Outlook Capital Reviews
Chicago, IL · Founded 2007
- Type
- Boutique
- HQ
- Chicago, IL
- Founded
- 2007
- Deal size
- $25M-$200M
- Focus
- Mid-Market, Generalist
- Website
- outlookcapital.com
- Jason EberleManaging Director
Outlook Capital is a boutique headquartered in Chicago, IL and founded in 2007. The firm focuses on Mid-Market, Generalist and typically advises on transactions in the $25M-$200M range. Key dealmakers include Jason Eberle (Managing Director). Read founder-verified reviews of Outlook Capital below, from founders who hired the firm as their sell-side advisor whether the deal closed or not.
What to know about Outlook Capital
Outlook Capital has built its franchise in Mid-Market, Generalist, where founders running a sale process often turn to firms with deep sector pattern recognition. The senior bench, anchored by Jason Eberle, sets the tone for how engagements run from the first call through whatever outcome the process produces. Founders evaluating Outlook Capital typically compare it against other boutique houses with similar sector emphasis.
Deal sweet spot at Outlook Capital sits in the $25M-$200M band. That target range shapes everything: which buyers get the call, how the process is paced, and how the firm allocates senior banker attention. Founders working with Outlook Capital should expect a process tuned to that band; founders far below or above it sometimes find a better fit elsewhere.
Geography matters more than founders expect. Outlook Capital operates out of Chicago, IL, and its strongest buyer-side relationships tend to cluster around that orbit. For sellers running a global process, that can be either an advantage (concentrated relationships) or a constraint (thinner reach in other regions). Founders should ask directly: which buyers have you placed with in the last 24 months, and where are they.
Reviews
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Frequently asked questions
- Who can review Outlook Capital?
- Any founder who hired Outlook Capital as their sell-side advisor and ran an M&A process with them, regardless of whether the deal ultimately closed. How a banker behaves when a deal does not close is just as important as when it does, and both outcomes are welcome.
- Has Outlook Capital been reviewed by founders?
- Outlook Capital appears in the BankerNotes directory. Reviews from verified founders who hired the firm unlock publicly once five founders have submitted ratings. Until that threshold is reached, reviews are pending and not displayed.
- Where is Outlook Capital headquartered?
- Outlook Capital is headquartered in Chicago, IL. The firm was founded in 2007.
- What kinds of deals does Outlook Capital work on?
- Outlook Capital focuses on Mid-Market, Generalist. Typical transaction size falls in the $25M-$200M range.
- Who are the key dealmakers at Outlook Capital?
- Senior dealmakers include Jason Eberle (Managing Director). Founders running a process should expect to interact most with the named partner or managing director assigned to the deal.
- How does BankerNotes verify reviews of Outlook Capital?
- Every review on BankerNotes is submitted by a founder who confirms they hired the firm as their sell-side advisor. We verify the reviewer privately using work email, LinkedIn, and approximate engagement timing. The verified identity is never published. Only the rating, written review, and a generic sector label appear on the public page.
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Last updated: August 10, 2025