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Building a Resilient Sales Culture

Reframe rejection. Boost morale. Sell with confidence—even in uncertain markets.

Build a Sales Team That Bounces Back Stronger

Sales is tough—especially now. In a volatile economy, setbacks come fast, deals stall, and morale can take a hit.
But what separates high-performing sales organizations isn’t just skill—it’s resilience.
According to a recent RAIN Group study, 43% of sales leaders say “selling in an uncertain economy” is one of their biggest challenges.
The problem isn’t just missed quotas—it’s disengagement, hesitation, and a slow erosion of confidence across your team.
That’s where Second City comes in. We help B2B sales organizations build resilience from the inside out—
using proven improvisation techniques to foster adaptability, quick thinking, and mental toughness.
If your team needs to bounce back faster, stay engaged longer, and bring energy to every conversation, we can help.

  • Train for the unexpected – Improv-based exercises prepare reps for real-world objections and fast pivots
  • Reframe rejection – Turn “no” into momentum with mindset shifts rooted in positive psychology and performance
  • Drive lasting engagement – Keep morale high, even when pipelines are uncertain
  • Boost emotional agility – Help reps stay present, alert, and connected to buyers
  • Real change, not theory – Hands-on, field-tested programs tailored for your team’s reality

What’s short, funny, and sticky?

Real Biz Shorts videos! They’re brief (under 3 minutes), funny (not work funny, but actually funny), and relatable. So people remember them. And because they’re based on shared work experiences, they kickstart better conversations between employees and management.

OUR LIBRARY

OUR LIBRARY

Our ready-made content library contains on-demand videos that address real business challenges. Created with world-class Second City Works talent, these videos use comedy to tackle sensitive, challenging issues like compliance, ethics, and workplace behavior in an engaging and memorable way. Our flexible licenses allow companies to integrate our content into their existing learning management system, embed our videos in other training materials, or deliver through our standalone platform… starting at $2 per learner per month.

Some examples of our ever-growing library include:

Microlearning
Real Biz Shorts is a library of microlearning content library that uses pro-humor to cut through snoozy business jargon. Covering topics ranging from ethics and compliance to talent development, these quick burst learnings cut through and connect to reinforce learned skills or teach new ones.

We’ve co-created these videos with hundreds of organizations to address only the most timely, relevant topics. Over 300 of the Fortune 1000 have used Real Biz Shorts, racking up more than 30 million views.

Mandated Training
We took our first step into mandated training with our anti-harassment program called “Your Best Defense”. Training on these topics is important, sensitive and sometimes… unfortunately, boring. We take on this complex topic with our time-tested methods in a program that educates, entertains, and uses humor to keep participants engaged and create behavior change.

Super Skills

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Super Skills

With the complexion of today’s workforce continually evolving, teaching people how to work alongside one another is critical. We partnered with Radical Candor, to develop Improvising Radical Candor: a scalable, interactive workplace comedy series that teaches a management philosophy for specific and sincere praise, kind and clear criticism. Each 60-minute episode (think ‘Groundhog Day’ meets ‘The Office’) uses comedic storytelling with relatable storylines to drive home foundational skills such as soliciting criticism, giving praise and giving criticism.

Real Biz Shorts videos! They’re brief (under 3 minutes), funny (not work funny, but actually funny), and relatable. So people remember them. And because they’re based on shared work experiences, they kickstart better conversations between employees and management.

  • Conflict of Interest
  • Corruption + Bribery
  • Culture of Compliance
  • Fraud + Accurate Reporting
  • Information Security + Privacy
  • Diversity + Anti-Harassment
  • Performance Feedback
  • Leadership Development
  • Building Customer Relationships
  • Change Management
  • Workplace Behavior

Improvising Radical Candor

Improvising Radical Candor

Improvising Radical Candor is a scalable, interactive workplace comedy series in partnership with Radical Candor, a management philosophy for specific and sincere praise and kind and clear criticism. Each 60 minute episode (think Groundhog Day Meets The Office) uses comedic storytelling with relatable storylines to drive home foundational skills such as soliciting criticism, giving praise and giving criticism.

Let’s Inspire Better Performance

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