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Sobriety, Mental Health & Leadership in Restaurants with Jeffrey Boland Sr. of Postino WineCafe
In this Shifting People Podcast episode, co-hosts Derek Williamson and Kathleen McDonough welcome back Jeffrey Boland Sr., Area Director of Operations at Postino WineCafe and “The Culture Coach,” for a conversation on sobriety and mental health in hospitality. Jeffrey shares how addiction derailed his early career, how he entered restaurants at Chili’s in Charlotte in 2005, and how sobriety in 2008 enabled his growth into leadership. He discusses restaurant-specific triggers such as cash, late nights, alcohol access, and especially the pull of after-work community, emphasizing the importance of speaking up and finding support like AA, Ben’s Friends, CHOW, and the Burnt Chef Project, plus therapy to build communication and self-awareness. Jeffrey previews his book, “A Drug Addict’s Guide to Leadership and Life,” tying recovery principles to leadership, accountability, and supporting teams under intense shift stress.
Jeffrey's LinkedIn: https://www.linkedin.com/in/jeffrey-boland-sr-18960a166/
Sobriety + Mental Health Resources:
Ben’s Friends: https://www.bensfriendshope.com/
CHOW - culinary hospitality outreach + wellness: https://chowco.org/
AA: https://www.aa.org/
Burnt Chef Project: https://www.theburntchefproject.com/
00:00 Podcast Welcome
00:31 Meet Jeffrey Boland
01:27 Accidental Hospitality Start
04:15 Career Growth and Sobriety
06:40 Fatherhood and Identity Shift
08:41 Returning to Restaurants
12:20 Restaurant Triggers Explained
13:26 Community as Risk and Support
19:56 First Steps to Get Help
20:55 Recovery Resources and Therapy
23:29 Therapy Finds Your Voice
25:26 Writing Through Healing
27:55 Imposter Syndrome Truth
28:36 Book Concept Revealed
30:32 Dad’s Love Leadership
33:58 Restaurant Stress Science
38:27 C Suite Shift Meltdown
40:35 Moral Inventory Leadership
43:16 Perfectionism Accountability
45:41 Resources Newsletter Farewell
Guest Experience Strategy That Sticks: Training, Shift Huddles & Service Recovery with Josh Liebman
On the Shifting People Podcast, co-hosts Derek Williamson and Kathleen McDonough interview Josh Liebman, founder of Lieberman Leisure and co-host of the Attraction Pros podcast, about building sustainable guest experience culture across attractions and other service businesses. Josh shares his path from Cedar Point ride operator to roles with Disney, Universal, and luxury hospitality consulting, then into training and guest experience strategy for organizations ranging from miniature golf to museums, zoos, and aquariums. He explains how to shift frontline mindsets by recognizing guests don’t need to be there and could choose endless alternatives, then offers practical methods to exceed expectations: personalize interactions, be more enthusiastic than the guest, and anticipate needs. Josh emphasizes integrating guest experience vision from day one, reinforcing it through daily micro-trainings in shift meetings (even with staggered starts), hiring for awareness, and empowering frontline staff with effective service recovery to create stronger memories and reviews.
Josh’s website: https://www.liebmanleisure.com/
Josh’s linkedin: https://www.linkedin.com/in/joshualiebman/
00:00 Podcast Welcome
00:27 Meet Josh Liebman
00:54 From Cedar Point to Consulting
04:18 Building Guest Experience Strategy
07:01 Mindset Shift for Frontline Staff
09:06 Nobody Needs to Be Here
13:08 Three Ways to Exceed Expectations
16:43 When to Train Experience Skills
20:30 Guest Service as a System
27:50 Shift Meetings With Staggered Starts
30:37 Applying It Beyond Attractions
33:04 Memories Reviews and Storytelling
36:20 When Things Go Wrong
36:35 Service Recovery Hero
37:36 Recovery Paradox Explained
39:25 Empowering Frontline Teams
41:51 Why Names Drive Reviews
44:35 Avoiding Review Incentives
46:40 Podcast And Resources
49:28 Hosts Debrief Takeaways
51:45 Shifting Question Shift Meetings
53:18 Shifting Question Micro Moments
55:35 Shifting Question Recovery Permission
59:46 Final Wrap And Thanks
Stop the Shift Show: Scott Greenberg on Leading Hourly Teams, Building Culture, and Hiring Better in Service Businesses
On the Shifting People Podcast, hosts Derek Williamson and Kathleen McDonough interview Scott Greenberg—author of Stop the Shift Show, speaker, consultant, coach, and former Edible Arrangements franchisee—about leading and retaining hourly workers in service and franchise businesses. Greenberg shares how a cancer diagnosis led to a speaking career, then to franchising to gain real leadership experience, revealing how motivational clichés fail with frontline teams. He explains differences between salaried and hourly work, emphasizing meeting employees where they are, flexibility, appreciation, psychological safety, and connecting jobs to employees’ goals. He outlines ways to improve recruiting by treating job posts like marketing using logos/ethos/pathos, and to improve hiring with role-specific traits and scoring rubrics instead of “gut feel.” He also discusses making mission and values practical through concrete behaviors and reinforcing culture consistently.
