Top Chicago, IL Software Companies With Best Stability & Growth (1,289)

Strong Revenue Growth: Sales and revenues reached record levels in 2025 and accelerated further in early 2026, including a single‑quarter high. Management also pointed to robust order activity and a record backlog supporting near‑term momentum.

Diversified Revenue Streams: Services revenue expanded meaningfully and more than 1.6 million connected assets reinforce recurring parts and lifecycle engagement. This mix shift toward services and connected solutions adds revenue beyond original equipment sales.

Strong Market Position & Advantage: The company is repeatedly placed first globally in construction equipment and benefits from a uniquely extensive independent dealer network across nearly 200 countries. Leadership in autonomy and a large connected installed base further strengthen its competitive footing.

Strong Revenue Growth: Revenue is accelerating across FY26, with quarterly results rising from roughly $1.4B to about $1.8B and signaling broad top‑line momentum. Management’s outlook continues to point to solid growth into the year.

Innovation-Driven Growth: Cloud and AI initiatives are propelling demand, with Cloud revenue surpassing $1.1B and newer product Collections and Rovo gaining traction. Raised Cloud growth expectations and increasing AI usage indicate that product innovation is translating into adoption.

Customer Loyalty & Retention: Larger, longer commitments are evident as remaining performance obligations expanded materially and customers above $10k in Cloud ARR reached 55,913. These indicators suggest deepening enterprise engagement and stronger visibility into future revenue.

Profitability: Q2 2026 net income reached $3.0B with net interest margin improving to 8.01%, and management cited solid top line growth and strong credit performance. Earnings were up from $2.2B in Q1 2026 and compared to a net loss in Q2 2025.

Strong Revenue Growth: Q2 2026 total net revenue rose 27% year over year to about $15.85B and increased 4% sequentially. Full‑year 2025 total net revenue of $53.4B underscored a larger run‑rate after the Discover close.

Market Expansion: The May 18, 2025 completion of the Discover acquisition added a global payments network and materially expanded card and deposit scale. Management plans to route Capital One volume onto the Discover network in coming years, providing a structural growth lever.

Market Expansion: Public filings and local reporting describe a new regional headquarters and large, automated distribution center in Fort Worth, Texas (about $360 million with city incentives), plus ongoing buildouts at Elmhurst and other hubs. These projects add capacity, extend geographic reach, and include formal job-creation commitments over a multi-year ramp.

Strong Market Position & Advantage: Industry rankings consistently place the company near the top of U.S. MRO/industrial distributors (e.g., MDM MRO Industrial rank No. 3 in 2026), indicating durable scale and competitiveness. Third-party web traffic leadership in its category further signals strong digital demand for its catalog model.

Strong Hiring & Retention: Active postings across operations and leadership roles and reported headcount increases from 2023 to 2026 suggest ongoing hiring to support expansion. Job descriptions explicitly reference staffing for the new Fort Worth regional headquarters and distribution center.

Profitability: Adjusted operating income reached $728M at a 25% margin in Q1 2026, with record adjusted EBITDA and EPS. Guidance points to higher adjusted earnings and margins for 2026 after a beat-and-raise quarter.

Cost & Operational Efficiency: Management is tightening costs and improving monetization, including workforce reductions aimed at boosting efficiency and cash‑flow generation. This discipline underpins stronger operating leverage alongside Rule‑of‑40 focus and margin expansion.

Resilient & Sustainable Growth: Companywide gross profit rose 27% year over year to $2.91B in Q1 2026, led by 38% growth in Cash App gross profit. Full‑year 2026 gross profit guidance was raised to about $12.3B (roughly 19% YoY), signaling continued momentum.

Investor Backing & Capital Strength: Investor backing is evidenced by a $15M seed round in July 2024 from Erie Street Growth Partners to scale hiring, product development, and go-to-market. These resources signal capacity to fund expansion initiatives.

Market Expansion: Geographic reach expanded through the February 2026 acquisition of Dhauz, adding a presence across North America, Europe, and South America and lifting the team to over 100 people. This move reflects an execution phase focused on scaling delivery.

