Investing Family Capital in
People and Partnerships

Who we are

Skydeck Capital, based in Chicago, is a private investment firm investing capital on behalf of the Polsky family. Because of the proprietary capital base, Skydeck Capital is not bound by any pre-defined time horizons or investment hurdles and can focus on long-term impact and value creation.

OUR STORY

Skydeck Capital’s ethos comes from the experience and entrepreneurial spirit of our founder, Michael Polsky, who founded Indeck, Skygen and his latest energy venture, Invenergy. The name “Skydeck” pays homage to the successful exits of Skygen and IndeckToday, Invenergy is North America’s largest independent, privately held renewable energy company. 

WHAT WE LOOK FOR

Skydeck Capital focuses on non-energy investment opportunities.

Private Equity: Target direct investments in lower-middle market companies in majority or minority equity positions 

Real Estate: Target both opportunistic and income producing real property with experienced operators

Venture Capital: Back exceptional teams through all phases of growth

OUR PILLARS

  • EXPERIENCE: We have invested across industries, through various cycles, and have assembled dynamic operating teams ​
  • FLEXIBILITY: We have flexibility on structure, time horizon and risk management​
  • RISK: Debt can fuel growth, but only as much as the company can afford. The health of the underlying business is our top priority​
  • EFFICIENCY: We act fast. Our decision-making process is nimble, and our diligence is efficient​
  • PARTNERSHIP: We let managers operate autonomously. Board-level support and access to our network of link-minded partners

Investment criteria

Private Equity

    • Management/Leveraged buyouts or recapitalizations. Will consider majority or minority equity investments​
    • Preference towards being lead investor with customary negative control rights​
    • $3-10 million in EBITDA for majority investments, flexible on minority​
    • Sector Preferences: tech-enabled services, industrial and B2B services, manufacturing, engineered industrial products, healthcare​
    • Preferred Characteristics: consistent cash flows, recurring demand, low customer concentration, potential for material growth​
    • Management team and Sponsor to have a material financial investment in the company

Real Estate

    • Preference for non-institutional, income-oriented investments with high quality cash flows ​
    • Long-term hold periods, resilient assets able to perform through multiple market cycles​
    • $3-10 million equity investments with control over major decisions​
    • Preferred Characteristics: Core Plus to Value-Add commercial or multi-family, sale-lease backs, covered land plays​
    • Opportunity Zones: we invest in mixed-use developments in the urban core of secondary and tertiary markets ​
    • Sponsors/Operators willing to invest alongside Skydeck in a material way

Venture Capital 

    • Seed through late stage funding​
    • Look for diverse, high-growth revenue streams rather than products​
    • Less focus on pre-revenue opportunities. More focus on executing on early successes.​
    • Focus on quality of management team and the lead investor

Meet our team

The Skydeck Capital team works efficiently and effectively in a true partnership form.

Tim Parker

Managing Partner, Skydeck Capital
[email protected] / linkedin 

Tim Parker is responsible for overseeing all functions of Skydeck Capital including oversight and reporting on investments, treasury, tax planning and compliance. Tim has significant accounting and tax experience serving clients during his time in public accounting prior to joining Skydeck in 2015. Additionally, Tim managed the tax and financial reporting process for a private equity- backed international manufacturer working closely with management on mergers, acquisitions and strategic divestitures.

A Chicago native and Certified Public Accountant, Tim attended DePaul University's College of Commerce earning his Bachelor of Science in Accounting.

Lior Shachaf

Principal, Skydeck Capital
[email protected] / linkedin 

As Principal, Lior Shachaf is responsible for sourcing, evaluating and executing investments, as well as supporting existing portfolio companies. Lior has extensive investing experience across asset classes including public and private equity, real estate and venture capital. Prior to joining Skydeck Capital in 2019, Lior worked as an investment professional at a family office and as an accountant at Ernst & Young. Additionally, he served in a special forces unit of the Israel Defense Forces prior to moving to the US.

Born in Israel, Lior received his MBA, with honors, from the University of Chicago Booth School of Business, earned a BA, Magna Cum Laude, from the Interdisciplinary Center Herzliya, and holds a CPA (Israel) certification.

Jon Taiber

Founder and Partner, Skydeck Capital
[email protected] / linkedin 

Jon Taiber has over two decades of experience in finance, accounting and family office industries. Jon has led and managed 50+ direct investments in private equity, early-stage companies, and real estate. In 2013, Jon co-founded Skydeck Capital.

In 2001, Jon was recruited to run Polsky Holdings, the family office for the Polsky Family. Jon was responsible for all wealth management functions including the allocation of capital across traditional and alternative asset classes as well as direct investments. Additionally, he is a member of the founding group at Invenergy, which has grown to be the largest privately held renewable energy company in North America.

He has served on the boards of the Structurlam Mass Timber Corporation, LJP Waste Solutions, United Oilfield Services, Buzz Referrals, Conservatorio S.A. and Polsky Foundation as well as a member of Adams LaSalle Institutional Apartments LLC.

An Iowa native, Taiber earned a BBA, with distinction, from the University of Iowa and holds a CPA certification.

Michael Polsky

Founder and Managing Partner, Skydeck Capital

With more than 30 years of experience in the energy industry, Michael Polsky is widely recognized as a pioneer and industry leader in the cogeneration and independent power industry in North America. Polsky founded Invenergy, a leading clean energy company in 2001. Previously, in 1991, Polsky founded SkyGen Energy – a developer, owner, and operator of natural gas-fueled generating plants – which was purchased by Calpine Corporation in 2001. Before forming SkyGen, Polsky co-founded and was President of Indeck Energy Services Inc. In 2002, Polsky endowed a center for Entrepreneurship at the University of Chicago Graduate School of Business which is named after him. In 2016, Polsky was appointed by President Barack Obama as a Member of the United States Holocaust Memorial Council. Polsky holds an MSME Degree from Kiev Polytechnic Institute and an MBA from the University of Chicago.

