I’m Lindsay, founder of Plum Leadership Group.
Over the years, I’ve worked with leaders across industries, and one thing has become clear: most managers aren’t struggling because they don’t care. They’re struggling because no one ever taught them how to lead people.
That’s why I started Plum.
Today, I help leaders build the practical skills they need to give feedback, coach employees, navigate difficult conversations, and create teams where people want to do their best work.
There is nothing I enjoy more than watching someone leave a workshop or coaching session thinking, “I can do this.”
If you’re ready to invest in your leadership, our Fall Manager Essentials program begins September 16th.
Connect with Plum Leadership Group to learn more and reserve your spot.
ProfessionalDevelopment WorkplaceCulture PeopleDevelopment ManagementSkills PlumLeadershipGroup
Plum Leadership Group
Plum Leadership Group specializes in leadership development and executive coaching, providing customized solutions to meet the unique needs of our clients.
As a boutique firm, we offer tailored experiences that foster personal & professional growth.
08/03/2026
Letting someone go is one of the hardest parts of managing people.
But the biggest mistakes often happen long before the final conversation, when expectations are unclear, feedback is delayed, or performance concerns are not documented.
Our recent conversation with employment lawyer Jared Speier inspired our latest article on what managers need to know before deciding to terminate an employee.
We also created a practical checklist to help managers prepare for what comes next.
Comment CHECKLIST below. We’ll send it directly to you.
PeopleLeadership
If you found yourself nodding along with Tonya’s question, “Do I have to be the expert?”, you’re not alone.
Many managers step into leadership believing they have to have every answer, solve every problem, and carry every decision. It works for a while… until it doesn’t.
The shift from individual contributor to effective leader happens when you learn how to empower others, facilitate growth, and delegate with confidence. Those aren’t innate traits; they’re leadership skills that can be learned and practiced.
That’s exactly what we’ll do together in Manager Essentials.
Our Fall Cohort begins September 16, and over 10 weeks you’ll gain practical tools, coaching, and real-world strategies to help you lead with confidence instead of carrying it all yourself.
If you’re ready to grow as a leader, and help your team grow with you, we’d love to have you join us.
If you walked up to one of your managers right now, would they be able to list out the goals they’re trying to achieve?
So often, as business leaders, we think our managers will “get it” on their own, or they’ll figure it out once they’re on the job.
But if we don’t explicitly tell managers what is expected of them, what they need to do, and what goals they need to hit regularly, how will they know if they’re on track?
Having tough conversations is just part of the job (of being a manager). However, you can avoid even bigger conversations later by making these changes today.
Are you listening, or are you already preparing your answer?
Tonya Drummonds joined Session 3 of Manager Essentials to break down three common listening traps:
The solution trap
The time trap
The experience trap
Great listening requires more than hearing someone’s words. It means noticing their tone, their body language, and what they may be struggling to say.
Fall Manager Essentials begins September 16. Registration is open through the link in our bio.
Wow. That’s one expensive mistake.
In this episode of Grown to Lead, Lindsay sits down with Jared Speier, Partner at Stradling and an employment lawyer who has seen firsthand what can happen when managers are not properly trained.
The cost of manager training is often a drop in the bucket compared to the alternative. Legal risk, rehiring, lost time, damaged morale and more.
Listen wherever you get your podcasts. Fall registration for Manager Essentials is now open.
You can have the beautiful facility, the perfect menu, the polished brand. None of it reaches your members without the people who show up every day to deliver it.
The question isn’t whether your team matters. It’s whether they can tell that you know it.
The full episode of “Why Good People Stay” is out now.
Your team notices when something is off, even when you think you are hiding it.
The leadership skill is learning how to manage your emotions, communicate what is needed, and take responsibility for the impact you are having.
This is the kind of practical work we do in Manager Essentials. Registration for our fall cohort is now open.
07/15/2026
Plum Pick! 💜
Watching good people walk out the door? People First by Jackie and Three Carpenter is the read. Five practical parts, credibility, candor, cultivation, commitment, and care, from two leaders who actually turned around struggling clubs by putting employees ahead of members. Perfect for anyone who wants a culture people don’t leave.
Click here to claim your Sponsored Listing.
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351 Paseo Nuevo
Santa Barbara, CA
93110