The Sidebar Experience

How Sidebar helps you connect with top senior leaders, learn key skills, and achieve your biggest career goals.

We believe...

Nothing can power a career like the right insights at the right time.

Senior leaders—directors, VPs, and C-level executives—often struggle with two critical gaps: leadership loneliness, the lack of trusted peers to navigate complex challenges with, and lack of the right information.

Professional loneliness is real — and solvable with the right people in your network.

When you're in a director, VP, or C-level role, it's hard to find peers at or above your level to talk to, let alone organize those connections into meaningful conversations. And it's hard to find people you can talk to about your role's challenge, when everyone you know professionally… is either in the weeds with you, or isn't available for the frequency of conversations you need to accelerate your career.

Top leaders gain their edge with the right insights, delivered through trusted connections.

It's hard to find the information and insights to solve your work challenges. You cobble together books, blog posts, newsletters, and courses, but it's a hassle. It's tough out there. And the right advice is more important than ever in today's competitive job market.

You no longer have the luxury of learning on the job like in the past. Mentorship and peer learning are now essential, especially given that 82% of employees believe mentorship would have helped them avoid costly mistakes. Connections are the way to get the information and insights you need to set yourself apart.

Sidebar addresses this urgent need for real-time, actionable feedback and peer-driven learning.

When you get access to real-time, actionable feedback from senior leaders as driven as you are, you'll unlock your full potential

Introducing

The Career Growth Platform designed specifically to address this gap for senior leaders in tech

Overcome professional isolation and career stagnation by connecting with the right peers and expert insights, at the right time. With research-backed matching and a community of top talent, Sidebar connects VPs, directors, and C-level leaders with peers so they can learn, solve complex challenges, and achieve extraordinary growth.

You will:
  • Unlock the next level in your career
  • Finally find the community of vetted high-performers you crave
  • Be held accountable to your goals
  • Unleash your potential
Senior leaders from these companies are thriving on Sidebar
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Sidebar is the only place where you can get everything — and everyone — you need for career growth

Each element of Sidebar is designed to help senior leaders connect with each other, learn, and achieve extraordinary career impact.

Affinity Groups

Instantly access quality connections with people who share your interests. No more wasted time trying to organize gatherings.

Talk to an Expert

Get insights from Sidebar members who have been there. Tell us what you need, and Sidebar AI will find the right person to help.

Vetted community

1000+ growth-minded, senior professionals, all in one place. Reach out and connect with anyone. It’s like phone-a-friend for your career.

Sidebar Circle

8-10 senior leaders are expertly matched by Sidebar to cover similar scopes and be non-competitive. Twice-monthly 90-minute sessions run by top facilitators designed to drive efficient, action-oriented discussions.

1:1 Networking

Get matched with the person who will answer your burning question, or hop on a 1:1 call with a peer. Take the stress out of networking.

Events

Weekly virtual and in-person events from exclusive speakers and talented facilitators. Stay ahead with focused, high-quality content shaped by members' immediate needs.

In-person community dinners

Experience the magic of IRL connection with top senior leaders in an intimate setting.

We know what it’s like to feel professionally lonely

We started Sidebar because we noticed one thing that our peers were facing — as tech professionals rise to senior leadership roles, we face increasingly complex problems with fewer people to turn to for support and guidance.

This lack of guidance can lead to professional isolation, a struggle even the best leaders face. According to Harvard Business Review, over 70% of senior leaders report feeling isolated, which impacts their decision-making and performance.

And it’s not just a feeling—34% of professionals say the absence of mentorship has directly hindered their career growth (MentorcliQ).

Traditional development tools like workshops, courses, and networking events fall short of delivering the peer-driven, hands-on learning that leaders need most. That’s where Sidebar comes in.

We’re guided by our mission: to connect leaders and catalyze extraordinary success.

To achieve our vision: everyone’s full potential, unleashed.

This isn’t just corporate jargon gathering dust on our website somewhere: we literally go to bed and wake up thinking about how to unleash YOUR potential.

At the end of the day, we want you to be extraordinarily successful, in whichever way you define success.

And since you’re reading this, we’re guessing you want that too. So keep reading and find out how Sidebar is the best way we’ve found to make that happen for senior leaders like you.

There’s really nothing else like Sidebar

Sidebar is different from other career growth solutions because of our focus on high-caliber senior leaders, the unique way we connect and facilitate interactions for peak growth, and the tech that is built specifically for this purpose.

Top-tier talent

We screen and vet every application to ensure you are surrounded by the right people. You’ll connect, learn from, and build relationships with executives and senior leaders who have faced similar challenges and solved them — and are excited to share with you.

Based on proven research and science

Our program uses data and the proven science of applied psychology to facilitate impactful connections so you can solve problems and achieve at work. Our research team is constantly honing the program to meet members’ needs.

