Aligning People, Platforms and Performance

Jon Cline, Transformation Architect

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Jon Cline, Transformation Architect

What Jon Helps You Do

Modern organizations don't fail because they lack technology. They fail because systems, people and leadership drift out of alignment.

Jon Cline helps executives, leaders and teams drive business transformation that scales, adapts and endures.

Scale Systems

Design enterprise systems that transform your business by aligning technology, operating models and leadership decision-making

Growth exposes weakness in systems faster than anything else. Fragmented platforms, unclear ownership and misaligned incentives quietly erode value and undermine project success.

Jon designs enterprise architecture strategies that align technology platforms, operating models and executive decision making so systems scale with the business instead of slowing it down.

This work often includes:

  • Enterprise architecture consulting and business capability modeling
  • Operating model design tied to real value flows
  • Strategic use of Salesforce enterprise architecture as an execution layer

The result: systems that support clarity, accountability and sustainable growth.

Lead Change

Guide organizations through high-stakes change with clarity, alignment and vision

Change initiatives fail when leaders underestimate the human side of transformation.

Jon helps organizations lead organizational transformation by grounding change in People First leadership, shared vision and system-level understanding.

Rather than forcing adoption, this approach:

  • Aligns leadership around what success really means
  • Reduces resistance by designing change with people
  • Applies change management consulting informed by real-world system behavior

This is how high-stakes initiatives move forward without burning trust or momentum.

Build Durable, Human Careers

Support leaders and professionals in building careers that endure change, disruption and growth

Careers are systems, too—and most break under pressure when growth, disruption or transition hit.

Jon works with executives, leaders, and senior professionals to design durable careers that adapt to change without sacrificing clarity or identity.

These transformations include:

  • Leadership transition coaching for new or expanding roles
  • Career architecture coaching for long-term resilience
  • Support through transformation, acquisition or organizational change

The goal isn't advancement, it's sustainability, confidence and relevance over time.

How He Works

people

People First

Transformation succeeds when people are aligned. Jon anchors every engagement in people-first leadership and trust.

settings

System-led

Decisions are grounded in operating models, value-stream workflows and enterprise architecture.

cloud

Salesforce

Salesforce is used strategically as an execution layer within a broader enterprise and business transformation strategy.

Who He's For

Executives

Owners and executives navigating growth, exit, acquisition or enterprise-level change

Leaders

Senior leaders responsible for delivering results while managing complexity and change

Teams looking to grow

Organizations ready to move beyond friction, misalignment and project failure

Services

Enterprise Architecture

With over 24 years of experience designing enterprise systems, Jon leads architecture transformations that align strategy, systems and execution

People-First Method (PFM)

A people-centered approach to transformation that increases adoption and reduces failure risk

Certified Exit Planning Advisory (CEPA)

Value creation, exit readiness and leadership clarity before liquidity events

Career Coaching

Career and leadership guidance for executives, architects and senior professionals

Speaking and workshops

Keynotes and workshops on transformation, leadership and navigating complexity in the AI era

Speaking/Thought Leadership

Articles, talks, and insights on People First Transformation, enterprise architecture, leadership, and value creation

Keynotes for leaders navigating complexity

Jon's leadership keynote speaker sessions are designed for executive and senior leadership audiences responsible for outcomes.

Common keynote themes include:

  • People-first transformation and why most initiatives fail
  • Systems thinking leadership in complex organizations
  • Aligning platforms, people and operating models
  • Leadership decisions that reduce transformation risk
  • How to keep humans centered in an AI world

Executive and Team Workshops

Workshops go deeper than keynotes. Create shared understanding and alignment by collaborating in workshops on topics such as:

  • Organizational clarity during change
  • Leadership alignment and decision ownership
  • Applying People First transformation principles in practice
  • Designing systems that scale and support adoption

About Jon

Jon Cline

Jon Cline

Transformation Architect

24+ Years of Experience

With over 24 years of experience and 1000+ projects delivered, Jon brings deep Salesforce expertise and platform-agnostic enterprise architecture to organizations navigating growth, scale and change.

The feedback from speaking, writing, and consulting speaks for itself—projects guided by Jon's approach achieve a 98% success rate.

Career Highlights

  • 1988 - Wrote and ran first successful program on the Timex Sinclair 1000 computer.
  • 1996 - Opened the first 24/7 Mac/PC computer lab on Pasadena City College campus; promoted to manager in one semester.
  • 1997 - Sold PalmSource.com to Palm, Inc.
  • 1998 - Added Unix experience and worked with the CIO to modernize operations for students, faculty, and staff at the American Film Institute including the network, security, email, scheduling, and remote access.
  • 1998 - Co-founded Enthusiast and developed Site Director, a SaaS Content Management app before Wordpress.
  • 1999 - Leveraged Site Director to create the largest online fan community based on The Matrix film series. Property acquired by Warner Bros Pictures.
  • 2003 - Implemented Salesforce at Enthusiast to manage growing sales and operations. Developed early click-to-call integration with Gobeam/Covad using Firefox extension.
  • 2004 - Attended second annual Dreamforce conference.
  • 2006 - Joined the AppExchange incubator event to evaluate integration opportunities for Site Director.
  • 2007 - Invited for first Dreamforce speaking session with founder of Google Analytics and future Salesforce CMO.
  • 2008 - Sold interest in Enthusiast to focus on Salesforce ecosystem opportunities.
  • 2009 - Jumped into Salesforce consulting and became certified. Founded DevPod to solve complex challenges for other Salesforce partners.
  • 2010 - Co-founded and led BusDev for an LA office for Salesforce SI C-Level Management.
  • 2011 - Principal Consultant on a large Public Media implementation and product build later became NGO Connect.
  • 2013 - Acquired Salesforce SI Cirrius Consulting Group and lead the PDO practice working with Help Scout, Mailchimp, TimeValue Software, and others. Engineering office started in Pune, IN.
  • 2014 - Merged with another Salesforce SI to become WisdomEdge and work with CrossFit and Silvergate Bank.
  • 2015 - Co-founded Cooking Campanion, a culinary device to bring freshly-ground aromatic spices to everyday cooks. Later sold.
  • 2016 - Invited to merge business with CodeScience to pilot a BusDev + Architect role.
  • 2017 - Added partnership with RedSky, CloudMyBiz for complex projects and built first product for Specright in the emerging packaging specification market.
  • 2018 - Added partnership with MondayCall for complex projects and delivered platform for PE portfolio of Telco businesses.
  • 2019 - Innovated new ways to leverage the Salesforce platform to serve dairies and cattle farmers in the Central Valley, CA.
  • 2020 - Partnered with EMG to deliver an automated streaming media engine for automotive marketers and dealers.
  • 2021 - Partnered with BitWise to bring Workforce Improvement solutions to life, Salesforce Trails & Trials podcast started.
  • 2022 - Innovated new ways to leverage the Salesforce platform for managing Jewish day schools.
  • 2023 - Organized 10+ years of team training and development into the People First Method course.
  • 2024 - Innovated creative solutions for optimizing home services and installation with Salesforce.
  • 2025 - Focused on People First AI and the risks of non-deterministic outcomes. Spoke at 8 community Dreamin' events.
  • 2026 - Joined the organizing team for Architect Dreamin' Americas, rebranded to focus on supporting transformation for business owners, and bringing sovereign, open-source AI to Salesforce customers.

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