Big goals are treated as experiments, not wishes.
Adam Kantos keeps the conversation pointed at a plain but workable idea: big goals only matter once they become experiments, measurements, and actual forward motion.

Practical leadership, one usable win at a time.
Start With A Win is a practical leadership and personal development show built around expert interviews and punchy “Quick Win” lessons. Its recent episodes move from big-goal experimentation and business strategy to emotional intelligence, time respect, decluttering, awkward conversations, and servant leadership.
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Start With A Win treats leadership as something practiced in ordinary moments. Adam Kantos has business-minded conversations with guests who bring concrete ideas about growth, strategy, communication, and personal discipline. Recent interviews make room for big ambition without turning vague. Mitch Matthews frames goals as experiments, encouraging leaders to dream bigger, think like scientists, and keep moving through short feedback loops. Rich Horwath brings strategy down from annual planning theater into regular team tune-ups, priority filters, and resource decisions that change during the year. Henna Pryor reframes awkwardness as part of confidence, arguing that strong performers recover faster instead of pretending uncomfortable moments never happen. Between those longer conversations, the “Quick Win” episodes sharpen one behavior at a time. They ask leaders to clear clutter, respect time, build emotional intelligence, and serve the team instead of expecting the team to serve them. The show is brisk and plain-spoken. It favors memorable analogies, named frameworks, and action steps over theory for theory’s sake. A rosebush becomes a lesson about pruning distractions. A relationship account becomes a way to explain punctuality. Emotional intelligence becomes awareness of self, others, and the business context. Servant leadership becomes a single question: what can help the team succeed? The appeal is in that translation from broad leadership ideals to something a manager can actually do today. It is not cynical, but it is rarely soft. The show assumes business results matter and that people perform better when they feel seen, trusted, and respected. Guests carry much of the substance, while the discussion stays friendly, practical, and tethered to implementation. For listeners building a team, trying to get promoted, or tightening their own operating habits, Start With A Win offers a steady stream of usable leadership prompts.
Made for: Built for managers, sales leaders, and ambitious professionals who want practical leadership development without academic distance. It especially fits listeners who like expert interviews mixed with short daily prompts.
What sets it apart: The show blends full-length expert conversations with compressed “Quick Win” lessons, so strategic thinking and small behavioral changes live in the same feed. Its strength is turning leadership ideals into plain, repeatable actions.
Every day you have a choice. You can wake up and choose to give in to mediocrity and complacency, you can choose bad habits and poor choices, and you can do the bare minimum to get by and fly under the radar. Or you can choose to make today the day that sets you apart from the crowd, you can choose to start doing the right things, the things that will set you up for success. You can choose to create a life that is worth living, worth waking up to, and worth sharing with the world around you. Today...
Based on 6 episodes we listened to · September 2026
Start With A Win translates leadership theory into concrete decisions about strategy, culture, communication, trust, and career change.
Start With A Win turns leadership advice into working decisions through focused interviews led by Adam Kantos. Strategy becomes a filter for competing priorities, culture becomes a question of trust and autonomy, and executive presence is tied to how leaders communicate their…
When your annual strategy meeting needs a 90-day tune-up and your leadership needs an honest mirror.
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Short reviews from the PlayNext desk, based on the episodes we processed.
Big goals are treated as experiments, not wishes.
Adam Kantos keeps the conversation pointed at a plain but workable idea: big goals only matter once they become experiments, measurements, and actual forward motion.
Horwath makes strategy feel usable: write it down, revisit it every 90 days, and move resources toward what is working.
Rich Horwath treats strategy less like a yearly ritual and more like a working filter. It should be written down, checked every 90 days, and used to decide what gets dropped when fire drills and new opportunities start piling up.
Awkwardness is presented as a leadership tool rather than a liability.
Hena Pryor treats awkwardness as a usable leadership skill, and the conversation stays grounded in the pressure of real work: off-beat moments in live conversation, the need to recover fast, and the value of naming tension instead of shutting down.
A steady reset for people trying to turn a career detour into leverage.
John Tarnoff treats career reinvention as a practice, not a slogan. The episode works best when it moves past job search tactics and toward the things that actually keep people moving: relationships, honest conversations, and the task of making peace with a past that still…
Blunt culture and leadership talk that connects trust, flexibility, and execution.
Jim Stevenson makes a blunt case that culture is not decoration; it is the hinge growth swings on. The wrong people can slow everything down, and getting the culture right makes the rest of the work easier to move.
Executive presence comes through as a skill, not a costume.
The conversation presents executive presence as something leaders can work on, not a fixed trait. Dr. Alexa Chilcutt keeps the point practical: how someone enters a room, how they look, and whether their conduct matches the values they claim all shape how they are read, because…
A grounded take on self-acceptance, boundaries, and less judgment in leadership.
The conversation treats stress as something leaders can interrupt, and Dr. Laura Gallagher makes a sensible point: self-acceptance and self-improvement do not cancel each other out.
Vulnerability, curiosity, and compassion turn a familiar leadership conversation into practical trust-building advice.
Tony Martinetti makes a grounded case that trust is built through vulnerability, compassion, and curiosity. Adam Kontos frames the conversation around leadership and growth, and the discussion stays close to language leaders actually use: emotional intelligence, self-awareness,…

