Michael Babb
Managing Partner

Michael founded Osceola in 2014 and is focused on management and value creation efforts within Osceola’s portfolio companies, broadening the firm’s relationships within target industries and investor networks and other key operational initiatives.  As a member of the investment committee, Michael sits on the boards of CMS Technologies and Talent Group and is a board observer with Anuvia.

Prior to Osceola, Michael served as President of Two Rivers Ranch, a holding company with extensive corporate and real estate holdings throughout the United States.  He was also appointed by Governor Rick Scott to serve on the Governing Board of the Southwest Florida Water Management District for which he was elected Chairman and served until 2018.

Previously, Michael founded Academic Financial Solutions (“AFS”), a student lending company that specialized in student loan consolidation.  Over five years, AFS grew to become one of the largest student loan lenders in the United States.  Michael led AFS through an acquisition with Frontenac Company, a prominent private equity firm based in Chicago.

Michael earned an MBA from the University of South Florida and a BSBA with honors from the University of Richmond.  He is active in his community and church with his wife and three children and enjoys following sports, spending time outdoors, and traveling abroad.

mbabb@osceola.com
813-492-5629

Michael Babb
Managing Partner

Michael founded Osceola in 2014 and is focused on portfolio management and value creation efforts within Osceola’s portfolio companies, broadening the firm’s relationships within target industries and investor networks, and other key operational initiatives within the firm.  As a member of the investment committee, Michael sits on the boards of CMS Technologies, Talent Group, and is a board observer with Anuvia.

Prior to Osceola, Michael served as President of Two Rivers Ranch, a holding company with extensive corporate and real estate holdings throughout the United States.  He was also appointed by Governor Rick Scott to serve on the Governing Board of the Southwest Florida Water Management District for which he was elected Chairman and served until 2018.

Michael founded Academic Financial Solutions (“AFS”), a student lending company that specialized in student loan consolidation.  Over the subsequent five years, AFS grew to become one of the largest student loan lenders in the United States, and in 2007, Michael led AFS through an acquisition with Frontenac Company, a prominent private equity firm based in Chicago.

Michael earned an MBA from the University of South Florida and a BSBA with honors from the University of Richmond.  He is active in his community and church with his wife and three children and enjoys following sports, spending time outdoors, and traveling abroad.

mbabb@osceola.com
813-492-5629

Ben Moe
Managing Partner

Ben oversees all aspects of the firm’s investment activities including origination, evaluation, and execution of investments.  As a member of the Investment Committee, he serves on the boards of several Osceola portfolio companies including Avision Sales Group, 360 Quote, Top Gun Facility Services, PayrHealth, Central Medical Supply Group, Industry Services Co., and Revelation Pharma.  Ben has completed over 65 M&A transactions to date across a wide variety of industries.

Previously, Ben served as CEO of Avesta Asset Management, a private equity firm focused on value-add multifamily real estate investments.  Before Avesta, he was CFO of Advantage Waypoint, an outsourced business services company, where he helped lead the acquisition of 24 businesses before an eventual sale to Apax Partners.  Ben also spent six years in the investment banking groups of Bear Stearns and Raymond James and five years as a United States Air Force officer and hospital administrator.

Ben earned an MBA from Duke University and a BS with Distinguished Graduate designation from the United States Air Force Academy. Ben lives in Tampa with his wife and two sons and enjoys fishing and snowboarding.

bmoe@osceola.com
813-492-5630

Ben Moe
Managing Partner

Ben oversees all aspects of the firm’s investment activities including origination, evaluation, and execution of investments.  As a member of the Investment Committee, he serves on the boards of several Osceola portfolio companies including Avision Sales Group, 360 Quote, Top Gun Facility Services, Healthcents, Central Medical Supply Group, and Industry Services Co.  Ben has completed over 65 M&A transactions to date across a wide variety of industries.

Previously, Ben served as CEO of Avesta Asset Management, a private equity firm focused on value-add multifamily real estate investments.  Before Avesta, he was CFO of Advantage Waypoint, an outsourced business services company, where he helped lead the acquisition of 24 businesses before an eventual sale to Apax Partners.  Ben also spent six years in the investment banking groups of Bear Stearns and Raymond James and five years as a United States Air Force officer and hospital administrator.