Visit Scott's website: ScottGreenberg.com
Scott's LinkedIn: https://www.linkedin.com/in/scott-greenberg-1b17539/
00:00 Podcast Welcome
00:39 Scott’s Origin Story
02:59 From Cancer to Keynote
04:02 Reality Check Franchise Life
07:01 Meet Workers Where They Are
08:41 Hourly vs Salary Mindset
12:36 What Hourly Workers Need
16:23 Franchisee Pathways
18:47 Recruiting Like Marketing
22:47 Interview Rubrics Not Gut
25:39 Why Training Misses People Skills
27:51 System Versus Culture
29:40 Cult Brands Examples
32:34 Scaling Culture Guardrails
35:45 Mission Values Early
37:22 Values Into Behaviors
40:34 Protecting Culture Daily
42:32 Wrap Up And Where To Find
43:54 Hosts Debrief Takeaways
46:32 Shifting Questions Action
52:15 Final Recommendations
Building a People-First Culture at P. Terry’s: Scaling HR, Training, and an LMS with Marisa Garcia & Kelly Cockrell
@ShiftingPeoplePodcast Co-hosts Derek Williamson and Kathleen McDonough welcome Marisa Garcia, VP of Culture at P. Terry’s Burger Stand, and Kelly Cockrell, Director of Training and Development at P. Terry's Burger Stand, to discuss scaling people operations while protecting culture. Marisa shares her hospitality and HR background, why P. Terry’s reputation for treating employees well drew her in, and how she became the first HR professional to modernize compliance, handbooks, payroll, and online onboarding to reduce manager paperwork. Kelly describes her training and leadership development experience and outlines how they approached selecting and implementing an LMS: defining outcomes first, scripting vendor demos, aligning with a holistic “learn anytime, anywhere” philosophy, and supporting internal growth. They cover success metrics, field feedback via the FRIES advisory committee, high internal promotion rates, and P. Terry’s community giveback days supporting local nonprofits.
P. Terry's Burger Stand Website: https://pterrys.com/
P. Terry's Burger Stand LinkedIn: https://www.linkedin.com/company/pterrys
Marisa Garcia's LinkedIn: https://www.linkedin.com/in/marisagarcia1/
Kelly Cockrell's LinkedIn: https://www.linkedin.com/in/kellycockrell/
JUNE 6, 2026: P. Terry's Giveback day is this Saturday June 6, 2026 - "One of the things I just love about P. Terry's is our commitment to serving our communities. Each quarter, we'll pick a Saturday, and the profits for that day will go to a local charity. Our giveback day is only a few days away on June 6th, and this month, we will be giving to Hungry Souls in Austin, Childsafe in San Antonio, and East End Human Needs Ministry in Houston.
So come on out on Saturday, have the best burger, amazing fries, and a s'mores shake, and support your local charities"
00:00 Podcast Welcome
00:27 Meet The Guests
01:04 Marisa Career Journey
02:45 Why P Terrys Culture
04:19 Kelly Background Story
06:25 A Culture Of Care
07:59 Marisa And Kelly Partnership
11:53 First HR Hire Challenges
17:42 Process Wins For Managers
19:31 When You Need An LMS
21:56 Running The LMS RFP
23:32 Learning Beyond The Job
26:37 Open Access Training Model
28:50 Rolling Out With Feedback
29:13 Team Naming Rituals
30:19 Crew Growth Pathways
33:07 Culture Role Rebrand
36:58 LMS Success Metrics
38:07 FRIES Feedback Loop
41:33 Quarterly Give Back Days
44:51 Community Relief Stories
46:46 Episode Wrap Up
47:11 Hosts Debrief Highlights
50:00 RFP Philosophy Questions
53:03 Process Impact Lens
55:03 Final Takeaways Sign Off
How Income Advance Loans Reduce Financial Stress, Turnover, and Lost Productivity | Rhino Foods Foundation
On the Shifting People Podcast, co-hosts Derek Williamson and Kathleen McDonough interview Christina Blunt (executive director) and Chris Hines (income advance program manager) from Rhino Foods Foundation about the employer-sponsored Income Advance program, created at Rhino Foods in 2007 with North Country Federal Credit Union. The foundation works to expand affordable small-dollar credit so workers can handle unexpected expenses with dignity. They explain how the program partners employers with lenders to offer up to about $2,000 loans repaid via payroll deduction, using employment tenure rather than credit scores for eligibility, with credit reporting and an automatic savings pathway. They contrast this with earned wage access products that can resemble payday lending when used beyond short-term timing needs, discuss employer ROI via reduced turnover and productivity losses from financial stress, share examples including a Maine hospice/home health employer, and note current expansion across New England, New York, Chicago, and Southern California.