Rob Walling on bootstrapped SaaS growth, plateaus, and exits — with founders who lived them.

Abbey Ashley's playbook for turning your job skills into a virtual assistant business.

Naval Ravikant on epistemology, startups, and crypto, from David Deutsch to Vitalik Buterin.

Alex Theuma interviews SaaS founders and investors on scaling to $10M-plus ARR.

Guy Raz traces founders' origin stories and fields live advice-line calls from entrepreneurs.

Alex Blumberg interviews guests like Megan Phelps-Roper and Shane McAnally about failure and reinvention.
Dreaming gets practical here.
This episode explains how pruning away clutter and excess in your life can lead to more time, organization, and happiness.
This episode emphasizes the importance of respecting others' time as a key to building stronger relationships and achieving success.
Strategy needs a written filter.
This episode argues that emotional intelligence is a crucial superpower for leaders, enabling them to build trust, foster collaboration, and drive business success by understanding and caring about their own and their team's emotions.
This episode explains how emotional intelligence, defined as awareness of self, others, and business needs, is the key skill for career advancement and promotion.
Awkwardness is not the villain.
This episode explores servant leadership, where leaders empower their teams by listening, supporting, and providing tools for growth, contrasting it with traditional command-based hierarchy.
This episode emphasizes the importance of employee recognition as a daily habit for business growth.
Adam Kantos interviews Rome Madison about leading fearlessly, overcoming self-doubt, and turning challenges into fuel for business success.
This episode emphasizes that clarity drives action and provides a quick win for leaders to align their team's tasks with clear, measurable goals.
This episode emphasizes that failure is a stepping stone to success and that learning from mistakes leads to extraordinary results.
Career scars are not dead weight.
This episode provides a quick tip on fostering rapid execution and agile methodologies to improve organizational productivity.
This episode teaches the 3-2-1 rule for efficient decision-making in organizations to reduce delays and empower team members.
An interview with empathy expert Maria Ross discussing how compassionate leadership drives high performance and financial success.
The host outlines five leadership principles for 2025 and 2026, starting with using AI as a weapon to boost productivity and decision-making.
Adam Kontos interviews entrepreneur Jason Yarusi about his journey in business and real estate, emphasizing the importance of incremental improvement and mindset.
This episode features an interview with Cindy Waddell, founder of Desire2Inspire, discussing how she transformed a personal act of kindness into a mission-driven business focused on connection and healing through words.
Host Adam Kantos interviews cosmetic dentist Dr.
This episode features an interview with Steve Cadigan, LinkedIn's first chief HR officer, discussing the future of work, talent retention challenges, and insights from his book 'Workquake'.
Adam Kantos interviews executive coach Adrian Kaler about the no-bullshit truth of leadership coaching and the importance of difficult conversations.
Adam Kontos interviews Jonathan Bennett about leaving a successful consulting firm to become an executive coach for purpose-driven leaders.
This episode discusses the importance of prioritizing critical tasks over meaningless ones to achieve higher impact and productivity.
The host emphasizes the importance of setting clear, actionable goals and planning your day to avoid regret and achieve success.
Adam Kantos interviews Harvard Business School professors Anne Morris and Frances Fry about their book 'Move Fast and Fix Things' and effective leadership strategies.
This episode teaches how to prioritize critical tasks to achieve higher impact and avoid busywork.
Culture makes the work easier, until leaders make it harder.
Executive presence starts before anyone speaks.
Interview with Ken Schmidt, former head of communications at Harley-Davidson, discussing how the company transformed from near bankruptcy to global dominance by focusing on human behavior and loyalty.
Adam Kantos interviews Dr.
This episode discusses how shifting from a fixed to a growth mindset drives business growth through incremental improvements in leadership and people development.
Adam Kantos interviews Kandi Valentino about her journey from poverty to business success, discussing money habits and strategies for building a better business.
Stress is a choice.
"Don't be afraid to show vulnerability." Tony joins Adam Kontos for a warm, practical talk about trust, emotional intelligence, and what happens when leaders stop hiding all the human parts.