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Work. Shouldnt. Suck.
Tim Cynova
90 episodes
1 week ago
Conversations and explorations at the intersection of people, purpose, practice, and possibility. Work Shouldn’t Suck is a podcast for people who believe work can—and should—be better. Hosted by Tim Cynova, COO/CHRO of WSS HR Labs, each episode dives into what it takes to build thriving, values-centered workplaces in a world of constant change. At its heart, the show is about possibility—the idea that we can design workplaces where people actually want to show up, contribute their best, and grow. Through candid, often funny, and always practical conversations, Tim and his guests unpack what it really takes to make that vision a reality. You’ll hear from leaders, organizers, creatives, and workplace innovators—people who are challenging traditional models of leadership, experimenting with equity-centered systems, and reimagining what “good work” looks like in their industries. We go beyond buzzwords to explore questions like: *** How do we design organizations where people can truly thrive? *** What can art, improv, and systems thinking teach us about leadership? *** How do we make innovation and inclusion possible when resources are tight? *** What happens when organizations center care, transparency, and trust—not just compliance? Each episode blends real stories with practical frameworks, offering listeners insights they can apply in their own workplaces, whether you’re a CEO, HR professional, nonprofit leader, or someone simply trying to make your corner of work a little less painful (and a lot more human). Work Shouldn’t Suck sits within the broader WSS HR Labs ecosystem—home to our consulting work, courses, and toolkits like Career Camp, WorkStyles, and Co-Creating Clarity Amidst Constant Change. Together, these projects form an ongoing experiment in how to build workplaces that balance strategy and soul, structure and flexibility, ambition and care. Whether we’re talking with a nonprofit CEO navigating hybrid work, a creative director rethinking leadership through improv, or a technologist exploring how AI can make work more equitable (not just more efficient), the conversations are honest, hopeful, and rooted in lived experience. Listeners describe the show as a mix of thoughtful conversation, practical insight, and a refreshing sense of humor about the contradictions of modern work. You’ll leave each episode with ideas you can act on—and perhaps a few you’ll need to sit with. If you’ve ever found yourself wondering why we accept outdated ways of working, how to lead through uncertainty without losing your humanity, or what it looks like to build organizations that reflect our best values rather than our worst habits—this podcast is for you. Because work shouldn’t suck. And together, we can design it so it doesn’t.
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Management
Business,
Society & Culture
RSS
All content for Work. Shouldnt. Suck. is the property of Tim Cynova and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Conversations and explorations at the intersection of people, purpose, practice, and possibility. Work Shouldn’t Suck is a podcast for people who believe work can—and should—be better. Hosted by Tim Cynova, COO/CHRO of WSS HR Labs, each episode dives into what it takes to build thriving, values-centered workplaces in a world of constant change. At its heart, the show is about possibility—the idea that we can design workplaces where people actually want to show up, contribute their best, and grow. Through candid, often funny, and always practical conversations, Tim and his guests unpack what it really takes to make that vision a reality. You’ll hear from leaders, organizers, creatives, and workplace innovators—people who are challenging traditional models of leadership, experimenting with equity-centered systems, and reimagining what “good work” looks like in their industries. We go beyond buzzwords to explore questions like: *** How do we design organizations where people can truly thrive? *** What can art, improv, and systems thinking teach us about leadership? *** How do we make innovation and inclusion possible when resources are tight? *** What happens when organizations center care, transparency, and trust—not just compliance? Each episode blends real stories with practical frameworks, offering listeners insights they can apply in their own workplaces, whether you’re a CEO, HR professional, nonprofit leader, or someone simply trying to make your corner of work a little less painful (and a lot more human). Work Shouldn’t Suck sits within the broader WSS HR Labs ecosystem—home to our consulting work, courses, and toolkits like Career Camp, WorkStyles, and Co-Creating Clarity Amidst Constant Change. Together, these projects form an ongoing experiment in how to build workplaces that balance strategy and soul, structure and flexibility, ambition and care. Whether we’re talking with a nonprofit CEO navigating hybrid work, a creative director rethinking leadership through improv, or a technologist exploring how AI can make work more equitable (not just more efficient), the conversations are honest, hopeful, and rooted in lived experience. Listeners describe the show as a mix of thoughtful conversation, practical insight, and a refreshing sense of humor about the contradictions of modern work. You’ll leave each episode with ideas you can act on—and perhaps a few you’ll need to sit with. If you’ve ever found yourself wondering why we accept outdated ways of working, how to lead through uncertainty without losing your humanity, or what it looks like to build organizations that reflect our best values rather than our worst habits—this podcast is for you. Because work shouldn’t suck. And together, we can design it so it doesn’t.
Show more...
Management
Business,
Society & Culture
Episodes (20/90)
Work. Shouldnt. Suck.
Hiring in the Age of A.I. (EP.90)
1 week ago
1 hour 4 minutes 38 seconds

