship Development Is Not One-Size-Fits-All

Everyone has different strengths, comfort zones, and preferences. Some people love hosting dinners. Some are great at connecting on LinkedIn. Others shine through thoughtful one-on-one gestures.

All of these approaches can work. You have to find the version that works for you and the season of life you are in. 

Intentional Outreach

Each action should have a purpose:

  • Strengthen a connection

  • Spark a conversation

  • Provide value

Even if you only have a few minutes each day, you can make micro moves that add up and lead to macro results.

Examples include:

  • Checking in with a client or colleague via email or LinkedIn to show them you’re thinking of them.

  • Sharing a relevant article, podcast, or event that aligns with their interests. Drop a line or two that states why you are sharing it. 

  • Introducing two people together who you think could benefit from knowing each other.

  • Asking a thoughtful question about their work, industry trends, or challenges they’re facing.

  • Acknowledging and celebrating their milestones, such as promotions, recent awards, or company wins. 

Done consistently, these actions compound. In the professional services world, relationships are the currency, and micro moves are how you invest.  

Micro Moves in Practice

To make intentional relationship development actionable, lay out a 30-day calendar of business development activities.

This approach encourages small, purposeful actions every day that help you build or strengthen relationships without overloading your schedule.

A sample 30-day cycle of business development might include:

  • Day 1: Send a quick note or text to someone you haven’t spoken to in a while

  • Day 5: Share an article or resource relevant to a client’s business

  • Day 10: Congratulate someone on a recent achievement or milestone

  • Day 20: Follow up on a prior conversation to see how things are progressing

  • Day 30: Share an insight, idea, or tip that could benefit someone in your network

The idea isn’t to follow this rigidly. The goal is to make intentional outreach a habit that fits your style and schedule.

Consistency and Thoughtfulness

A common misconception about relationship development is that it’s about volume: more contacts, more emails, more events. In reality, consistency and thoughtfulness matter far more.

Start Small, Think Big

  • You don’t need to overhaul your schedule or attend every networking event.

  • You don’t need a massive database of contacts or a perfect outreach script.

  • Start small by identifying a handful of key relationships.

Pick a few micro moves that feel comfortable and commit to doing them consistently, even if that’s only five minutes every day. Start small, act intentionally, and let the power of micro moves work for you. Focus on relationships first and the business will follow.

 
 
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Megan Senese Megan Senese

What Makes Lawyers Stand Out to In-House Counsel (with Jessica Nguyen, and Head of Contract Nerds)

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“Trust is fundamentally about you do what you say you’ll do.” - Jessica Nguyen

How do you get 2,200+ legal professionals to show up for a contracts webinar?

In this episode of So Much To Say: A Legal Podcast for People, Jessica Nguyen, Deputy General Counsel of AI Innovation & Trust at DocuSign and Head of Contract Nerds, joins Megan Senese and Jennifer Ramsey to pull back the curtain on why most law firm marketing completely misses the mark, how DocuSign is using AI to build deeper trust with its clients, and the one outside law firm that truly stood out to her, and what one lawyer did that was different from every other law firm competing for attention.

From building one of the most engaged contract communities in legal to helping shape AI strategy inside a global tech company, Jessica shares what actually creates momentum and what kills it.

In this episode, you’ll hear directly from a Deputy General Counsel about:

  • Why Contract Nerds consistently attracts thousands of lawyers, and what lessons you can apply to your next webinar

  • How community becomes a long-term growth engine — not just a mailing list

  • What in-house counsel actually look for when hiring outside counsel 

  • The positioning shifts that make lawyers stand out instead of blending in

  • The CLE mistakes all law firms make and how to change it

  • Why legal services feel commoditized and how to break that cycle

  • How AI can 10x your legal productivity without replacing your judgment

  • Why consistent execution, not just branding, is what builds real client trust

  • The role gratitude plays in sustaining a long-term legal career


This conversation is for lawyers who want a clearer understanding of how to attract the right clients—without chasing, posturing, or relying on generic marketing tactics.