Tech purpose-built for connecting and learning

We built Sidebar from the group up with one goal in mind – connecting leaders to the right peers, experts, and resources at the right time. You'll access our proprietary matching algorithm, custom video conferencing, goal tracking, and more.

From professionally isolated to achieving impact

This is exactly how members achieved extraordinary success with Sidebar as their competitive advantage.

Naomi Mahoney doubled her scope at work in just one year


How Naomi used Sidebar as a trusted peer network
Sidebar Circle - Sr Director, VP Marketing, VP Product, SVP, Sr Manager, Start-up Advisor
1:1 Connections + In Person Events
Affinity Groups - People in Finance, Women in Sidebar, Bay Area
Naomi Mahoney
Managing Director, Head of Digital Onboarding, Morgan Stanley

Andy Wadhwa is on track for all of his goals — for the first time ever


How Andy used Sidebar for accountability
Sidebar Circle - Corporate VP, SVP, Sr Director, CPO, Head of Growth, Head of UX
Product Leaders, People in FinTech, Bay Area
1:1 Connections + In Person Events
Andy Wadhwa
VP of Product Management, Achieve

Subha Shetty overcame burnout to achieve leadership breakthroughs

How Subha found support to manage complex situations
Sidebar Circle - VP Product, COO, CPO, VP Product, CPO, Head of Product Management
1:1 Connections + In Person Events
Affinity Groups - Product Leaders, Roles & Referrals, Women in Sidebar, Bay Area
Subha Shetty
Chief Product and Innovation officer, Wayfound

Your Sidebar membership
investment

To recap, here’s everything you get with your Sidebar membership.

Sidebar Circle

8-10 senior leaders are expertly matched by Sidebar to cover similar scopes and  be non-competitive. Twice-monthly 90-minute sessions run by top facilitators designed to drive efficient, action-oriented discussions.

Affinity Groups

Instantly access quality connections with people who share your interests. No more wasted time trying to organize gatherings.

1:1 Networking

Get matched with the person who will answer your burning question, or hop on a 1:1 call with a peer. Take the stress out of networking.

Talk to an Expert

Get insights from Sidebar members who have been there. Tell us what you need, and Sidebar AI will find the right person to help.

Events

Weekly virtual and in-person events from exclusive speakers and talented facilitators. Stay ahead with focused, high-quality content shaped by members' immediate needs.

Vetted community

1000+ growth-minded, senior professionals, all in one place. Reach out and connect with anyone. It’s like phone-a-friend for your career.

In-person community dinners

Meet senior leaders in person and experience the power of real connections in an intimate setting in your city.

Annual investment of $3600, which amounts to $10/day, or $300/month.

You can pay in monthly installments with

Did you know a high percentage of Sidebar members get their employer to reimburse them for Sidebar membership?

Use our budget approval request template to make it easy to share.

“Will Sidebar really change the trajectory of my career?”

Yep. Here’s how.

Experience the first month in the life of a Sidebar member.This is what you can expect, as soon as you’re accepted.

Tomorrow

or as soon as you finish your interview and are accepted

The moment you’re accepted, you’re in. You dive into the Ignite onboarding plan, guiding you step-by-step as you get started.

You update your LinkedIn to say "Sidebar member," instantly signaling credibility to other top leaders in the Sidebar LinkedIn community. After finalizing your profile, you’re ready for your first 1:1 connections. You submit a request for expert support on a challenge you’re facing now.

Before the day is over, you’re matched with someone who has answers—and even received recommendations for senior leaders in your area. Your calendar is filling up (with good, important conversations, not time-wasting networking) and you can already feel the power of the community working for you.

1 week

from now

Just a week in, and having Sidebar in your corner is already making a noticeable difference.

You join your first Spark Session and are struck by the radical transparency in the room. In your first Solve Session, you work through challenges with peers and an expert facilitator, leaving with fresh insights. Your 1:1 expert match has helped you tackle a key problem, and suddenly, that “stuck” feeling from last week feels far away.

Your network is growing, and that professional loneliness you were feeling just a week ago? Manageable.

1 month
from now

By now, you’re surrounded by senior leaders you admire—and things are happening. You’ve implemented a tactical resource from one of your calls, and it made an immediate impact at work.

You’ve been matched with your Sidebar Circle, carefully curated to ensure the right fit. The openness and support in your Circle is surprising in the best way: you know “these people get it.”

You’ve signed up for your first Sidebar dinner, and you’re thrilled to connect in person. You’ve even met up with a local Sidebar member, sharing real-time insights. You’re tackling big questions like, “I’m ready for the next step in my career, but what should it be?”

And now, surrounded by people who take their careers as seriously as you do, one thing is clear: you belong here.

Frequently asked questions about Sidebar

What does Sidebar’s curriculum look like?

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How does Sidebar match groups?

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What happens in a Sidebar Circle meeting?

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Can I change groups?

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