On this episode, we’re joined by Shashank Shekhar, Founder and CEO of InstaMortgage, a category-defining fintech company in the mortgage industry. Shashank shares his remarkable journey from arriving in the US with no network or software background to building a thriving, award-winning business during a financial crisis. He opens up about hiring missteps, how to build a high-performance culture without micromanagement, and the future of work with AI-driven teams.



He also discusses the importance of values-based leadership, the dangers of hiring based on brand names alone, and how founders can stay resilient through failures.

Key Takeaways:

(05:25 ) Why culture outranks everything, even skill.

(09:40 ) Walking the talk when building company culture.

(10:33 ) Why great leaders balance empathy and high standards.

(15:17 ) The “success syndrome” and learning from failure.

(18:41 ) What leaders must know about the AI knowledge gap.

(23:15 ) Why productivity metrics must evolve in the age of AI.

(28:36 ) Shashank’s hiring philosophy: culture fit over credentials.

(30:23 ) Favorite interview question that exposes character.

(38:43 ) A strong tech stack limits hiring risk and speeds onboarding.

Resources Mentioned:

Shashank Shekhar

https://www.linkedin.com/in/thisisshashank/

InstaMortgage | LinkedIn

https://www.linkedin.com/company/instamortgage1/

InstaMorgage | Website

https://instamortgage.com/

Thank you for listening to “Hire Learning with Oz Rashid.” Don’t forget to leave us a review and subscribe so you don’t miss out on future episodes. 

Connect with our host, Oz Rashid, on LinkedIn: https://www.linkedin.com/in/ozrashid.  

To learn more about MSH, visit https://www.talentmsh.com. 

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