Confessions with Jess and Cindy

When Systems Crumble: Running a Values-Based Business in a Dumpster Fire World


Listen Later

What do you do when the world feels like it's falling apart and you still have a business to run?

In this raw and powerful conversation, Rachel D'Souza from Gladiator Consulting opens up about navigating one of the most challenging years in recent memory. From losing a third of projected revenue when Black-led clients had funding pulled, to making the choice to double down on values instead of backing down, Rachel shares what it really looks like to lead with courage when everything feels impossible.

But this isn't just a story about surviving crisis—it's about the radical decision to choose community over competition, transparency over pretense, and love over fear. Rachel breaks down the practical strategies she's using to keep her team together, the emotional toll of leadership during unprecedented times, and why she believes "community is survival."

Whether you're struggling with how to show up authentically in your business right now, wondering if you should tone down your values to protect revenue, or just need to hear that you're not alone in feeling like the world has gone completely sideways, this conversation will remind you why doing the right thing—even when it's hard—is always worth it.

Highlights:

  • Crisis reveals your true values—and that's your competitive advantage. When Rachel's business faced significant revenue loss, doubling down on equity and justice messaging didn't hurt her business—it attracted clients who specifically sought them out because they trusted Rachel's values and approach.
  • Radical transparency builds stronger teams. Rachel's weekly staff meetings include discussions about cash flow, revenue projections, and the reasoning behind difficult decisions. This vulnerability has created a team culture where people proactively find solutions and support each other through challenges.
  • Business development timelines are longer—plan accordingly. What used to be predictable revenue streams now require patience and relationship-building. Rachel went from knowing her full year's revenue by May to having conversations in June about work that won't start until January.
  • Community over competition creates sustainable growth. Instead of hoarding opportunities, Rachel actively refers work to other values-aligned consultants and builds referral networks. This collaborative approach has created a stronger pipeline for everyone involved.
  • "Enough" is a business strategy. Rachel's commitment to having "enough" rather than maximizing profit has allowed her to make decisions based on values rather than pure financial gain—from taking compensation cuts to ensure team stability to closing for three weeks every summer for rest and family time.

Resources Mentioned

Connect with Rachel:

  • LinkedIn: Search for Rachel D'Souza or Gladiator Consulting
  • Instagram: @gladiatorrds (for cooking content with her kids!)
  • Website: gladiatorrds.com (sign up for their monthly newsletter)

Connect with Cindy:

  • Cindy Wagman Coaching: cindywagman.com
  • Fractional Fundraising Network: fractionalfundraising.co/
  • LinkedIn: ca.linkedin.com/in/cindywagman

Connect with Jess:

  • Out In the Boons: outintheboons.me
  • LinkedIn: linkedin.com/in/jesscampbelloutntiheboons/
...more
View all episodesView all episodes
Download on the App Store

Confessions with Jess and CindyBy Cindy Wagman and Jess Campbell

  • 5
  • 5
  • 5
  • 5
  • 5

5

23 ratings


More shows like Confessions with Jess and Cindy

View all
Pivot by New York Magazine

Pivot

9,250 Listeners

10% Happier with Dan Harris by 10% Happier

10% Happier with Dan Harris

12,634 Listeners

The Goal Digger Podcast | Top Business and Marketing Podcast for Creatives, Entrepreneurs, and Women in Business by Jenna Kutcher

The Goal Digger Podcast | Top Business and Marketing Podcast for Creatives, Entrepreneurs, and Women in Business

12,050 Listeners

Where Should We Begin? with Esther Perel by Esther Perel Global Media

Where Should We Begin? with Esther Perel

14,903 Listeners

The Diary Of A CEO with Steven Bartlett by DOAC

The Diary Of A CEO with Steven Bartlett

7,103 Listeners

Worklife with Adam Grant by TED

Worklife with Adam Grant

9,171 Listeners

Hello Seven Podcast by Rachel Rodgers

Hello Seven Podcast

583 Listeners

the bossbabe podcast by Natalie Ellis

the bossbabe podcast

1,959 Listeners

Think Fast Talk Smart: Communication Techniques by Matt Abrahams, Think Fast Talk Smart

Think Fast Talk Smart: Communication Techniques

771 Listeners

The Smart Gets Paid Podcast by Leah Neaderthal

The Smart Gets Paid Podcast

78 Listeners

IMO with Michelle Obama and Craig Robinson by Higher Ground

IMO with Michelle Obama and Craig Robinson

12,951 Listeners

We Can Do Hard Things by Glennon Doyle and Audacy

We Can Do Hard Things

41,397 Listeners

Money For Couples with Ramit Sethi by Ramit Sethi

Money For Couples with Ramit Sethi

3,358 Listeners

The Mel Robbins Podcast by Mel Robbins

The Mel Robbins Podcast

19,359 Listeners

The Biz of Nonprofit Consultants by Natalie Eckdahl, MBA

The Biz of Nonprofit Consultants

10 Listeners