Blake Kenny joined Great Rock Capital in 2020, focusing on sourcing new investment opportunities and building relationships across Illinois, Indiana, Michigan, Ohio, Western Pennsylvania and Upstate New York.

With over 20 years in origination, banking and finance, Kenny specializes in middle market lending and M&A transactions. He has sourced and funded hundreds of millions in senior debt financing, with previous roles at PNC Bank, Comerica Bank, Merrill Lynch and MB Financial.

“I approach every deal with the same level of tenacity and urgency,” says Kenny. He understands the real-world impact behind each transaction and takes personal responsibility for clean execution. Mistakes have consequences, and he works to avoid them by staying precise and focused.

Kenny thrives on finding angles that others miss. When Great Rock can offer a bigger check or more flexible terms, the result can be a turning point for a business.

He believes strong relationships are built on relatability, integrity and work ethic. “At the end of this journey, it’s unlikely anyone will talk about my title or specific deals. I hope they remember a great relationship and the positive outcomes we achieved together.”

In negotiations, Kenny works to understand everyone else’s goals but enters the discussion with a well-defined desired outcome in mind. “This sounds fundamental, but this approach always brings clarity to what could otherwise be a murky discussion.”

He knows deals rarely go perfectly. When things veer off course, he tempers expectations and leans on the team’s expertise.

Kenny’s core lessons from a career in finance include: seek advice, surround yourself with remarkable people who care about your success, take calculated risks, stay humble and always be truthful. Don’t overcomplicate things and never cross a moral line. Work tirelessly, take good notes, support others — and remember, your actions today will follow you tomorrow. Along the way, don’t forget to prioritize your health and have some fun!