
Sign up to save your podcasts
Or


Mentorship isn’t a box to check or a corporate initiative to roll out. It’s a deeply human exchange that only works when it’s honest, unforced, and rooted in trust.
In today's episode, Damon is joined by Award-winning Researcher, Author and Founder of The Mentor Project, Dr. Deborah Heiser, who is here to challenge everything we think we know about what it means to be a mentor.
In this episode you’ll learn:
Timestamps:
00:01 – Intro to Deborah Heiser and her book The Mentorship Edge
00:17 – The story of Vinny and Fred: how a casual conversation changed a life
05:01 – Deborah’s definition of mentorship through a psychologist’s lens
06:55 – Why mentorship needs trust, intrinsic motivation, and connection
08:30 – What most companies get wrong about mentorship
09:32 – Deborah’s career pivot: From studying depression to studying joy
11:56 – How her nursing home research helped change federal policy on depression
14:33 – The difference between generativity, generosity, and reciprocity
16:11 – Everyday examples of being generative without realizing it
18:35 – Why formal workplace mentorships often backfire
22:07 – A space shuttle story: how lateral mentorship helped save an astronaut
24:39 – What is lateral mentorship, and why it matters
33:31 – The story of the “two Steves” (Jobs & Wozniak) and unsung mentorship
37:00 – How to find mentees: look to your left and your right
38:20 – Why advice only works when it’s built on trust
39:43 – Where to learn more about Deborah’s work
About Deborah:
Deborah Heiser, Ph.D., is an applied developmental psychologist, author, and thought leader in mentorship and personal growth. She is the founder and CEO of The Mentor Project, a global nonprofit connecting experts like Nobel laureates and astronauts with mentees to foster innovation and leadership. Her latest book, The Mentorship Edge, launched on November 13, explores the transformative power of mentorship in creating meaningful connections and empowering individuals to thrive at any stage of life. With her work featured in Psychology Today and other leading outlets.
Resources Mentioned:
Connect with Us:
What happens when life throws something at you that you didn’t see coming?
In this personal solo episode, Damon opens up about a life-altering diagnosis that challenged his vision—both physically and metaphorically.
Whether you're navigating personal challenges or professional setbacks, this episode offers a roadmap to move forward with resilience, community, and purpose.
In this episode, you’ll learn:
Timestamps
00:00 – Damon introduces a personal story about unexpected adversity
00:48 – Early signs something was off—on the tennis and basketball court
01:30 – A trip to the optometrist turns serious
01:55 – Diagnosis: PRPH2, a rare degenerative eye disease
02:35 – Processing the fear, uncertainty, and future ahead
03:00 – The 5-step playbook for facing adversity
03:20 – Step 1: Acceptance—“There is no cure, but I can move forward”
03:50 – Step 2: Refuse the victim mentality—"Why not me?"
04:40 – Step 3: Faith—in family, skills, and what you can control
05:10 – Step 4: Community—why you don’t have to go through it alone
05:55 – Foundation Fighting Blindness and the power of peer groups
06:30 – Step 5: Lead by example—turning constraints into strengths
07:05 – Lessons for his kids and why vulnerability builds strength
07:50 – The final takeaway: adversity is inevitable, but it doesn’t define you
08:10 – Connect with Damon to share or seek support
Resources Mentioned:
Connect With Us
If you treat LinkedIn like Facebook or Instagram, you are never going to succeed.
Most people copy what works on other platforms. They chase likes and shares, and end up with zero traction.
But what if the secret to LinkedIn wasn’t more content, but better conversation?
In today’s episode, Damon is joined by Richard Bliss, LinkedIn and social selling strategist, bestselling author of DigitalFirst Leadership, and trainer to top sales teams and executives.
In this episode, you will learn:
Timestamps:
00:01 – Introduction to Richard Bliss
01:00 – Why LinkedIn isn’t like Instagram or X
06:00 – The algorithm’s secret: comments > likes
09:00 – How to add links without killing your reach
11:00 – Why preview images reduce post engagement
13:00 – Text vs. video: what works best on personal pages
18:00 – The 3 myths execs believe about LinkedIn
20:00 – How CEOs can lead in just 10 minutes a day
27:00 – Why commenting beats cold outreach
30:00 – The pre-conference strategy that boosted real-world sales
35:00 – Where new reps should start on LinkedIn
36:00 – Richard’s 5-day challenge for 300% more profile views
39:00 – Purpose-driven content and prospecting
41:00 – The “Hero Post” framework for team-wide visibility
48:00 – How to use Sales Navigator to uncover warm leads fast
Resources Mentioned in This Episode:
Richard Bliss LinkedIn: https://www.linkedin.com/in/bliss/
Digital-First Leadership by Richard Bliss
Richard Bliss’ Website
2024 LinkedIn Algorithm Report by Richard van der Blom
About the Guest:
Richard Bliss is a LinkedIn expert, social selling strategist and trainer, and author of Digital-First Leadership. He is the founder and president of BlissPoint, a social media consulting company that helps improve executives' online communications and sales teams' social selling behaviors.
