HeyCounsel
Trish Krajniak

Trish Krajniak

Helping mission-driven organizations navigate complex regulations

About

I am a Colorado-based attorney with over 12 years of experience helping mission-driven organizations navigate the intersection of law and policy. At Progression Strategies, LLC, I believe that complex or outdated regulations should never be a roadblock to impact.

What I bring to organizations is a unique dual perspective: I have worked both as a government regulator and as a leader in a high-growth technology startup. This allows me to build bridges between innovation and compliance, transforming legal hurdles into strategic advantages for your mission.

My robust in-house experience also means that I have experience reviewing and negotiating a variety of different contracts (SaaS, vendor, contractor, and government contracts), managing external counsel, advising on insurance coverage, strategic legal and policy planning, and more.

I am a hands-on problem-solver who is ready to roll up my sleeves and plug directly into your team to drive real change.

Expertise: Education (K-12), Transportation, Telecom, Nonprofits, and more

Regulatory Innovation: Deep experience creating new regulatory categories and conducting in-depth analyses to ensure companies are benefitting from the most advantageous applicable regulations.

Global & Local Reach: Based in Colorado (United States) but capable of supporting organizations navigating multi-jurisdictional challenges.

Specific Services: My consultancy, Progression Strategies, LLC, offers three main services, enabled by my prior public and private sector experiences: 1. Legal & Policy Strategic Advising: Crafting comprehensive policy plans designed to help you achieve the organization's goals. 2. Fractional General Counsel: Providing the senior-level legal guidance an organization needs, on a flexible basis. 3. General Legal Advising: Offering expert counsel on a wide range of issues based on my in-house and public sector experience.

Practice areas

  • Administrative Law
  • General Corporate
  • Commercial Contracts
  • Education Law

Featured clients

Services

  • Fractional General Counsel

    Ongoing, high-level support without the overhead of a full-time hire.

  • Strategic Legal and Policy Advising

    Project-based solution to target specific compliance or policy challenges.

  • Hourly Advising

    Flexible, as-needed legal or policy guidance.

Experience

  1. Senior Vice President of Legal & Policy

    HopSkipDrive

    Jul 2019 – Sep 2025

  2. Director of Legal & Policy

    Colorado Charter School Institute

    Jul 2016 – Feb 2019

  3. Senior Legal Analyst

    Colorado League of Charter Schools

    Sep 2015 – May 2016

  4. LLM - Child and Family Law

    Loyola University - Chicago

    2016

  5. J.D.

    University of Denver

    2013

Powered byHeyCounsel