Rhino Foods Foundation Website: www.rhinofoodsfoundation.com
ROI Calculator: https://www.rhinofoodsfoundation.org/income-advance-roi-calculator
Christina Blunt’s LinkedIn: https://www.linkedin.com/in/christinablunt/
Chris Hynes’ LinkedIn: https://www.linkedin.com/in/chrishynes2/
Rhino Foods Foundation LinkedIn: https://www.linkedin.com/company/rhino-foods-foundation/
00:00 Podcast Welcome
00:32 Meet Rhino Foods Foundation
01:37 Christina Background
03:02 Chris Background
06:10 How Income Advance Started
09:33 Program Mechanics Today
13:02 Credit Building And Savings
16:42 Earned Wage Access Risks
23:00 Employer ROI And Benefits
28:40 Success Stories In Action
37:18 Where The Program Operates
40:38 Wrap Up And Resources
42:07 Post Episode Debrief
43:45 Shifting Questions Takeaways
49:54 Final Links And Goodbye
From Robotics to Frozen Yogurt: Vee Patel on Hiring for Character, Community, and Cross-Training Teams
On the Shifting People Podcast, co-hosts Derek Williamson and Kathleen McDonough interview Vee Patel, Executive Director at Wize Computing Academy and KGS Foundation and a Menchie’s Frozen Yogurt franchisee. Patel shares her journey from growing up in India and moving to the U.S. in 2007 to building multiple businesses after gaining experience in banking and retail. She explains launching Wize Computing Academy to teach kids robotics and coding (including LEGO robotics, Minecraft Python, Roblox AR/VR, and AI) and preparing students for FIRST LEGO League competitions, then acquiring an existing Menchie’s location and rebuilding trust with staff after absentee ownership. Patel discusses hiring for character and presence over technical skills, using mock classroom scenarios, training and shadowing, creating customer-service culture through intentional language, cross-training employees across both businesses, prioritizing consistent scheduling, and building non-transactional community partnerships that support recruiting, retention, and referrals.
Visit Vaishali's LinkedIn here: https://www.linkedin.com/in/vaishali-patel-243b98287/
00:00 Podcast Welcome
00:27 Meet Vee Patel
00:54 From India to US
03:09 Entrepreneur Mindset
04:35 Launching Wize Academy
06:30 Adding Menchies Franchise
07:47 What Wize Teaches
08:37 Hiring Great Instructors
12:40 Taking Over Menchies
13:44 Building Staff Trust
17:29 Culture and Training Reset
20:32 Customer Service Language
24:18 Cross Training Both Teams
29:13 Growing Employees Careers
32:10 Scheduling and Belonging
32:44 Leading With Love
35:27 Community as Operating System
38:35 Authentic Partnerships
41:17 Kindness Over Transactions
42:39 Where to Follow Vee
44:56 Hosts Reflect on Model
47:55 Shifting Question Community
51:36 Shifting Question Curiosity
56:14 Final Wrap and Goodbye
Leadership in Hospitality: Jennifer Thomas on Rooted Connections & the Power of Five
On the Shifting People Podcast, co-hosts Derek Williamson and Kathleen McDonough interview Jennifer Thomas, founder of Rooted Connections and VP of Sales at John Anthony Wines, about her hospitality-to-wine-sales journey and why she built an online, self-paced leadership development platform for nontraditional schedules. Jennifer outlines the Rooted Leadership Program’s four modules—identifying your leadership style, charting your course through past resilience, tackling fears by reframing worst- vs. best-case outcomes, and the “Power of Five” framework for building a network of comfort-zone, intimidator, dream-job, outlier, and protege relationships. The conversation covers retention and onboarding in hospitality, leadership as a learnable skill at every level, the importance of community and asking better questions, and reflections on women’s emotional attachment to companies and balancing what organizations ask from employees versus what they give back.
