RSPA Trusted Advisor Ep. 156: Startup-to-Scale Leadership with Esper Co-Founder Shiv Sundar

RSPA Trusted Advisor Ep. 156: Startup-to-Scale Leadership with Esper Co-Founder Shiv Sundar

From RSPA Trusted Advisor by rspatrustedadvisor

June 11, 2026 · 42 min · Episode 156

About this episode

In this episode, Jim Roddy interviews Shiv Sundar about leading Esper from startup to significant investment success.

In Episode 156 of “The Trusted Advisor,” RSPA CEO Jim Roddy sits down with Shiv Sundar, the Co-Founder of ISV Esper, to discuss his journey leading a company from its startup phase to over $100 million in investments with hundreds of customers, partners, and team members. “The Trusted Advisor,” powered by the Retail Solutions Providers Association (RSPA), is an award-winning content series designed specifically for retail IT VARs and software providers. Our goal is to educate you on the topics of leadership, management, hiring, sales, and other small business best practices. For more insights, visit the RSPA blog at www.GoRSPA.org. The RSPA is North America’s largest community of VARs, software providers, vendors, and distributors in the retail, restaurant, and grocery verticals. The mission of the RSPA is to accelerate the success of its members in the retail technology ecosystem by providing knowledge and connections. The organization offers member-to-member warm introductions, education, legal advice, industry advocacy, and other services to assist members with becoming and remaining successful. RSPA is most well-known for its signature events, RetailNOW and Inspire, which…

People in this episode

Host: Jim Roddy

Guest: Shiv Sundar

Topics covered

  • leadership
  • management
  • startup
  • investments
  • technology
  • business practices

Keywords

  • leadership
  • startup
  • investments
  • technology
  • business practices
  • RSPA
  • Esper

Mentioned in this episode

Organizations: Esper, Retail Solutions Providers Association, RSPA, RetailNOW, Inspire

Places: North America, retail, restaurant, and grocery verticals

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