The Scaleup Flight

By: Peeyush Upadhyay
  • Summary

  • The Scaleup Flight, hosted by Peeyush Upadhyay, is a series of fireside chats encapsulating some of the most incredible, intriguing, and inspiring scaleup journeys of Founders, Investors, and Executives. Free of jargon, buzzwords, and PR stunts, these are real, authentic, relatable, and humane conversations through which we get a peek into the entrepreneurial pursuits of those who had the courage and conviction to take the long flight and the capability to make an impact on the big stage.


    Peeyush Upadhyay is the Co-Founder & Managing Partner at Pekamiar and serves as a trusted advisor to Tech startup Founders and C-suite and helps them accelerate their growth momentum by formulating and executing their Talent strategies. He partners with Early & Growth-stage Tech firms and helps them scale by helping build high-performance, diverse, and inclusive Leadership & GTM teams. Before founding Pekamiar, he worked at industry-leading global software & technology services firms like Automation Anywhere and Infosys in Sales & Strategic Partnerships roles.


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    Peeyush Upadhyay
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Episodes
  • Affinity – The AdTech Rocketship - $10M to $100M in 5Y - With Lavin Punjabi, Co-Founder & CEO
    Jan 14 2025

    In this conversation, Lavin Punjabi, Co-Founder & CEO of Affinity, a hyper-growth $100M ARR AdTech firm, talks with Peeyush Upadhyay, Managing Partner at Pekamiar, about his entrepreneurial journey and Affinity's growth story detailing its evolution from a domain parking company to a leader in performance advertising. He shares insights on the company's evolution over the years through multiple pivots and the importance of adaptability, risk-taking, and a growth-led mindset that helped build innovative solutions that led to significant revenue growth. The discussion emphasizes the value of data-driven decision-making and the necessity of maintaining profitability while pursuing new ventures. Lavin talks about Affinity's strategic response to tectonic shifts in the Advertising industry, and the company's conscious decision to invest in privacy-friendly, cookie-less, and AI-powered product strategy and development. He emphasizes the importance of building a strong team culture, the challenges of establishing a global brand, and the balance between work and family life. The discussion also touches on the significance of taking risks and being data-driven in entrepreneurship.



    Chapters

    00:00

    The Evolution of Affinity: A Journey of Growth

    10:02

    Navigating Challenges: The Importance of Adaptation

    20:00

    Innovative Solutions: Monetizing Mistakes

    30:01

    The Future of Affinity: Sustainable Growth and Profitability

    30:56

    Navigating the Cookie-less Future

    34:46

    Harnessing AI for Growth

    40:36

    Building a Strong Team and Culture

    46:08

    Mergers and Cultural Synergy

    52:17

    Establishing a Global Brand

    55:13

    Balancing Work and Family Life


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    1 hr and 1 min
  • The Resurgence of Travel & Resilience of ITILITE with Mayank Kukreja: From $0 Revenue during COVID to 4X Growth in 2024
    Dec 23 2024

    In this episode of The Scale Up Flight, Peeyush Upadhyay interviews Mayank Kukreja, Co-Founder and CEO of ITILITE, discussing the challenges and triumphs of scaling a startup in the B2B Travel and Expense Management category. They explore Mayank’s journey from his Consulting days at McKinsey to entrepreneurship, the importance of identifying market needs, and the strategies for navigating the fundraising landscape. The conversation highlights the innovative solutions ITLITE offers to streamline business travel and expense processes, especially in a post-COVID world. In this conversation, Mayank shares insights on navigating VC relationships, building a founding team, and the evolution of a founder's role. He emphasizes the importance of choosing the right VC partners, the need for a T-profile approach in hiring, and the necessity of letting go and delegating responsibilities as the company grows. Peeyush also talks to Mayank about the adoption of AI in Travel & Expense SasS, balancing technology with human interaction. Finally, Mayank reflects on personal growth, work-life balance, and the importance of stepping back to reassess one's journey.

    Chapters (Episode – 1)

    00:00 - Introduction to The Scale Up Flight Podcast

    01:49 - Understanding ITILITE's All-in-One Platform

    04:58 - Mayank’s Journey from Consulting to Entrepreneurship

    12:36 - Identifying the Problem and Market Fit

    19:19 - Expanding into New Markets Post-COVID

    27:32 - Building a Comprehensive Travel, Expense & Card Solution

    30:34 - Navigating the Fundraising Landscape

    33:29 - Navigating VC Relationships During Uncertain Times

    38:19 - Building a Founding Team: The T-Profile Approach

    41:29 - Evolving as a Founder: Letting Go and Delegating

    49:12 - AI in Travel: Balancing Technology and Human Touch

    57:55 - Scaling Leadership: Finding the Right Fit

    01:01:05 - Personal Reflections: Balancing Work and Life


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    1 hr and 7 mins

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