About Us
WHO WE ARE
Our Story
The Revenue Insiders began as a passion project—driven by a desire to empower the next generation of GTM leaders. Through candid conversations with industry experts and real-world insights, we set out to provide actionable strategies to help professionals thrive in an ever-evolving landscape.
Today, we continue that mission while expanding our impact. Beyond sharing knowledge, we help startups connect with the GTM community and offer strategic advisory and consulting services to accelerate growth. Whether you’re looking to sharpen your expertise or scale your business, The Revenue Insiders is here to guide the way.
Kelly Lewis
Kelly Lewis is a seasoned revenue executive with nearly two decades of experience driving high-impact growth and operational excellence. Passionate about building top-performing teams, she excels in creating robust cross-functional GTM alignment that powers boardroom results. With deep expertise in Sales Leadership, Revenue Strategy, and Revenue Enablement, Kelly specializes in transforming GTM initiatives into measurable successes.
Kelly began her career in Healthcare IT Sales with Cerner and Perceptive Software (acquired by Hyland), where she quickly demonstrated her skill in complex sales environments. Rising through the ranks to lead revenue teams, she successfully navigated five acquisitions and contributed to a successful IPO at Amwell, all while maintaining a laser focus on team performance and growth. Most recently, as VP of Revenue Enablement at Highspot, Kelly led her team through three years of transformative change, establishing herself as a trusted thought leader in the Enablement community.
Tiffany Jones
Tiffany Jones is a GTM executive and strategic advisor with a track record of building the revenue infrastructure that takes companies from growth stage to IPO-ready. She has spent her career embedded in some of the most consequential scaling moments in B2B SaaS — most notably eight years at DocuSign, where she played a central operational role in the company's growth from $100 million to over $1.5 billion in revenue and through a successful IPO, and most recently as a senior GTM leader at HackerOne, guiding the Series E cybersecurity firm through critical decisions around revenue structure and go-to-market evolution.
​
Today, Tiffany brings that operator experience directly to clients through The Revenue Insiders consulting practice. Her focus is GTM and revenue strategy: designing the systems, structures, and decision frameworks that allow revenue organizations to scale with intention. She works with leadership teams who are building for what comes next — whether that means entering a new market, aligning a fragmented GTM motion, or establishing the operational foundation required to reach the next stage of growth.
​
As co-founder of The Revenue Insiders, Tiffany is equally focused on elevating the next generation of GTM leaders — through the podcast, through advisory work, and through content that reflects how revenue actually gets built.