Connect With Us:
Uplevel your team’s learning: www.learnit.com
Contact us: [email protected]
Follow Damon on LinkedIn and Instagram
There’s often a gap between what school teaches and what real life demands. Jason Weiss found that to be true for becoming a lawyer. Now, after 25 years in the legal world, he shares the practical, hard-earned lessons that apply to anyone trying to succeed in a high-pressure, people-driven profession.
Whether you’re a lawyer, leader, or someone simply figuring out how to show up fully in your work, this episode is a masterclass in resilience, communication, and redefining success on your own terms.
In this episode, you’ll learn:
Timestamps:
00:16 – Jason’s post-law school “welcome to reality” moment
01:38 – First win in court and the difference real-world law makes
02:57 – Why law is a “practice” (and not an exact science)
03:58 – How a judge’s mood can influence your case
04:20 – Jason’s book: The Sht They Never Taught You in Law School*
05:54 – Universal skills: follow-up, integrity, and knowing your values
08:52 – Law school theory vs. real-world advocacy
11:25 – What happens when you lose and have to face the client
13:46 – Learning who not to work with as a lawyer (and business owner)
15:59 – The $60K mistake Jason made with a client—and what he learned
19:06 – Common misconceptions non-lawyers have about lawyers
21:25 – The power of saying “I don’t know”—and circling back
24:43 – Clients today expect instant clarity: managing modern expectations
25:55 – Thick skin, self-care, and knowing when not to take it personally
28:06 – Continuous learning, CLEs, and the role of AI in law
30:49 – Batman’s utility belt: how Jason views AI as a legal tool
33:43 – Worst professional advice Jason ever received
36:29 – Honesty, mistakes, and always having a plan of action
37:07 – Advice for those considering law school
38:35 – Why some lawyers are miserable—and how coaching can help
42:26 – What coaching is (and isn’t) supposed to do
44:23 – Finding motivation 25 years into the legal grind
45:35 – Why showing up is more powerful than talent
47:02 – You don’t have to respond instantly—just communicate well
47:46 – What Jason has doubled down on since writing his book
49:24 – Final advice for aspiring or struggling lawyers
50:14 – Where to find Jason online
About Jason:
Jason S. Weiss is a litigator who handles all aspects of business and commercial litigation. He has dealt with matters involving breach of contract, tortious interference with business relationships, title, property, non-compete clauses, commercial and residential landlord tenant matters, elder abuse, partnership disputes, trade secrets, RICO claims, fraud, real estate litigation, consumer protection, American’s with Disabilities litigation, tenant/landlord matters, medical marijuana litigation, personal injury and other various business related lawsuits.
He was recently appointed as a Board Member of Benefits Specialist Inc. and voted President of Leadership Coral Springs Class of 2011. Jason is also a former adjunct professor of Sports Law at Nova Southeastern School of Law, a former adjunct professor of the graduate level course Sports Law at St. Thomas University and a former judge for the Broward County Teen Court Program.
Jason has extensive sports and entertainment law experience, including representing professional football, baseball, and soccer players, personal management companies, rappers, bands, radio personalities, mixed martial arts fighters, chefs, agents, boxers, actors, writers and models. Jason has also negotiated, drafted and litigated recorded music and video deals, distribution agreements, publishing agreements, production agreements, employment contracts and endorsement deals for athletes, entertainers, musicians, chefs and agents. He serves as a legal advisor to professional athletes, performers and entertainers in all aspects of their professional and personal activities. Jason has been selected by Super Lawyer magazine as a Rising Star in 2009, 2010 and 2011.
Resources & Mentions:
- Jason’s Book: The Sh*t They Never Taught You in Law School : https://www.amazon.com/hit-They-Never-Taught-School/dp/1955242887
- Follow Jason on LinkedIn: linkedin.com/in/jason-s-weiss
- Follow Jason on Instagram: https://www.instagram.com/askjasonweiss/
Connect With Us:
Uplevel your team’s learning: www.learnit.com
Contact us: [email protected]
Follow Damon on LinkedIn and Instagram
Have you ever stayed too long at a job, on a project, or even a relationship just because you already put so much into it?