Ben earned an MBA from Duke University and a BS with Distinguished Graduate designation from the United States Air Force Academy. Ben lives in Tampa with his wife and two sons and enjoys fishing and snowboarding.

bmoe@osceola.com
813-492-5630

Will Newbrander
Managing Director

Will oversees all aspects of Osceola’s day-to-day operations including all finance functions, management company and fund tax matters, administration of the firm’s compliance program, and managing fundraising and investor relationships.  As CFO and COO, Will also sits on the investment committee and opportunistically assists with due diligence and post-close portfolio company integration and management.

Prior to joining Osceola, Will was a Vice President at Third Lake Capital, a family office in Tampa, and Director of Finance and Operations at Silver Rock Financial, the investment arm of Michael Milken’s multi-billion-dollar family office in Los Angeles.  There, he built out the fund’s infrastructure to allow for trading and management of additional asset classes and shepherded the eventual spin-off and registration with the SEC allowing the firm to raise outside capital.  Will began his career in the alternative investment industry at S Squared, a micro-cap hedge fund in New York with $2 billion of institutional capital under management where he served as Controller and Director of Fund Operations overseeing the finance, compliance, trading, and investor reporting functions.

Will holds a CPA designation and earned an MBA from Pepperdine University and an MS from Columbia University.  He earned a BS in Finance with a minor in French from Grove City College.  He sits on the board of Le Pelican, a non-profit seeking the provide education and vocational training to Afghan women and children.  Will lives in St. Petersburg with his wife and enjoys hiking through national parks and following Major League Baseball.

wnewbrander@osceola.com
813-492-5634

Will Newbrander
Managing Director

Will oversees all aspects of Osceola’s day-to-day operations including all finance functions, management company and fund tax matters, administration of the firm’s compliance program, and managing fundraising and investor relationships.  As CFO and COO, Will also sits on the investment committee and opportunistically assists with due diligence and post-close portfolio company integration and management.

Prior to joining Osceola, Will was a Vice President at Third Lake Capital, a family office in Tampa, and Director of Finance and Operations at Silver Rock Financial, the investment arm of Michael Milken’s multi-billion-dollar family office in Los Angeles.  There, he built out the fund’s infrastructure to allow for trading and management of additional asset classes and shepherded the eventual spin-off and registration with the SEC allowing the firm to raise outside capital.  Will began his career in the alternative investment industry at S Squared, a micro-cap hedge fund in New York with $2 billion of institutional capital under management where he served as Controller and Director of Fund Operations overseeing the finance, compliance, trading, and investor reporting functions.

Will holds a CPA designation and earned an MBA from Pepperdine University and an MS from Columbia University.  He earned a BS in Finance with a minor in French from Grove City College.  He sits on the board of Le Pelican, a non-profit seeking the provide education and vocational training to Afghan women and children.  Will lives in St. Petersburg with his wife and enjoys hiking through national parks and following Major League Baseball.

wnewbrander@osceola.com
813-492-5634

Patrick Watkins
Principal

Patrick is responsible for originating, evaluating, and executing new investment opportunities, as well as partnering with portfolio companies to develop and execute strategic and operational initiatives. Patrick currently serves on the boards of Avision Sales Group, Central Medical Supply Group, Industry Services Co., and Top Gun Facility Services. Patrick's previous board participation includes Direct Travel, GKIC, Hero Practice Services, iSystems, and Tranzonic.

Prior to joining Osceola, Patrick was an Associate with Silver Oak Services Partners, a middle-market private equity fund based in Chicago with over $1.1 billion under management, where he was responsible for investments in the business, healthcare, and consumer services industries.  He began his career in the investment banking division at William Blair, where he was involved in a variety of merger and acquisition transactions.

Patrick earned an MBA from Northwestern University's Kellogg School of Management and a BS degree in Finance from Miami University.  He also serves as a member of the National Advisory Board of his alma mater, Archbishop Moeller High School.  Patrick lives in St. Petersburg with his wife and daughter, and enjoys playing mediocre rounds of golf and exercising with his dog, Luna.

pwatkins@osceola.com
813-492-5633

Patrick Watkins
Principal

Patrick is responsible for originating, evaluating, and executing new investment opportunities, as well as partnering with portfolio companies to develop and execute strategic and operational initiatives. Patrick currently serves on the boards of Avision Sales Group, Central Medical Supply Group, Industry Services Co., and Top Gun Facility Services. Patrick's previous board participation includes Direct Travel, GKIC, Hero Practice Services, iSystems, and Tranzonic.

