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Artwork for Work. Shouldnt. Suck.

Work. Shouldnt. Suck.

Tim Cynova
Leadership
Conflict Resolution
Democracy
Creative Practice
Deep Democracy
Climate Justice
Leadership Skills
Mutual Care
Collective Thriving
Artistic Methodologies
Community Engagement
Socrates Sculpture Park
Organizational Culture
Nonprofit Organizations
Hiring Practices
Burnout
Team Dynamics
Distributed Leadership
Human Resources
Improv

Work Shouldn't Suck is for people who refuse to accept that work has to be soul-crushing and stuck in dusty, outdated systems. It’s for those building the future. Hosted by Tim Cynova, a People + Culture infrastructure strategist, this podcast brings you honest, practical conversations with leaders, innovators, and changemakers redesigning work for the better—and proving it's possible, even in the... more

PublishesTwice monthlyEpisodes93Founded7 years ago
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Society & CultureManagementBusiness

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Artwork for Work. Shouldnt. Suck.

Latest Episodes

Most hiring processes were built in a different era, carried forward by inertia without much consideration, and optimized for the organization’s convenience rather than a candidate’s experience.

This episode is about what happens when a team decides... more

What happens when the people an organization exists to serve are also the ones designing it?

On this episode, host Tim Cynova is in conversation with Lu Zhang, Gregory Sale, and Diya Vij of A Blade of Grass to discuss what it looks like to approach... more

What does an executive search actually look like from the inside?

This episode brings together two people who know the process from different vantage points: Pamela Bol Riess, CEO of PBR Executive Search, and Deeksha Gaur, Executive Director of Thea... more

Artificial intelligence isn’t just changing how we work—it’s reshaping how we hire.

In this episode, hosts Tim Cynova and Katrina Donald explore the impact of AI on hiring practices. Joined by their unique, algorithmic guest—Chad Geepet (pronounced ... more

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Recent Guests

Jodi Cobalt
Director of Production at Yerba Buena Center for the Arts; moderator
Yerba Buena Center for the Arts
Episode: Hiring with Intention: An Executive Search Case Study (EP.93)
Julie Mae Lopez
Director of People and Culture at YBCA; later HR consultant
Yerba Buena Center for the Arts
Episode: Hiring with Intention: An Executive Search Case Study (EP.93)
Katrina Donald
Organizational system designer and adaptive strategy coach
Ever So Curious / Work Shouldn't Suck
Episode: Hiring with Intention: An Executive Search Case Study (EP.93)
Lu Zhang
Executive Director of A Blade of Grass
A Blade of Grass
Episode: Unhooking from Norms (EP.92)
Diya Vij
Vice president of curatorial and arts programs at Powerhouse Arts
A Blade of Grass (board)
Episode: Unhooking from Norms (EP.92)
Gregory Sale
Artist, curator, professor, and community organizer
A Blade of Grass (board)
Episode: Unhooking from Norms (EP.92)
Pamela Bol Riess
CEO at PBR Executive Search
PBR Executive Search
Episode: Inside the Search (EP.91)
Deeksha Gaur
Executive Director at Theater Development Fund (TDF); experienced executive recruiter
The Theater Development Fund (TDF)
Episode: Inside the Search (EP.91)
Chad GPT
A large language model trained by OpenAI, guest for the episode
OpenAI
Episode: Hiring in the Age of A.I. (EP.90)

Host

Tim Cynova
Host of Work Shouldn't Suck

Reviews

4.9 out of 5 stars from 25 ratings
  • These are so relevant and informative whether it is about Distributed Workplace, Distributed Leadership or Anti-Racism/Anti-Oppression. I like coming on their learning journey with them.

    Podchaser
    4
    Tamara Ross (she/her/elle)
    6 years ago

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Talking Points

Recent interactions between the hosts and their guests.

Embodying Shared Leadership (EP.79)
Q: What do you think are the gems of learning here in your own distributed leadership exploration?
The learning rests in bridging the gap between creative collaboration in the studio and administrative practices, ensuring both are equitable and symbiotic.
Climate Justice HR | Part 1 (EP.81)
Q: What might happen if these climate-related emergencies put many businesses out of physical existence?
Organizations need to prepare for hard decisions like layoffs and support measures for those impacted.
Climate Justice HR | Part 1 (EP.81)
Q: What does it look like right now for you recording this maybe four or five weeks after the hurricane came through in North Carolina?
People are really downtrodden after the immediate aid has faded. There is a need to pivot and think creatively about rebuilding and supporting the community.

Audience Metrics

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Listeners per Episode
Gender Skew
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Frequently Asked Questions About Work. Shouldnt. Suck.

What is Work. Shouldnt. Suck. about and what kind of topics does it cover?

The show centers on practical, human-centered approaches to work, leadership, and organizational design, with a strong emphasis on equity, governance, and humane hiring. Episodes frequently explore how nonprofits, arts organizations, and mission-driven teams redesign processes—especially recruitment and governance—to be more transparent, inclusive, and effective in resource-constrained environments. Guests span executives, HR leaders, and practitioners from arts, culture, and social impact spaces, often sharing actionable tactics, real-world case studies, and frameworks for building healthier workplaces and resilient organizations. A notable strength is the recurring integration of culture, ethics, and systems thinking—often illustrated wit... more

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Which podcasts are similar to Work. Shouldnt. Suck.?

These podcasts share a similar audience with Work. Shouldnt. Suck.:

1. The Daily

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Work. Shouldnt. Suck. launched 7 years ago and published 93 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Work. Shouldnt. Suck.?

Recent guests on Work. Shouldnt. Suck. include:

1. Jodi Cobalt
2. Julie Mae Lopez
3. Katrina Donald
4. Lu Zhang
5. Diya Vij
6. Gregory Sale
7. Pamela Bol Riess
8. Deeksha Gaur

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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