That’s the “Sunk Cost” fallacy at work. And it can quietly sabotage smart leaders, strong companies, and promising futures.
In this solo episode, Damon unpacks how this psychological trap nearly cost his company half a million dollars and what finally gave him the clarity and courage to walk away.
In this episode, you’ll learn:
Timestamps:
00:00 – What is the sunk cost fallacy (and how it traps us)
01:00 – The $500K LMS mistake: why Damon didn’t walk away—until he had to
02:30 – Making the call: pulling the plug and letting the COO go
03:00 – Why it freed up time, money, and momentum to rebuild smarter
03:30 – Step 1: Name it—call the project or decision what it really is
03:45 – Step 2: Stop throwing good after bad
04:00 – Step 3: Put your pride in check and ditch the ego
04:20 – Step 4: Create a “go or no-go” line for any project
04:40 – Step 5: Pressure test with your team—would you start over again?
05:00 – Reframe your thinking: what do you gain by pivoting?
05:30 – Real estate edition: the office building they never moved into
06:15 – Final takeaway: tough decisions are the sign of a wise leader
About Damon Lembi:
Damon Lembi is a 2x bestselling author, the host of The Learn-It-All Podcast, and CEO of Learnit – a live learning platform that has upskilled over 2 million people. Drawing from his prior baseball career, Damon brings an athlete’s perspective to leadership. Through his journey, he has gained invaluable insights into what helps organizations grow, how great leaders learn, and why learn-it-all companies outpace their competitors every time.
Resources & Mentions:
Uplevel yourself and your team with our trainings: www.learnit.com
Email us: [email protected]
Follow Damon on LinkedIn: https://www.linkedin.com/in/damonlembi/
Follow Damon on Instagram: https://www.instagram.com/damonlembi/
70% of college seniors with student debt say looming repayments will impact their career plans.
The average graduate and oftentimes, their parents will endure 17 to 20 years of loan payments in efforts to become free from student debt.
Our emerging workforce will comprise 75% of the workforce by 2025 making student debt a majority issue. Student debt isn’t just a financial burden, but it’s one of the biggest barriers to wealth creation in the modern workforce.
In this episode, we’re joined by Laurel Taylor, founder and CEO of Candidly, to explore how addressing student debt is no longer optional. Laurel shares how her personal journey with debt led to a mission that’s already wiped out nearly $2 billion in liability and opened new pathways to first-time wealth.
In This Episode You’ll Learn:00:00 – Laurel’s personal student debt story
01:28 – Why she founded Candidly
03:24 – The shame around student debt—and how it affects families
05:33 – Why debt is a workplace issue and not just a personal one
06:54 – What employers are missing in their benefits stack
07:46 – The staggering ROI of Candidly’s solution for employers
09:44 – Tax-free employer contributions and new retirement match rules
11:57 – How the sales cycle for Candidly evolved from 2016 to today
13:32 – Distribution through major financial services firms
15:01 – Laurel’s story of quitting Dell after one day
17:53 – “I have nothing to lose but my pride”: Laurel’s mindset shift
19:52 – How loss shaped Laurel’s perspective and mission
23:07 – Her framework for overcoming fear and taking risks
27:16 – Leading through chaos: student loan reform and AI adoption
29:40 – The real-time complexity of student loan programs
31:10 – Wartime CEO: how her team thrives through rapid change
32:36 – A three-week offsite to prototype AI-powered personalization
34:41 – Candidly’s next wave: AI + wealth creation at scale
36:47 – How to run a purposeful, high-impact team retreat
39:04 – Why ignoring student debt is no longer an option for CEOs
41:51 – Student debt and the retirement gap
42:56 – Candidly’s mission for the next decade: from debt to wealth
Laurel Taylor is the CEO and Founder of Candidly. Laurel previously led a global business unit at Google and holds her MBA from the Massachusetts Institute of Technology with an undergraduate degree from Texas State University.
Laurel has experienced, first hand, the impact of missing out on two decades of compounding interest on wealth while paying down debt, between she and her highly educated mother. Thus, her path and purpose to solve the student debt, savings, and retirement savings crisis was born.
As the market-leader, Candidly has generated over $1.2B of student debt impact as a workplace benefit, serving thousands of employers with an average population of 22,500 employees, distributed by the largest financial services companies in the world.
What happens when your lifelong career ends overnight? Most people panic. Steve Delsohn got to work.