Work. Shouldnt. Suck.
Building Justice: Rethinking Construction, Climate, and Care (EP.89)
3 weeks ago
58 minutes 45 seconds

Work. Shouldnt. Suck.
Deep Democracy at Work (EP.88)
1 month ago
47 minutes 13 seconds

Work. Shouldnt. Suck.
Nonprofit Governance in Uncertain Times (EP.87)
2 months ago
42 minutes 48 seconds

Work. Shouldnt. Suck.
Thera-Coaching Through Uncertainty (EP.86)
2 months ago
27 minutes 20 seconds

Work. Shouldnt. Suck.
Hiring as Improv: Embracing the Unscripted in Job Searches (EP.85)
2 months ago
43 minutes 18 seconds

Work. Shouldnt. Suck.
Co-CEO Chronicles: Navigating Growth, Change, and Complexity (EP.84)
2 months ago
1 hour 9 minutes 23 seconds

Work. Shouldnt. Suck.
Socrates Sculpture Park: Exploring Art, Community, and Experimentation (EP.83)
5 months ago
38 minutes 47 seconds

Work. Shouldnt. Suck.
Democracy and Creative Practice (EP.82)
8 months ago
48 minutes 39 seconds

Work. Shouldnt. Suck.
Climate Justice HR | Part 1 (EP.81)
9 months ago
47 minutes 11 seconds

Work. Shouldnt. Suck.
Startups & Scaling (EP.80)
11 months ago
54 minutes 26 seconds

Work. Shouldnt. Suck.
Embodying Shared Leadership (EP.79)
1 year ago
41 minutes 14 seconds

Work. Shouldnt. Suck.
On Creative Administration (EP.78)
1 year ago
47 minutes 31 seconds

Work. Shouldnt. Suck.
Values-Based Coaching (EP.77)
1 year ago
49 minutes 4 seconds

Work. Shouldnt. Suck.
Navigating The In-Between (EP.76)
1 year ago
31 minutes 43 seconds

Work. Shouldnt. Suck.
Gen Z in the Workplace (EP.75)
1 year ago
44 minutes 19 seconds

Work. Shouldnt. Suck.
Wage Transparency & Equity, Part 2 (EP.74)
1 year ago
35 minutes 42 seconds

Work. Shouldnt. Suck.
One More Conversation with Diane Ragsdale (EP.73)
1 year ago
50 minutes 52 seconds

Work. Shouldnt. Suck.
Decolonizing the Bylaws (EP.72)
2 years ago
38 minutes 44 seconds

Work. Shouldnt. Suck.
Inclusivity & Innovation in Leadership Initiatives (EP.71)
2 years ago
32 minutes 18 seconds

Work. Shouldnt. Suck.
Conversations and explorations at the intersection of people, purpose, practice, and possibility. Work Shouldn’t Suck is a podcast for people who believe work can—and should—be better. Hosted by Tim Cynova, COO/CHRO of WSS HR Labs, each episode dives into what it takes to build thriving, values-centered workplaces in a world of constant change. At its heart, the show is about possibility—the idea that we can design workplaces where people actually want to show up, contribute their best, and grow. Through candid, often funny, and always practical conversations, Tim and his guests unpack what it really takes to make that vision a reality. You’ll hear from leaders, organizers, creatives, and workplace innovators—people who are challenging traditional models of leadership, experimenting with equity-centered systems, and reimagining what “good work” looks like in their industries. We go beyond buzzwords to explore questions like: *** How do we design organizations where people can truly thrive? *** What can art, improv, and systems thinking teach us about leadership? *** How do we make innovation and inclusion possible when resources are tight? *** What happens when organizations center care, transparency, and trust—not just compliance? Each episode blends real stories with practical frameworks, offering listeners insights they can apply in their own workplaces, whether you’re a CEO, HR professional, nonprofit leader, or someone simply trying to make your corner of work a little less painful (and a lot more human). Work Shouldn’t Suck sits within the broader WSS HR Labs ecosystem—home to our consulting work, courses, and toolkits like Career Camp, WorkStyles, and Co-Creating Clarity Amidst Constant Change. Together, these projects form an ongoing experiment in how to build workplaces that balance strategy and soul, structure and flexibility, ambition and care. Whether we’re talking with a nonprofit CEO navigating hybrid work, a creative director rethinking leadership through improv, or a technologist exploring how AI can make work more equitable (not just more efficient), the conversations are honest, hopeful, and rooted in lived experience. Listeners describe the show as a mix of thoughtful conversation, practical insight, and a refreshing sense of humor about the contradictions of modern work. You’ll leave each episode with ideas you can act on—and perhaps a few you’ll need to sit with. If you’ve ever found yourself wondering why we accept outdated ways of working, how to lead through uncertainty without losing your humanity, or what it looks like to build organizations that reflect our best values rather than our worst habits—this podcast is for you. Because work shouldn’t suck. And together, we can design it so it doesn’t.