The Skip Podcast
Nikhyl Singhal
The Skip podcast helps tech professionals get ahead in their career. It’s hosted by Nikhyl Singhal, a successful founder, head of product, and executive. Nikhyl has helped scale four of the most successful tech products ever: Facebook, Credit Karma, Google Photos, and Google Hangouts. And he coaches more than 100 executives, managers, and rising stars in navigating important career decisions, management challenges, and personal crossroads to maximize their happiness and professional life.
Subscribe to this podcast to hear from him and other executives as they teach unique career lessons. theskip.substack.com
Subscribe to this podcast to hear from him and other executives as they teach unique career lessons. theskip.substack.com
Episodes
Mentioned books
48 snips
Nov 11, 2025 • 1h 12min
The PM career framework for AI
The old product management playbook is obsolete in the AI landscape. Discover why big tech isn’t always the best bet, and how to navigate options between AI startups and stable companies. Learn about the necessity of updating your skills and understanding the value of in-person roles. Explore the shifting appeal of senior IC positions and the risks of extreme work pace in AI. Emphasizing a builder versus a factory mindset, they dissect the importance of obsession in defining career paths. Get ready to rethink your PM journey!
77 snips
Sep 4, 2025 • 1h 3min
Why your career playbook expired: The new rules for 2025 job transitions
Career ladders are being redefined as traditional roles vanish and new ones emerge. Senior individual contributor positions are now deemed more valuable than management roles, causing a shift in career strategies. Big Tech salaries can feel like a trap with growing dissatisfaction. The landscape for startups is booming, with more product leaders venturing out on their own. As AI transforms workplaces, professionals must adapt quickly to thrive in the evolving job market and avoid obsolescence.
39 snips
Jul 9, 2025 • 1h 7min
Graduating Into Uncertainty? How to Actually Land Your First Tech Job
Discover the essential early-career playbook that graduates often wish they had. Learn why your first job should be a sprint, not a stroll, and how to identify roles that foster your growth. Internships take precedence over mere degrees, while storytelling plays a crucial role in job hunting. Embrace short-term positions as stepping stones to success, and recognize the importance of aligning values with your workplace. Finally, find out how to network authentically and take calculated risks for a thriving career.
27 snips
May 19, 2025 • 1h 20min
The Mentor's Superpower: Pattern Recognition That Unlocks Careers
Uncover the secret to career success as mentors pinpoint hidden patterns that can either unlock or hinder your progress. Explore the power of diverse mentorship and why cultivating a network is key. Delve into overcoming self-doubt and learn how to navigate organizational chaos during job changes. Discover valuable strategies for time management and assessing career decisions based on opportunity costs. Finally, gain insights into the art of asking the right questions to elevate your mentorship experience!
53 snips
Mar 26, 2025 • 1h 5min
Super Shadows | When Strengths Limit Growth
This discussion dives into the concept of 'Super Shadows'—the hidden challenges that come with strong abilities and how they can stall career growth. The hosts tackle the struggle of feeling stuck in a rapidly changing work environment and emphasize the importance of self-advocacy and seeking feedback. Listeners learn how to adapt their strengths while recognizing the areas needing growth. Practical strategies are shared to help professionals overcome stagnation and unlock their true potential.
90 snips
Feb 27, 2025 • 50min
Should you Stay or Go? A 5-factor framework for career-defining decisions
Explore the dilemma of whether to stay in a declining job or pursue new opportunities. This insightful discussion introduces a 5-factor framework to evaluate your career choices, focusing on compensation, skills, lifestyle, and potential for success. Timing your decisions and maintaining a personal narrative can enhance your job application process. Balancing personal well-being against career ambitions is essential. Gain practical strategies for assessing job satisfaction and understanding your true value in the job market!
80 snips
Jan 30, 2025 • 56min
The Insider's Guide to Tech Compensation, Negotiation, and Career Growth
This discussion dives into the art of negotiating tech compensation with practical strategies. Listeners can learn how to evaluate multiple job offers and the critical elements of compensation packages, including salary and equity. The hosts emphasize the pitfalls of chasing high compensation early and the importance of aligning roles with personal strengths. Insights into bonuses and how they impact overall earnings are provided, alongside tactics for discussing salary expectations without revealing too much too soon.
111 snips
Jan 10, 2025 • 58min
The Widening Tech Career Divide: Big vs Small Tech
Carly Malatskey, an engineer-turned-investor and host of 'She Leads,' dives deep into the tech job landscape. She explores the crucial choice between big tech, small tech, or launching your own startup. With AI reshaping opportunities, Carly highlights the differences in career paths, particularly the evolving roles in product management and engineering. She also emphasizes the importance of self-reflection for aspiring founders and the skills needed to thrive in today's market, making it a must-listen for anyone navigating the tech career divide.
58 snips
Nov 18, 2024 • 1h 6min
Ready to start a startup? | Shreyas Doshi (Former PM leader at Stripe, Twitter, Google)
In this engaging discussion, Shreyas Doshi, a product leader turned founder with experience at Stripe, Twitter, and Google, shares valuable insights on the journey from employment to entrepreneurship. He highlights the key traits that successful founders possess, such as thriving in ambiguity and embracing personal motivations. Shreyas challenges the mainstream belief that venture-backed startups are the only path to success and offers strategies for avoiding burnout. Listeners will discover the importance of niche markets and enhancing product sense for startup success.
46 snips
Nov 1, 2024 • 22min
Live from Lenny's Summit | Career advice highlights
Explore innovative ideas on rethinking retirement and the importance of power years versus foundational years. Discover how to leverage career stories to enhance your personal brand and reputation. Unpack strategies to conquer burnout and build a supportive network. Delve into essential questions every leader should ponder for career growth, and understand how a product manager can navigate the complexities of job searches and professional identity. Each insight aims to redefine career pathways and elevate success.