After 16 years at ESPN, multiple journalism awards, and a career-defining body of investigative work, Steve found himself laid off, just one day after winning two prestigious honors. In this episode, Steve opens up about the emotional and professional toll of being let go, how he transitioned into the world of PR without sacrificing his values, and why saying “no” to big opportunities is sometimes the most powerful move you can make.
Whether you're facing a layoff, rethinking your next move, or trying to lead with more integrity, this conversation is a masterclass in reinvention, resilience, and doing meaningful work.
In this episode, you’ll learn:
Timestamps:
00:20 – Winning two awards… then getting laid off the next day
03:40 – The identity crisis after leaving ESPN
05:04 – Grieving the loss of a career you loved
07:45 – Ageism, niche jobs, and what really blocked new opportunities
09:39 – The almost-job at a PR firm repping Harvey Weinstein
11:42 – Launching Delsohn Strategies
12:19 – The ethical line Steve refuses to cross in business
14:22 – Why he turned down work with Daniel Snyder
16:01 – Where Steve’s values came from—and why he won’t compromise
18:06 – The biggest transferable skill from journalism to PR
20:55 – How Steve builds trust with high-profile clients
22:43 – The art of asking the right question
24:11 – What interviewers and leaders can learn from Joe Paterno
27:42 – Steve’s first book deal with John Matuszak
28:50 – The wild inside stories of Emmitt Smith and Jerry Jones
31:15 – Co-authoring a book about Sam Kinison
32:34 – How Steve prepared for investigative stories on giants like Penn State and UNC
36:18 – Stories of institutional betrayal and survivor justice
39:18 – Social media, journalism, and the danger of speed over truth
41:07 – Did he ever regret a published story?
42:05 – The Joe Paterno text message Steve caught on camera
47:14 – Advice for having difficult conversations
48:51 – Who Steve will and won’t work with at his PR firm
50:43 – Purpose, values, and building a client roster you’re proud of
51:02 – The underestimated power of networking
54:02 – Is he happier now than at ESPN?
About Steve:
During his 30-plus years in journalism and communications, Steve Delsohn has built a national reputation as a network television reporter, nonfiction author, documentary producer, and strategic communications consultant.
Steve worked 16 years as an investigative reporter for ESPN TV’s Outside the Lines, the news magazine show which examines substantial issues in the sports world. In 2013 he won a Peabody Award for a story on the concussion crisis in the NFL. In 2009 he earned an EMMY nomination for a story on Joe Paterno’s morally-decaying Penn State football program.
He did other high-profile investigations of improper medical care in high school football; the dangers of 15-seat passenger vans which transport small-college athletes; the academic fraud scandal at the University of North Carolina; corruption in the youth football helmet industry; a college football coach who sold meth on the side; and a female teenage athlete sexually assaulted while competing against boys during a high school water polo game.
Steve has written 12 nonfiction books, including The Fire Inside, an oral history of American firefighters which inspired a History Channel documentary (Into the Fire) and was used as source material for the fictional film Ladder 49.
He has also written or co-written books on John Wayne, Bobby Knight, Sam Kinison, Emmitt Smith, Jim Brown, Notre Dame football, the 1985 Chicago Bears, the Los Angeles Dodgers and USC football. He has co-produced one documentary on college basketball (Guru of Go) for ESPN’s esteemed 30 for 30 series, and the aforementioned documentary on firefighters for History Channel.
Steve is a native of Chicago now living just outside Los Angeles. His passions are reading, fitness, movies, politics...and above all his wife and three children.
Resources & Mentions:
Connect with Us:
When host Damon Lembi quit drinking, it had nothing to do with hitting rock bottom. Instead, it had everything to do with the future he wanted to create.
In this episode, you’ll learn:
Timestamps:
00:00 – Damon’s personal story: why he quit drinking without a rock-bottom moment
01:00 – The role alcohol played in his personal, professional, and social life
02:00 – The turning point: noticing the impact on his health, energy, and finances
03:00 – Reflecting on family: longevity, legacy, and leadership
04:00 – Step 1: Get curious—books, conversations, and quiet exploration
04:50 – Step 2: Journal—getting fears and hopes onto the page
05:30 – Step 3: Tell someone—why accountability changed everything
06:00 – Step 4: Commit—picking a date and making it real
06:45 – Early challenges: awkward parties, AA meetings, and finding his own path
07:50 – Step 5: Lean into discomfort—navigating social pressure and anxiety
08:45 – What changed: sleep, clarity, confidence, and sharper decision-making
09:30 – Why alcohol used to be a coping mechanism—and how Damon replaced it
10:00 – The long-term impact on his career, health, and creativity
10:45 – A final challenge for listeners: what’s holding you back?
