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Experience. Results. Foundation.

We are not just consultants; we are proven executives and founders who have successfully scaled companies. We define your immediate needs and build the right organizational foundation for future expansion. Get a free consultation today—if we can’t help you directly, we’ll use our extensive network to find the people wh

Jennifer Farris

Bio

Jennifer Farris is a dynamic Chief Human Resources Officer, consultant, and coach with over 18 years of experience building and scaling global, high-growth organizations across technology, SaaS, and Digital Health sectors. She brings the unique perspective of both a founder and operator, specializing in creating people systems that not only accelerate business outcomes but also align leadership and elevate culture 

Driving Hypergrowth and Transformation

 Jennifer is a 4x Global HR Executive and a proven Hypergrowth Leader, with experience scaling companies by 250+ headcount in 12 months. Her career is defined by navigating complex change while consistently building foundational capacity:

  • Transformation & Turnaround: At Verana Health, she rebuilt the entire People function in 12 months, managing four major reorganizations (-45% headcount) while simultaneously increasing engagement across 12 key metrics over four survey cycles.
  • Global Talent Platform: As CPO and General Manager at Terminal, Inc., she oversaw People, Talent, CX, and Finance for a Global Talent Platform serving 700+ engineers, reducing time-to-hire by 60% and achieving 40% business growth during COVID through strategic pivots.
  • Foundational Scaling: At Flexport (as their first CPO), she scaled the team from 200 to 800 employees in 12 months and implemented the entire core HR infrastructure, compensation strategy, and training programs

The Technology and Consulting Edge

Jennifer’s expertise extends beyond traditional HR; she is the Founder & Entrepreneur of both a consulting practice and Squadley, a machine learning HR Tech platform for goal alignment and performance. This gives her a unique edge in designing modern, scalable HR solutions.

Through Farside HR Solutions, she provides HR infrastructure, leadership coaching, and strategic scaling support for venture-backed companies, with a focus on:

  • Strategic Alignment: Partnering with the CEO and board on organizational design and strategic workforce planning.
  • Performance & Development: Building repeatable, scalable systems like the six-week Talent Academy to onboard and upskill technical teams.
  • Change Leadership: Successfully guiding companies through rapid change management and significant growth periods.

Jennifer is dedicated to helping organizations achieve success through principled, strategic, and tech-enabled people leadership.


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Derek Sidebottom

BIO

Derek Sidebottom is a transformational HR executive and strategic advisor who partners with founders, investors, and boards to architect and scale high-performing organizations. Known for his data-informed approach and founder mindset, he helps high-growth companies connect people strategy, culture, and metrics to achieve challenging business and investor outcomes.

Proven Experience. High-Stakes Scale.

 Over two decades, Derek has led the People function through monumental periods of change across FinTech, SaaS, AI, and Interactive Entertainment. His operational track record includes:

  • Leading HR transformation through two IPOs (Rocket Fuel, Alludo) and five successful M&A integrations.
  • Driving 10x hypergrowth scale-ups (from $50M to $5B+ ARR).
  • Building global HR and Talent teams from scratch and leading international expansion across seven countries (NA, EMEA, APAC).
  • Guiding executive transitions, restructuring for efficiency, and delivering significant increases in Employee Net Promoter Score (e.g., 40% at CrowdStreet).

Expertise at the Intersection of AI, Data, and Culture

Derek specializes in leveraging technology and analytics to drive efficiency. His expertise includes spearheading the implementation of AI-enabled HR service desks and platform modernization, ensuring support for distributed workforces with optimized resources. He is also the Founder of MyParentCafe.com, an AI-powered community network, showcasing his commitment to scalable, knowledge-driven technology in the consumer space.As a consultant and interim CHRO, Derek currently advises companies across the venture capital landscape, including engagements with Behavox (AI), Modern Treasury (Fintech), and GoPro, focusing on organizational design, compensation strategy, and leadership development.Core Focus Areas for Consulting Clients:


  • Scaling Operations: Architecting and stabilizing the People function through hypergrowth and public market transitions.
  • Rewards & Analytics: Designing competitive, data-driven compensation philosophies and performance systems.
  • Executive Alignment: Guiding CEO/Board alignment, succession planning, and executive team formation.
  • AI & HR Tech: Advising on and implementing technology solutions (including AI) to drive HR efficiency and employee support.


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