Prior to joining Osceola, Patrick was an Associate with Silver Oak Services Partners, a middle-market private equity fund based in Chicago with over $1.1 billion under management, where he was responsible for investments in the business, healthcare, and consumer services industries.  He began his career in the investment banking division at William Blair, where he was involved in a variety of merger and acquisition transactions.

Patrick earned an MBA from Northwestern University's Kellogg School of Management and a BS degree in Finance from Miami University.  He also serves as a member of the National Advisory Board of his alma mater, Archbishop Moeller High School.  Patrick lives in St. Petersburg with his wife and daughter, and enjoys playing mediocre rounds of golf and exercising with his dog, Luna.

pwatkins@osceola.com
813-492-5633

Erik Sewell
Vice President

Erik works across all phases of the deal lifecycle, including investment thesis development, new deal origination, structuring and executing investments, and management of portfolio investments. Erik serves on the boards of 360 Quote, Healthcents, and Talent Group.

Before joining Osceola, Erik worked for Raymond James as Assistant to the Chairman, leading several internal consulting and corporate strategy projects. Following this role, he led the development of the firm’s cross-border international wealth management program.  Erik began his career as a Field Artillery Officer in the US Army. He led teams of up to 20 people in various roles and completed a 12-month deployment to Iraq with the 1st Cavalry Division in 2009 and 2010.

Erik earned an MBA from the University of Chicago's Booth School of Business and a BS in Engineering Management from the United States Military Academy where he played basketball and baseball.  Erik serves on the board of the West Point Society Florida West Coast and enjoys traveling, reading, and all types of fitness activities—including weight lifting, skiing, and yoga.  He lives in South Tampa with his wife and two dogs.

esewell@osceola.com
813-492-5632

Erik Sewell
Vice President

Erik works across all phases of the deal lifecycle, including investment thesis development, new deal origination, structuring and executing investments, and management of portfolio investments. Erik serves on the boards of 360 Quote, Healthcents, and Talent Group.

Before joining Osceola, Erik worked for Raymond James as Assistant to the Chairman, leading several internal consulting and corporate strategy projects. Following this role, he led the development of the firm’s cross-border international wealth management program.  Erik began his career as a Field Artillery Officer in the US Army. He led teams of up to 20 people in various roles and completed a 12-month deployment to Iraq with the 1st Cavalry Division in 2009 and 2010.

Erik earned an MBA from the University of Chicago's Booth School of Business and a BS in Engineering Management from the United States Military Academy where he played basketball and baseball.  Erik serves on the board of the West Point Society Florida West Coast and enjoys traveling, reading, and all types of fitness activities—including weight lifting, skiing, and yoga.  He lives in South Tampa with his wife and two dogs.

esewell@osceola.com
813-492-5632

Jordyn Steinkritz
Associate

Jordyn is responsible for due diligence, financial modeling, and assisting with all aspects of deal execution and portfolio company oversight. She is a member of the 360 Quote, Avision Sales Group, and Healthcents.

Jordyn began her career in the Investment Banking division at Goldman Sachs in New York. While at Goldman, Jordyn worked on M&A advisory services and capital market financings for clients in the industrial sector.  Prior to her time at Goldman, Jordyn interned with BMO’s Commercial Banking group.

Jordyn earned a BBA in Finance and a certificate in Entrepreneurship from the University of Iowa.  Jordyn lives in Tampa and enjoys traveling, cooking, and running in her free time.

jsteinkritz@osceola.com
813-492-5636

Jordyn Steinkritz
Associate

Jordyn is responsible for due diligence, financial modeling, and assisting with all aspects of execution and portfolio company oversight. She is a member of the 360 Quote, Avision Sales Group, and Healthcents deal teams.

Jordyn began her career in the Investment Banking division at Goldman Sachs in New York. While at Goldman, Jordyn worked on M&A advisory services and capital market financings for clients in the industrial sector.  Prior to her time at Goldman, Jordyn interned with BMO’s Commercial Banking group.