Connect With Us:
Business-to-business commerce is broken. Today’s customers find themselves overwhelmed by too many options, too much information, and too many obstacles. The result is often an inability to execute any but the safest of purchase decisions, frequently resulting in no decision at all.
Today’s guest is Brent Adamson, he’s a world-renowned researcher, author, presenter, trainer, and advisor to B2B commercial executives around the world.
He’s here to argue that the real key to B2B sales success is to focus on boosting customers’ confidence in themselves and their ability to make large-scale, collective decisions on behalf of their company rather than sticking with how traditional sales have worked.
In this episode, you will learn:
Timestamps:
00:16 – The surprising origins of The Challenger Sale
01:30 – Why segmentation research gave way to selling insights
02:51 – The seller crushing quota in the middle of a recession
05:07 – How Neil Rackham predicted Challenger’s longevity
06:21 – Pushback: “Relationships still matter!”
08:12 – From product to solution to insight as the competitive edge
10:18 – Why leading with “you’re selling wrong” fails
11:20 – Framing the shift: Selling must evolve because buying has
12:46 – The rise of buyer indecision in a world drowning in content
15:06 – “Smartness arms race” and the downfall of content overload
16:05 – 20-person buying groups that don’t know how to decide
17:38 – Why decision fatigue is killing commerce
20:30 – The real opportunity: Making buyers confident in themselves
21:55 – Coach vs. expert: The power of preserving buyer agency
24:35 – How younger or newer sellers can still bring massive value
25:58 – Use this phrase to add instant credibility as a new seller
26:09 – Playing the role of connector, not expert
29:08 – Personalizing outreach through social proof and curation
30:05 – Adding subtle emotional language to increase engagement
33:41 – The Frame Making model: Establish, Engage, Execute
36:11 – “It turns out that…” audit: Avoiding surprise buyer stalls
38:26 – Build a customer-facing “sequence of events” map
40:15 – Expedient’s frame making mindset: Win by helping customers decide faster
42:26 – “If we’re going to lose, let’s lose early”
44:00 – The most powerful thing a customer can feel after a sales call
45:56 – Teaching empathy through language and emotional calibration
49:45 – Hypothesis-led empathy: How to learn what customers feel
51:18 – The overlooked ROI of solving for what customers feel
Resources Mentioned:
Buy The Frame Making Sale: https://www.amazon.com/Framemaking-Sale-Boosting-Customer-Confidence/dp/1541705823/
HBR article on the Sense Making for Sales: https://hbr.org/2022/01/sensemaking-for-sales
Follow Brent on LinkedIn: https://www.linkedin.com/in/brentadamson/
Watch Brent’s Frame Making Sale YouTube series: https://www.youtube.com/watch?v=9HKcZiOSrso
Connect with Us:
“73% of customers say experience is a key factor in their purchasing decisions just behind price and product quality,” according to a report from PwC.
Customer experience is no longer just a support function of your business... it’s a leadership strategy.
In this episode, we’re joined by Van Battle, a seasoned customer experience leader who has first hand experience on how it can improve a company’s success based on his career working with brands like Jamba Juice, Urban Remedy, and The Sharper Image.
In this episode you will learn:
Timestamps:
00:16 – Leading through stewardship: what it looks like
01:09 – Lessons from the restaurant world: empathy starts on the frontlines
03:26 – The invisible value of busboys and call center reps
05:18 – Why Van sends reps into stores and orders their own products
06:58 – Customer service vs. customer experience
08:46 – Anticipating issues before they happen
10:23 – Turning reps into “insight engines”
12:32 – Avoiding burnout: how to distribute workload fairly
13:40 – Baseball, development, and team balance
14:57 – The “minor league program” for career growth
17:11 – Upskilling with Learnit: real examples that worked
19:03 – Creating a culture of learning and mobility
20:04 – Training teams to own the resolution
22:45 – Building confidence through empowerment
23:39 – When the customer isn’t right—and how to respond
25:22 – Tracking patterns to prevent abuse
26:52 – Balancing trust between customer and employee
29:36 – How to turn customer data into internal action
32:01 – Getting specific: “friendly” means what exactly?
33:18 – How customer expectations have evolved
35:52 – Humanizing digital experiences in a tech-first world
37:49 – What Southwest’s shift says about customer loyalty
39:14 – What AI should never replace
41:04 – Will AI replace frontline workers?
42:47 – Van’s biggest leadership lesson about customer experience
Resources & Mentions:
Connect With Us:
Website: www.learnit.com
Email: [email protected]
Follow us on LinkedIn and Instagram for show updates
From the publisher's feed