About Us – GKA & Associates

Who We Work With

We are as passionate about people as we are about revenue. Think of us as an extension of your leadership team. Just as invested, just as engaged.

Need to bring a senior sales leader into your organization but don’t want to commit to one full- time? We can provide you with a fractional CRO solution that suits your needs.

Want to level up your team’s recruiting and hiring skills? We provide coaching and training that ensures you hire the right talent in your organization.

Does your sales team need a skills boost? Hire us to coach them up.

Want to power up your career trajectory? Hire us to deliver you with a highly customized, high impact executive coaching experience.

Compensation plans, GTM strategies, market expansion plans, and KPI creation. Whatever is needed to take your revenue team to the next level is what we will deliver for you.

Nothing solves business problems better than revenue. Let’s talk about how we can help you get more of it into your business today.

Our work typically involves partnering with:

Founders & CEOs

Scaling revenue organizations, building leadership teams, and preparing companies for growth, investment, or exit.

Private Equity & Venture-Backed Companies

Improving go-to-market performance, strengthening sales leadership, and building disciplined revenue operations.

Executives & Emerging Leaders

Through executive coaching and career coaching, helping professionals navigate leadership transitions, career growth, and complex organizational challenges.

Organizations Seeking Stronger Talent Density

Designing hiring and interviewing processes that attract and retain high-performing employees.

Why Clients Work With Us

Clients typically engage we because we bring a rare combination of:

Real Operating Experience

More than two decades leading global revenue teams and building high-performing sales organizations.

Private Equity & Hypergrowth Expertise

Deep experience helping companies scale quickly while maintaining operational discipline.

Strategic and Practical Perspective

We combine high-level strategy with hands-on execution and leadership development.

Executive and Career Coaching Grounded in Reality

Our coaching approach is informed by real leadership experience, not just theory.

We are as passionate about people as we are about revenue. Think of us as an extension of your leadership team. Just as invested, just as engaged.
Need to bring a senior sales leader into your organization but don’t want to commit to one full- time? We can provide you with a fractional CRO solution that suits your needs.
Want to level up your team’s recruiting and hiring skills? We provide coaching and training that ensures you hire the right talent in your organization.
Does your sales team need a skills boost? Hire us to coach them up.
Want to power up your career trajectory? Hire us to deliver you with a highly customized, high impact executive or career coaching experience.

Greg Leos

Founder & Chief Revenue Officer

Greg Leos has over 20 years of senior level sales leadership experience in SaaS-based FinTech and Cybersecurity industries. Over the course of his career, he has held multiple CRO and head of sales roles, led global teams and transformed sales teams. He has deep experience working with Private Equity-backed hypergrowth companies and has participated in one I.P.O. and two successful company exits worth a combined $2.1B in value.

Most recently he was Chief Revenue Officer for VikingCloud (https://www.vikingcloud.com/), an established global leader in Cybersecurity and Payments Compliance. In this role, he led all revenue efforts for this Private Equity-backed company including direct sales, indirect/channel sales, inside sales, SMB, and Enterprise. His sales organization consisted of 125+ people across 5 continents.

He is an active participant in the Chicago technology startup community, working alongside several early-stage companies as both an investor and business advisor. He currently serves on the investment committee for Propellant Ventures, a venture capital firm investing in pre- seed and seed stage technology firms located in the Midwestern United States.

In addition to his professional endeavors, Greg is active in community involvement and philanthropy. He is currently a member of the Board of Trustees for Lincoln Park Zoo and for Connections for Abused Women and Children, a Chicago-based domestic violence shelter and advocacy group.

Fractional GTM Leadership

Executive Coaching

Career Coaching