Founder, Value Strategies

Ken Callander

A nationally recognized pricing and outside counsel management leader helping legal departments move beyond the billable hour.

Biography

Ken Callander specializes in helping corporate legal departments optimize their outside counsel relationships, ensuring greater value, efficiency, and budget predictability. As part of the Advisory Team at UpLevel Ops, he partners with legal teams to implement strategic outside counsel management programs, including transitioning from hourly billing to value-based fee arrangements. His clients span industries such as technology, healthcare, construction, the sharing economy, private equity, and multinational conglomerates.

Ken spent more than two decades at Hewlett-Packard, holding leadership roles across operations, professional services marketing, international pricing, business development, and corporate marketing. He transitioned to the legal industry as Chief Marketing Officer and Director of Business Development at Davis Wright Tremaine LLP, where he led initiatives in alternative fees, matter management, new service delivery models, client feedback, and business development.

Returning to the corporate world, Ken took on the role of Head of Legal Operations and Chief of Staff to the General Counsel at Uber, where he spent several years driving strategic legal initiatives. At Uber, Ken began exploring how VBP could better manage legal services and reduce spend by aligning costs with value delivered rather than hours worked.

Ken holds a BS in Physics/Physical Sciences from Stanford University and is a Certified Pricing Professional (CPP). He is based in San Francisco.

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Recent Thought Leadership from Ken

Article | Everlaw | August 2026

What Comes After the Billable Hour?

Ken Callander on how AI is accelerating the shift away from hourly billing, why law firms should charge for value rather than time, and how in-house teams can structure fixed-fee and value-based arrangements around economic, perceived, and strategic matter value.

Ken Callander

Legal Spend 2026
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Article | Above the Law | June 2026

Why You Should Choose Legal Ops Tools You Can Build On (Part 2)

Ken Callander on the implementation process layer that follows tool selection: workflow definition, system access, encoded business rules, audit traceability, and design ownership that determine whether agents produce defensible Legal Operations work.

Ken Callander

AI 2026
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Article | Above the Law | June 2026

Why You Should Choose Legal Ops Tools You Can Build On (Part 1)

Ken Callander on why Legal Operations buyers should evaluate legal tech for buildability and agent-ready APIs—not embedded AI demos—and choose platforms that let teams build the agents they actually need.

Ken Callander

AI 2026
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