Tyler Perlman

Real Estate Asset Manager, Skydeck Capital
[email protected] / linkedin 

As Real Estate Asset Manager, Tyler Perlman is responsible for overseeing Skydeck Capital’s real estate portfolio. Tyler has over 8 years of experience across various real estate asset classes and has asset managed portfolios with a gross value of $1 billion and has completed over $300 million in acquisitions, dispositions, and financings. Tyler’s experience specifically includes ground-up and value-add multifamily developments and has worked for several premier developers in Chicago, New York, and South Florida.

A South Florida native, Tyler earned a BA in Economics from the University of Wisconsin-Madison and is a licensed real estate broker in Illinois.

Adam Koszyk

Associate, Skydeck Capital
[email protected] / linkedin 

As an Associate, Adam Koszyk is responsible for sourcing, evaluating, and executing investments, as well as supporting existing portfolio companies. Adam has extensive investing experience across asset classes including public/private equity and venture capital. Prior to joining Skydeck Capital in 2024, Adam worked as an Analyst at Millennium where he covered pharmaceutical and biotechnology companies. Adam also worked as an Associate at Cressey & Company and as an Analyst in Piper Sandler's Merchant Banking group.

A Chicago area native, Adam earned a B.B.A, Summa Cum Laude, in Finance and Accounting from Villanova University.

Paul Zaharia

Associate, Skydeck Capital
[email protected] / linkedin 

As an Associate, Paul Zaharia is responsible for overseeing Skydeck Capital’s real estate portfolio. Paul has extensive experience across multiple real estate asset classes on both the equity and debt side. Prior to joining Skydeck in 2024, Paul worked as a Commercial Real Estate Analyst at Townhouse Partners where he sized complex commercial real estate loans on behalf of bulge bracket investment banks. Paul also worked as an Investment Analyst for Sonder and as an Acquisition Analyst for Varsity Investment Group.

A South Florida native, Paul earned a BS in Accounting from The University of Illinois at Chicago, and a MS in Real Estate from New York University.

Select Portfolio Companies

Skydeck Capital maintains a diverse portfolio of private equity and real estate investments in addition to several opportunistic investments in venture and public companies. While Skydeck Capital was founded in 2013, the Polsky family has been making successful direct investments in private equity, venture and real estate for over two decades.

Select Active Investments

Intelligent reading assistant that listens, assesses, and tutors students

Provider of the #1 solar software to design and sell advanced PV systems

Online lending platform that offers alternatives to its clients with safe financial products

STEM online
learning platform

Leading recruiting platform for hard-to-hire tech roles

Leading supply chain solutions provider

Technology company that provides robotic kiosks for new key duplication, locksmith services

Education platform offering a digital curriculum to engage students virtually or in the classroom

Urgent & Primary Veterinary Care

Innovative credit solutions at the point of sale

Large independent elevator company serving markets in 11 locations nationwide

Physicial Security as a Services (PSaaS) provider

Select Realized Investments

Acquired by Edwards Lifesciences in 2024

Acquired by Teledoc in 2020

Acquired by Nonatum Capital in 2022

Merged with Zirmed in 2018 to form Waystar

Acquired by Sweeping Corp of America in 2021

Acquired by LLR Partners in 2020

Representative Real Estate Investments

morton

The Salt Shed

Mixed-use development of the iconic former Morton Salt Packaging Warehouse in Chicago.

Crown Arts Campus

Creative office campus, spanning nearly 20 acres, located in the Northeast Arts District of Minneapolis.

731 S. Plymouth

Historic building in Chicago’s Printers Row neighborhood which once served as a student dormitory, since repositioned as market rate apartments.

adamslasalle

Adams LaSalle Institutional Apartments

Strategic partnership in the acquisition and management of over 3,000 multi-family unit portfolio following the 2008 financial crisis.

hyde park

Hyde Park Places

Portfolio of three vintage apartments buildings economically priced market rate apartments

shoreham

Shoreham Solar

Acquisition of approximately 150 acres of land on Long Island and leased on a long-term basis to a solar energy project.

720 2

720 N. Franklin Commercial Timber Loft

45k square foot brick and timber building in Chicago’s River North neighborhood.

butler

Murfreesboro Distribution Warehouse

300,000 sf facility on 30 acres of land housing multiple tenants and their warehousing needs.

tannery2

The Tannery Creative Office Campus

15 acre campus of creative office assets located in Milwaukee’s urban core and opportunity zone.

Opportunity Zone Investments

ssp

The Yards

South St. Paul, MN

Opportunity Zone development creating 265 residential units featuring covered parking, dog park, pool, roof deck and more

2020.04.06-NSY-Aerial-Courtyard-View-1024x576

North Side Yard

Stevens Point, WI

Opportunity Zone development bringing 200+ residential units and 30,000 square feet of commercial space to build the next generation Stevens Point

Brio

The Brio Building

Oshkosh, WI

This Opportunity Zone development opened to tenants in 2021. Brio features 60 residential units and is the proud home of the Oshkosh Food Co-Op

Urbane Platform

urbane 210

Urbane 210

Davenport, IA

Opportunity Zone development, which opened in 2021, featuring 60 residential units and 6,600 square feet of ground floor retail space in downtown Davenport

Urbane1220_Exterior1_web

Urbane 1220

Sioux City, IA

Opened in 2022, this Opportunity Zone development brings contemporary living to downtown Sioux City. 56 residential units with multiple floor plans and ground floor retail

Please feel free to contact us and submit investment opportunities fitting our investment parameters.