Stay Connected:

Love So Much To Say? Let us know! Drop a review, give us 5 stars in your favorite podcast app, and tell us what made you laugh, think, or just go “yep, that’s me.” Every review helps us reach more awesome humans who want to make legal…well, human. 
If you’re navigating BigLaw pressure, struggling with business development or marketing decisions, and want a confidential thinking partner, connect with us here: 

  • Email stage at info@stage.guide

 
By Jennifer Ramsey and Megan Senese
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Megan Senese Megan Senese

Helping Minnesota (With Cari Brunkow, criminal defense and civil rights attorney on So Much To Say: A Legal Podcast for People)

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**Note: Before you listen**

This episode contains discussions of disturbing events that occurred in Minnesota. Please take care while listening.

“Shouldn't we as a society really be taking a step back and dissecting this hate, and realize that it is shameful and embarrassing?... Right now, you guys might be interviewing me about what's happening in Minneapolis. I hope nobody is ever interviewing you about what is happening in your neighborhoods.” - Cari Brunkow

What happens when the national headlines are in your neighborhood?

In this powerful and deeply human conversation, Megan Senese and Jennifer Ramsey sit down with Cari Brunkow, founder and counsel of Lotus Legal, a Minneapolis-based criminal defense and civil rights attorney who is living and lawyering in the middle of escalating community unrest.

Cari shares what it feels like to launch a human-centered law practice and watch violence unfold in her own city just days later. She speaks candidly about fear, grief, anger, and hope, and about what it means to show up as a lawyer, a mother, and a community member when the fight feels personal.

This is not a neat conversation. There are no easy answers. But there is honesty, proximity, and a reminder that we are not alone and we can all do something.

You’ll hear about:

  • Why Cari named her firm Lotus Legal, and what the lotus symbolizes in criminal defense and civil rights work

  • What she’s seeing firsthand in Minneapolis, and how it differs from national narratives

  • The emotional toll of witnessing violence in your own community

  • What it means to “get proximate” even if you don’t live in Minnesota

  • Practical ways to support affected communities

  • Why speaking up makes all of us safer


About Cari Brunkow:
Cari Brunkow is the founder and counsel of Lotus Legal, a Minneapolis-based criminal defense and civil rights firm. With more than a decade of experience representing individuals in law enforcement brutality cases and protecting constitutional rights, Cari launched her solo practice in 2025 to align her legal work fully with her values. She is a mother, a community advocate, and a fierce believer in proximity, truth, and collective courage.


Ways You Can Get Involved:

  • Support local journalism (e.g., Minnesota Public Radio)

  • Buy gift cards or directly support small businesses in affected communities - Learn more about Mercado Central

  • Call your congressional representatives

  • Check out the National Lawyers Guild

  • Check out the National Immigration Law Center

 
By Jennifer Ramsey and Megan Senese
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Megan Senese Megan Senese

Why You Can't Be Prepared for Everything (Minis with Megan on So Much To Say: A Legal Podcast for People) (Copy)

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Even when a risk feels calculated, it’s still a risk. 

In this mini episode, Megan Senese shares a memorable story about skydiving on her 18th birthday, and how it became a lasting lesson about control, fear, and the moments in life when all you can do is jump.

Who this episode is for:

  • Anyone standing on the edge of a big decision

  • People trying to calculate every outcome before moving forward

  • Lawyers, professionals, and creatives facing uncertainty

  • Anyone who needs permission to act without guarantees


Episode takeaways:

  • Why even “well-planned” risks can spiral out of control

  • How trying to manage every variable can give a false sense of safety

  • What happens when circumstances force you to move forward anyway

  • Why action, not certainty, is often the turning point

  • A reminder that courage doesn’t always mean feeling calm


A different way to think about taking risks:

  • You can set all the criteria, and still lose control

  • Risk doesn’t disappear just because you planned for it

  • Fear doesn’t mean you’re doing the wrong thing

  • Sometimes there is no perfect moment or exit strategy

Listen on Apple here:

 
By Jennifer Ramsey and Megan Senese
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Megan Senese Megan Senese

What If the Traditional Legal Path Isn’t the Right One?

