Stephen Jensen

Chief Revenue Officer Zywave

Last Reviewed: September 19, 2026

Executive Summary

Stephen Jensen is Chief Revenue Officer of Zywave, the Milwaukee software company that sells to insurance brokers and financial planners — agency management systems, compliance and risk tooling, data analysis and marketing platforms, plus financial-planning software. It is a business built as much by acquisition as by product development, having absorbed a string of insurance and planning software companies over the past decade, which makes the revenue function partly a job of making a stitched-together portfolio sell as one thing. Jensen leads Zywave’s global revenue organisation with a brief the company frames as driving predictable, scalable growth. He came from Juniper Square, the private-markets software platform, where as Chief Revenue Officer he helped scale the revenue business more than eightfold across four and a half years.

Career Highlights

• Serves as Chief Revenue Officer of Zywave, leading the company’s global revenue organisation and accountable for predictable, scalable growth.
• Helped scale Juniper Square’s revenue business more than 8x over four and a half years as its Chief Revenue Officer.
• Earlier held a sales leadership role at Juniper Square as Vice President of Sales before the promotion to CRO.
• Was a sales leader at Google before moving into private-markets software.
• Has more than 20 years of experience designing and scaling revenue systems, with a career that crosses private markets, management consulting, investment banking and enterprise sales — an unusually finance-weighted background for a software revenue chief.
• Describes his own method as accelerating ARR through data-driven operating models grounded in accountability, consistency and operational rigour.

Professional Journey

Jensen’s career did not start in software sales. His background spans private markets, management consulting and investment banking, and Zywave presents that finance grounding as the foundation of how he runs a revenue organisation: systems and operating models rather than individual heroics.

He moved into technology as a sales leader at Google, then into private-markets software at Juniper Square, the platform used by real-estate and private-fund managers to handle investor administration and reporting. He served there as Vice President of Sales and subsequently as Chief Revenue Officer, and over four and a half years helped scale the revenue business more than eightfold — the single achievement both his current employer and outside coverage lead with.

Zywave recruited him as Chief Revenue Officer to lead its global revenue organisation. The move is a natural one on paper: Juniper Square sells software to private-markets professionals, Zywave sells software to insurance brokers and financial planners, and both are cases of a specialised financial profession being converted from spreadsheets and paper to a platform. Zywave’s own description of his remit — driving predictable, scalable growth, with a track record of accelerating ARR through data-driven operating models — reads as a mandate to impose operating discipline on a company that has grown substantially through acquisition.

Education

Education could not be established from any source acceptable to this project. Claims of a Dartmouth College degree and a University of San Diego M.B.A. appear on profile aggregators but trace back to LinkedIn, which is not used as a data source here, and Zywave’s own biography does not mention education at all.