Jennifer’s LinkedIn: https://www.linkedin.com/in/jenniferthomas0624/
Rooted Connections LinkedIn: https://www.linkedin.com/company/rooted-connections-consulting/
Rooted Connections website: https://www.rooted-connections.com/
Substack: https://rootedconnections.substack.com/
00:00 Podcast Welcome
00:27 Meet Jennifer Thomas
00:51 Hospitality to Wine Sales
02:19 Why Rooted Connections
03:45 Building the Program
05:46 Charting Your Course
07:59 Tackling Fear Factors
08:57 Power of Five Network
15:03 Pitching It to Leaders
19:39 Community and Midcareer Support
24:03 Success Stories and Wins
27:28 Women Advancing in Hospitality
28:13 Curiosity And Better Questions
29:32 ChatGPT As Networking Aid
30:16 Accountability Over Complaints
32:06 Stop Saving The Company
35:30 Protect Your Energy First
37:03 Finding A 50 50 Culture
38:40 Company Introspection And Balance
40:01 Where To Find Jennifer
42:14 Hosts Debrief And Takeaways
45:00 Shifting Questions Wrap Up
49:56 Final Sign Off
Communication, Cohorts, and the Myth of Burnout with Matt Heller | Shifting People Podcast
Derek Williamson and Kathleen McDonough welcome Matt Heller, founder of Performance Optimism Consulting and co-host of Attraction Pros, who shares his nearly 40-year journey from ride operator at Canobie Lake Park to leadership development at Universal Orlando and launching his consulting firm in 2011. Heller explains that most leadership challenges come down to communication and fear, and describes his cohort-based mastermind programs that help leaders build confidence and vulnerability with peers outside their organizations. He outlines philosophies from his books, including aligning recruiting, hiring, training, recognition, and termination around company values, and argues burnout’s “myth” is the assumed cause, emphasizing lost purpose and leadership impact. The discussion covers training as a funnel, spaced “breadcrumb” learning, seasonal staffing mindsets, and how Attraction Pros started in 2017.
Matt Heller's LinkedIn: https://www.linkedin.com/in/mattheller/
Matt's Consulting Business, Performance Optimist Consulting: https://www.performanceoptimist.com/
Attraction Pros Podcast: https://attractionpros.com/
Matt's Books
All Clear: A Practical Guide for First Time Leaders and the People who Support Them: https://www.amazon.com/All-Clear-Practical-Leaders-Support/dp/1614935513
The Myth of Employee Burnout, What it is. Why it happens. What to do about it: https://www.amazon.com/Myth-Employee-Burnout-happens-about-ebook/dp/B00G9GPT8M?ref_=ast_author_mpb
00:00 Podcast Welcome
01:03 Matt Heller Journey
03:19 Consulting Focus Areas
06:12 Coaching As Therapy
07:24 Mastermind Cohorts
12:16 Attractions Industry Pull
15:04 People First Leadership
18:23 Employee Lifecycle Wheel
21:49 Recognition And Repetition
24:29 Training Funnel Approach
27:52 Breadcrumbing Hospitality
29:43 Seasonal Training Discipline
31:07 Year Round Seasonal Mindset
32:36 Planning Next Years Leaders
33:50 Getting Staff To Return
36:59 Burnout Purpose And Leadership
41:55 Attraction Pros Podcast Origin
44:53 Best Episodes To Start
47:03 Wrap Up And Takeaways
Building Restaurant Culture That Scales: Jeffrey Boland Sr. on Love, Dignity, Respect & Hiring for Growth
On the Shifting People Podcast, co-hosts Derek Williamson and Kathleen McDonough interview Jeffrey Boland Sr., Area Director of Operations at Postino Wine Cafe (Upward Projects), about his journey into hospitality after being fired from construction work amid substance abuse, and how the industry shaped his life and 17 years of sobriety. Boland describes leading Postino’s North Carolina and Georgia locations amid rapid expansion and shares how he evaluates cultural alignment, spots burnout signs, and advocates respectfully when strategies differ. He outlines leadership principles of love, dignity, and respect, plus non-negotiables of punctuality, proper uniform, and attitude, and discusses culture as intentional standards. The episode covers hiring and development, internal transfers, onboarding trips to Arizona, “real talk” sessions with hourly teams, mental health support ideas, and doing the right thing during opening delays by paying employees.
Jeffrey's Linkedin: https://www.linkedin.com/in/jeffrey-boland-sr-18960a166/
Postino WineCafe Linkedin: https://www.linkedin.com/company/postino-winecafe/
Email Postino: [email protected]
00:00 Podcast Welcome
00:42 Jeffrey Origin Story
03:41 Postino Role Overview
07:51 Values Fit Red Flags
12:04 Love Dignity Respect
17:10 Culture Fence Framework
21:00 Future Resume Hiring
28:33 Building Employment Waitlists
31:43 Benefits Mental Health Support
34:22 Hourly Team Feedback Loop
34:50 Reframing Benefits Conversations
37:04 Growth Without Losing Culture
39:27 Scaling Culture Through Transfers
41:21 Pre-Opening Communication Habits
43:44 Do The Right Thing Story
47:30 Where To Follow Jeffrey
48:37 Hosts Debrief Key Takeaways
51:59 Shifting Question Culture Evidence
56:57 Shifting Question Compete On Benefits
59:18 Creative Perks And Employee Input
01:01:54 Wrap Up And Next Steps
From the publisher's feed
Welcome to The Shifting People Podcast, where we go deep into the weeds with leaders on the front lines of people management and the service industry. We interview the best minds in HR and talent…