In a recent episode of This Can’t Be It: Women Making Moves, Megan Senese sits down with host Amy Pons to share her journey leaving a high-paying law career to build a women-owned business development and marketing boutique. She discusses manifestation, goal-setting, and the importance of well-being and balance, especially for lawyers and other demanding professions. Megan also highlights how her approach helps professionals grow their businesses in a sustainable and meaningful way.

Listen on Apple

Listen on Spotify

 
By Jennifer Ramsey and Megan Senese
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Megan Senese Megan Senese

Masking Made Me Successful and Also Burned Me Out (With Sarah Ennor, Founder of Growth Counsel, on So Much To Say: A Legal Podcast for People)

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“I realized the reason I was so passionate about authenticity was because I hadn't had the opportunity to be that way myself in these corporate roles.” - Sarah Ennor

What does it take to be a different kind of leader in legal?

Sarah Ennor, former in-house compliance lawyer, joins Megan Senese & Jennifer Ramsey to talk about what happens when you stop chasing credibility through control, and start building it through presence, curiosity, and trust.

With humor, humility, and fierce honesty, Sarah shares her experience of navigating burnout, leaving a high-powered role, and redefining success on her own terms. They talk about psychological safety, the power of silence, why so many legal teams struggle with fear, and how to create more human workplaces where people feel safe to try.

You’ll hear about:

  • What Sarah wishes more legal leaders understood about team dynamics

  • The invisible weight of credibility, and how she learned to set it down

  • Why coaching helped her rewire how she showed up in the room

  • Her take on legal ops, burnout, and building trust in high-pressure roles

  • What makes a workplace feel safe (hint: it’s not perfection)

About Sarah Ennor:

Sarah Ennor is a legal operations consultant, certified leadership coach, and former in-house counsel who helps legal teams build trust, collaboration, and clarity. She brings nearly two decades of experience in legal leadership and now works with individuals and teams to create more human-centered legal cultures where people thrive.

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This episode #32 of So Much To Say: A Legal Podcast For People is accredited for 35 minutes of EDI Professionalism hours for lawyers in Ontario!

 
By Jennifer Ramsey and Megan Senese
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Megan Senese Megan Senese

Overwhelmed? Here’s Small Things You Can Do (Minis with Megan on So Much To Say: A Legal Podcast for People)

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When the news is overwhelming, and the world feels like it’s on fire, it’s easy to feel powerless. 

In this mini episode, Megan Senese shares a deeply human check-in about why relationships matter, how small actions can help us regain a sense of agency, and why resilience, not “self-care”, is what we need most right now.

Who this episode is for:

  • Anyone feeling overwhelmed 

  • Lawyers and professionals struggling to show up “as usual” when things aren’t normal

  • People craving connection, grounding, and reassurance that they’re not alone

Episode takeaways

  • How stage defines relationships as people, not transactions, optics, or metrics

  • How talking it out with someone you trust can shift how you show up at work and in life

  • Why one small action can interrupt feelings of helplessness

  • How resilience looks different for everyone, and doesn’t require perfection

  • A reminder that you don’t have to measure your response against anyone else’s

What you can do right now:

  • Start with one small action: Movement helps break the feeling of being stuck

  • Practice resilience, not perfection: Rest, pause, and refill your cup when needed

  • Protect your nervous system: Set boundaries around news, screens, and noise

  • Lean into community: Connection is a form of care and resistance

  • Engage in ways that feel aligned: Donating, volunteering, pro bono work, or reaching out

Learn More:


Stay Connected:

If you’re feeling overwhelmed, know this: you’re not alone.

If you need an ear, a place to land, or someone to remind you that small things matter, we’re here. Always.

Love So Much To Say? Let us know! Drop a review, give us 5 stars in your favorite podcast app, and tell us what made you laugh, think, or just go “yep, that’s me.” Every review helps us reach more awesome humans who want to make legal…well, human.

Listen on Apple here

 
By Jennifer Ramsey and Megan Senese
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