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.


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. 


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


  • 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 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

Partner, Skydeck Capital / linkedin 

Tim Parker has significant accounting and tax experience serving clients during his stint in public accounting. Additionally, Parker managed the tax and financial reporting process for a private equity backed international manufacturer working closely with management on mergers, acquisitions and strategic divestitures.

In 2015, Parker was recruited to run Polsky Holdings, the family office for the Polsky family. At Skydeck Capital, he is responsible for overseeing all financial functions including oversight and reporting on investments, treasury, asset management, tax planning and compliance.

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

Evan Wood

Principal, Skydeck Capital / linkedin 

Evan Wood has a strong finance background in both family office and institutional operations, previously specialized in launching and operating private equity and alternative asset fund strategies. He has significant experience in both public and private markets, financial reporting, investment evaluation, and asset dispositions. He has been responsible for overseeing audit and tax preparation.

In 2017, Wood was recruited to join Skydeck Capital, where he is responsible for executing the investment functions of the group from sourcing, performing diligence on acquisition opportunities to portfolio asset management. Additionally, he devotes time to building relationships with Independent Sponsors.

An Iowa native, Wood holds an MBA, with distinction, from DePaul University, earned a BBA, with honors, from Drake University, and holds a CPA certification.

Lior Shachaf

Principal, Skydeck Capital / linkedin 

Lior Shachaf has extensive investing experience across asset classes including public and private equity, real estate and venture. Prior to joining Skydeck Capital, 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.

Lior joined Skydeck Capital in 2019 and is responsible for sourcing, evaluating and executing investments, as well as supporting existing portfolio companies.

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 / linkedin 

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

In 2001, Taiber was recruited to run Polsky Holdings, the family office for the Polsky Family. Taiber 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.

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.

Mass Timber is changing the way we build

Security technology solutions
revolutionizing the locksmith industry

Teaching & Learning Online or In-Person

Innovative credit solutions at the point of sale

Independent Elevator Company: Modernization, Installation, Repair and Maintenance

Heart failure monitoring and management platform

STEM online
learning platform

Meals that cook themselves
in our smart oven

Transforming retail consumer experiences and engagement

Urgent & Primary
Veterinary Care

Cloud enabled physical security as a service

Real-time visibility for your entire supply chain

Pioneering proteomimetic medicines

Therapeutics for difficult to treat cancer

Mental Health & Substance Use Disorder Treatment 

Helping banks become more nimble overnight

Representative Real Estate Investments


Salt District

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.


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 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.


Murfreesboro Distribution Warehouse

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


The Tannery Creative Office Campus

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

Opportunity Zone Investments


The Yards

South St. Paul, MN

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


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


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


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.