Jordyn earned a BBA in Finance and a certificate in Entrepreneurship from the University of Iowa.  Jordyn lives in Tampa and enjoys traveling, cooking, and running in her free time.

jsteinkritz@osceola.com
813-492-5636

Luke Fisher
Senior Associate

Luke is responsible for due diligence, financial modeling, and assisting with all aspects of deal execution and portfolio company oversight. He is a member of the Central Medical Supply Group, Industry Services Co., Talent Group, and Top Gun Facilities Services deal teams.

Before joining Osceola, Luke began his career with the private equity arm of a family office located in Dallas. He was responsible for financial analysis and due diligence for private investments across a variety of industries in the lower middle market. Previously, Luke interned with Vision Research, a short-only equity research firm in Dallas.

Luke earned a BBA in Finance with a minor in Economics from Southern Methodist University and was a member of the Portfolio Practicum honors investment management program. He serves on the Junior Advisory Board of the First Tee – Tampa Bay.  Luke lives in St. Petersburg and enjoys traveling and playing golf.

lfisher@osceola.com
813-566-0350

Luke Fisher
Senior Associate

Luke is responsible for due diligence, financial modeling, and assisting with all aspects of deal execution and portfolio company oversight. He is a member of the Central Medical Supply Group, Industry Services Co., Talent Group, and Top Gun Facilities Services deal teams.

Before joining Osceola, Luke began his career with the private equity arm of a family office located in Dallas. He was responsible for financial analysis and due diligence for private investments across a variety of industries in the lower middle market. Previously, Luke interned with Vision Research, a short-only equity research firm in Dallas.

Luke earned a BBA in Finance with a minor in Economics from Southern Methodist University and was a member of the Portfolio Practicum honors investment management program. He serves on the Junior Advisory Board of the First Tee – Tampa Bay.  Luke lives in St. Petersburg and enjoys traveling and playing golf.

lfisher@osceola.com
813-566-0350

Jacob Smith
Operations

Jacob is responsible for managing many of Osceola’s operational initiatives including accounting, investor reporting, audit preparation work, and interfacing with key vendors such as the fund administrator and banking partners.  Additionally, Jacob collects and compiles key portfolio company data to aid the portfolio valuation process.

Prior to joining Osceola, Jacob worked for Clearwell Group, a family investment advisory office, where he assisted with back-office administration and philanthropic advisory.  Before Clearwell, he worked on a humanitarian mission to Uganda with a nonprofit organization seeking to help create sustainable economic development solutions.  Jacob began his career as an operations administrator at a Tampa-based law firm.

Jacob earned a BS from the University of South Florida in business administration with a concentration in finance and is currently an MBA candidate. Jacob is passionately involved in the foster care and child advocacy community through NoMore, a nonprofit organization dedicated to ending orphanhood, child-slavery, and poverty.  He enjoys the beach-life and his best effort attempts at golfing and fishing. Jacob resides in Bradenton, Florida with his wife and four adopted children.

jsmith@osceola.com
813-492-5631

Jacob Smith
Operations

Jacob is responsible for managing many of Osceola’s operational initiatives including accounting, investor reporting, audit preparation work, and interfacing with key vendors such as the fund administrator and banking partners.  Additionally, Jacob collects and compiles key portfolio company data to aid the portfolio valuation process.

Prior to joining Osceola, Jacob worked for Clearwell Group, a family investment advisory office, where he assisted with back-office administration and philanthropic advisory.  Before Clearwell, he worked on a humanitarian mission to Uganda with a nonprofit organization seeking to help create sustainable economic development solutions.  Jacob began his career as an operations administrator at a Tampa-based law firm.

Jacob earned a BS from the University of South Florida in business administration with a concentration in finance and is currently an MBA candidate. Jacob is passionately involved in the foster care and child advocacy community through NoMore, a nonprofit organization dedicated to ending orphanhood, child-slavery, and poverty.  He enjoys the beach-life and his best effort attempts at golfing and fishing. Jacob resides in Bradenton, Florida with his wife and four adopted children.

jsmith@osceola.com
813-492-5631