Episode Summary:

In this episode of The Glass Sessions, we sit down with Julia Halperin, an acclaimed arts and culture journalist, to unpack her leap from senior leadership roles at major arts publications to building a thriving career as a full-time freelance journalist and editor.

Julia takes us behind the scenes of her transition - the freedom and flexibility, the financial realities, and the unexpected learning curves. She shares practical tips on building a client base, managing money, setting boundaries, and nurturing professional relationships that last.

We also dive into the mindset shifts needed to succeed outside the traditional 9-5, from protecting your confidence to structuring your days. Along the way, you’ll hear stories of big wins, surprising challenges, and lessons Julia wishes she’d learned sooner.

If you’ve ever dreamed of going freelance, or you’re already in the trenches, this episode is packed with inspiration and actionable advice to help you not just survive, but thrive.'

Timestamps:
00:00 - Side chat and what we learned recently
8:33 - Intro to Julia
26:54 - How to set long-term goals and stay confident
30:57 - Financial planning and payment strategies for freelancers
41:56 - Creating structure in an unstructured career
47:31 - Is this okay? My manager checks every email I send

Links & Resources:

⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcas

Julia's Instagram: https://www.instagram.com/juliahalperin/

Julia's LinkedIn: https://www.linkedin.com/in/julia-halperin-87717437/

Opolis Freelance Collective: https://opolis.co/

⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.com/

Have a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠
If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠⁠theglassadvisory.com⁠⁠⁠⁠.

Episode Summary:

Starting at the bottom means you can only go up from there. In this episode, we break down how your early jobs can be more than stepping stones - they can be launchpads.

Whether you're in customer service, admin, retail, or your first corporate role, your entry-level job is full of opportunities if you know how to use them. We talk about how to:

• Take advantage of no one expecting you to know anything already
• Bring the right attitude

• Build meaningful relationships with people who can open doors

• Get clear on your interests and strengths before your next move

• Say yes to new opportunities that come your way

This episode is for anyone feeling stuck in a “starter job” or unsure if their current role is leading somewhere meaningful.

Timestamps:

00:00 - Side chat and what we learned recently

10:24 - Making the most of your entry-level job discussion

30:35 - The power of saying "yes"

35:41 - Learning from your early mistakes

42:06 - The importance of early financial planning

49:21 - Is this okay? I told a customer incorrect information.

Links & Resources:

⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast

⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.com/

Have a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠

If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠⁠theglassadvisory.com⁠⁠⁠⁠.

Episode Summary:

In this episode of The Glass Sessions, Courtney and Lauren discuss our experience navigating the emotional and practical realities of layoffs and restructuring, and offer practical advice for anyone going through the same thing.

We discuss:

• How do you spot early signs of instability at work?
• What steps should you take before things go south?
• When and how you should update your LinkedIn profile and resume, and start reaching out to your network

We discuss how to stay financially prepared, managing the mental load of job insecurity, and deciding whether to tell your current employer you're job hunting.

If you’re feeling uncertain about your role or industry, this episode will leave you feeling more prepared, grounded, and supported.

Timestamps:

00:00 - Side chat and what we learned recently
11:58 - Recognizing signs of layoffs or restructuring
25:45 - How to tap your network before you need a new job
33:04 - Financial habits that create flexibility
36:02 - Keeping your LinkedIn and resume up to date
41:06 - Processing the emotional side of layoffs
52:24 - Is this okay? I'm taking time away from my current job to interview for a new one, and lying about it.

Links & Resources:

⁠⁠Detailed Show Notes⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast

⁠⁠The Glass Advisory⁠⁠: https://www.theglassadvisory.com/

Have a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠

If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠theglassadvisory.com⁠⁠⁠.

Episode Summary:
This episode of The Glass Sessions podcast explores the trauma and business costs of workplace bullying, and how to cope with it. Join us to hear a powerful and deeply personal conversation with Andy Regal, a seasoned media executive turned outspoken advocate against workplace bullying.

Andy opens up about his own experience navigating toxic leadership and high-pressure environments in major media organizations. He breaks down what bullying at work really looks like - from subtle power plays to overt mistreatment- and shares what helped him recognize it, name it, and recover from it.

This episode explores:

• How to identify workplace bullying (even when it’s not obvious)
• The psychological toll it takes on individuals and teams
• Why current workplace norms often protect bad behavior
• What healing and accountability can look like
• When it’s time to speak up - or walk away

Whether you're managing a team, navigating a difficult boss, or healing from a toxic role, this episode offers validation, clarity, and actionable insight.

Timestamps:
00:00 - Side chat and what we learned recently

13:52 - Andy Regal's journey and insights on workplace bullying

30:52 - Recognizing and addressing bullying

40:18 - Coping Mechanisms for Bullying

48:54 - Andy's resources
Andy's Links & Resources:

Andy's website: https://andyregal.com/

Subscribe to receive updates for Andy's book release: https://andyregal.com/my-book/

Andy's facebook group: https://www.facebook.com/groups/noworkbullies

Andy's LinkedIn: https://www.linkedin.com/in/andyregal-nwb/

Andy's Substack: https://substack.com/@aregalmedia?utm_source=top-search

The Glass Advisory's Links & Resources
⁠Detailed Show Notes⁠: https://www.theglassadvisory.com/theglasssessionspodcast
⁠The Glass Advisory⁠: https://www.theglassadvisory.com/
Have a workplace situation you'd like us to talk through? ⁠Submit it here⁠: https://www.theglassadvisory.com/contact

If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠theglassadvisory.com⁠⁠.

Episode Summary:

In this episode of The Glass Sessions, we’re diving into one of the most underrated leadership tools: the one-on-one meeting. Whether you're a manager or an employee, these conversations can build trust, improve performance, and promote growth when done right.

We share real stories along with practical advice on how to:

• Prepare for meaningful check-ins
• Build agendas that matter
• Recognize wins and give feedback
• Strengthen communication and career development

We also answer a listener question about navigating one-on-ones with a new boss after a departmental shakeup - and why you can and should initiate these meetings if your manager doesn’t.

Whether you’re leading the conversation or just trying to get more out of your one-on-ones, this episode gives you frameworks, encouragement, and a few laughs along the way.

Timestamps:

00:00 - Side chat and what we learned recently

11:04 - Why are 1:1s important

19:55 - How to prepare for your 1:1s

30:32 - Common mistakes people make in their 1:1s

35:07 - Is this okay? I have a new manager that hasn't scheduled 1:1s with me.

Links & Resources

Detailed Show Notes: https://www.theglassadvisory.com/theglasssessionspodcast

1:1 Meeting Agenda template: https://docs.google.com/document/d/1y6h8dSD0sZ-pBvNGif1I5n5H71oz2huILM87_D6wXzk/edit?tab=t.0

The Glass Advisory: https://www.theglassadvisory.com/

Have a workplace situation you'd like us to talk through? Submit it here: https://www.theglassadvisory.com/contact

If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠theglassadvisory.com⁠.

Episode Summary:

If you have aspirations to grow your wealth, thinking like a leader will help you do that.

On this episode of The Glass Sessions Podcast, Lauren and Courtney offer practical strategies that will help you build your position as a leader, regardless of your title.

They share insights including:

• Understanding company goals
• Process documentation
• Supporting effective change management
• Building cross-functional relationships
• Mastering skip-level meetings

Timestamps:

00:00 - Side Chat and what we've learned recently

05:30 - LinkedIn Tips and Personal Branding

10:40 - Standing Out as a Leader at Any Level Discussion

23:11 - Supporting Change Management as an IC

23:37 - The Role of Onboarding Buddies

25:36 - Effective Disagreement and Leadership

30:06 - Building Cross-Functional Relationships

32:57 - The Importance of Skip-Level Meetings

40:19 - Is This Okay? Promotion Without Interviewing

Links & Resources:
Detailed Show Notes: https://www.theglassadvisory.com/theglasssessionspodcast
The Glass Advisory: https://www.theglassadvisory.com/
Script outlining how to talk to your manager about your professional development: https://docs.google.com/document/d/1O968oCzDIz5BPNAASBvjRdo_SCcdLznmbDekIFCyGWY/edit?tab=t.0#heading=h.k1duxg7v8i1u

Have a workplace situation you'd like us to talk through? Submit it here: https://www.theglassadvisory.com/contact

If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠theglassadvisory.com⁠.

Episode Summary:

From career pivots to burnout prevention, this conversation is filled with tips to navigate professional growth while protecting your mental health.

Joining us is special guest Dr. Geena Guerrido, therapist and professor at Santa Ana College, who shares practical tools for setting boundaries, managing stress, and aligning your career with your values.

We also dive into:

• What COVID changed about workplace expectations
• How to celebrate your career wins
• Strategies for supporting your mental health at work

Timestamps:

00:00 - Side Chat and what we've learned recently

08:29 - Workplace Mental Health with Dr. Geena Guerrido discussion

28:25 - Identifying Stressors & Setting Boundaries

33:37 - Journaling & Values-Based Decision-Making

41:38 - Social Media & Its Impact on Well-being

44:01 - Advocating for Boundaries at Work

48:12 - Is This Okay? Enforcing Your Lunch Break

Links & Resources

Detailed Show Notes: https://www.theglassadvisory.com/theglasssessionspodcast

The Glass Advisory: https://www.theglassadvisory.com/

Have a workplace situation you'd like us to talk through? Submit it here: https://www.theglassadvisory.com/contact

If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠theglassadvisory.com⁠.

How do you actually connect with people when your “office” is a Slack thread and your meetings are a sea of floating heads?

In this episode, Lauren and Courtney get real about the ups and downs of building meaningful relationships in remote-first workplaces. From awkward Zoom intros to making the most of in-person events, they share hard-earned lessons, personal stories, and tangible strategies that actually work.

You’ll hear:

• Why your video presence matters more than you think

• How to show up (without oversharing) to build real trust

• Tips for using employee resource groups and company culture to your advantage

• What to do if you’re remote and can’t travel for team events

Whether you’re fully remote, hybrid, or managing a distributed team, this episode is packed with insights that will help you build stronger, more human connections no matter where you work.

Timestamps
00:00 Side Chat and what w'eve learned recently
09:50 Building remote relationships discussion
14:13 Make the most of your in-person time
29:45 How to take advantage of company resources to build community
38:30 Is This Okay? Not traveling for team onsites

Links & Resources:

Detailed Show Notes: https://www.theglassadvisory.com/theglasssessionspodcast

The Glass Advisory: https://www.theglassadvisory.com/

Have a workplace situation you'd like us to talk about? Submit it here: https://www.theglassadvisory.com/contact

If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠theglassadvisory.com⁠.