Strong Hiring & Retention: Hiring momentum is visible in multiple senior additions in 2025 and early 2026 (e.g., Chief Growth Officer, Data Engineering Lead, Head of Client Delivery, and a Managing Director) alongside active recruiting pages. Employer recognition by Built In in 2025 and 2026 aligns with an expanding talent base.

Profitability: Net earnings rose to $33.5M in Q1 2026 while adjusted EBITDA and margins expanded, supported by an 8.4% increase in Software Solutions and a higher mix of recurring, higher‑margin products. This points to margin and profit growth even with uneven deal activity.

Future-Ready Strategy: Management underscores a multi‑year shift to a software‑led, recurring model, with Software Solutions rising from 22% of sales in 2019 to ~42% in 2024 and 44.6% in Q1 2026. Guidance highlights converting more activity into contracted, recurring revenue, indicating a plan to sustain growth through cycles.

Healthy Cash Flow: Operating and free cash flow improved in Q1 2026, alongside low gross and net leverage ratios. These trends provide financial flexibility to invest and support the ongoing transformation.

Market Expansion: The company announced entry into the United Kingdom in February 2026 to offer Lombard lending, extending its footprint beyond the U.S. This move indicates growth into new geographies and buyer segments.

Product Line Growth: In 2024 it launched Prism (an AI‑powered document assistant) and the next‑generation Aperture collateral‑management solution, expanding capabilities beyond securities‑only collateral. These releases point to active product development and broader platform coverage.

Strategic Partnerships: A 2024 collaboration with R&T Deposit Solutions will transition its securities‑based loan management clients to Supernova’s platform, and named deployments include Old National Bancorp in 2023. These relationships provide visible adoption signals and distribution leverage.

Strong Revenue Growth: ARR is described as surpassing $100M in early 2026 alongside rapid enterprise adoption, indicating significant top-line acceleration. Coverage around the same period frames this milestone within a broader ramp in demand for legal‑AI platforms.

Investor Backing & Capital Strength: Late‑stage financing includes a $550M Series D plus a $50M extension at roughly a $5.6B post‑money, with new strategic investors such as NVentures and Atlassian. This capital depth is consistently tied to plans for U.S. expansion and faster product and go‑to‑market execution.

Market Expansion: New offices across North America (e.g., New York, Denver, Houston, Chicago; San Francisco/Toronto) and hiring plans accompany scale across 50+ markets. Named firmwide deployments and a high‑visibility Chelsea FC partnership signal widening geographic reach and brand presence.

Investor Backing & Capital Strength: The August 2025 agreement for Blackstone to acquire the company at a multibillion‑dollar valuation signals strong sponsor support and financing capacity for continued scaling. Subsequent 2026 references to Enverus as a Blackstone company reinforce available capital during its expansion.

Product Line Growth: New analytics and AI offerings—such as Investor Analytics (April 2025), Enverus AI (late 2025), and the Enverus ONE platform (2026)—indicate continued investment in the product stack and addressable workflows. These launches extend coverage from core upstream into power markets and AI‑enabled execution.

Market Expansion: Acquisitions spanning utility design (Spatial Business Systems), grid interconnection (Pearl Street Technologies), upstream operational exchanges (PDS platforms), and subsurface data (A2D well log library) point to expansion across upstream, power/renewables, and utility engineering workflows. Company materials also highlight a broad global customer footprint across many countries.

Strong Revenue Growth: Revenue is reported at $463.6M for 2024 in SEC filings, with third‑party trackers estimating roughly $1.04–$1.06B for 2025, indicating a sharp acceleration. Together these datapoints point to rapid top‑line momentum heading into 2026.

Market Expansion: The company launched a trading platform for sophisticated individual investors on iOS, Android, and web on May 14, 2026, extending beyond its institutional prime brokerage base. This move illustrates ongoing product and segment expansion.

Investor Backing & Capital Strength: Capital access is evidenced by the Series B expanded to $435M (2022–2023) and additional senior notes issued in January 2026, bringing the 2030 notes to $300M. A June 2026 credit review of $400M in senior unsecured notes cited continued strength in core financing and prime brokerage operations.

Innovation-Driven Growth: New capabilities across credit, AR, and collections—such as the AR Command Center (2025), Instant Decision Manager (2024), and AI‑assisted cash application (2025–2026)—indicate sustained product investment. Expanded automation in 2026 and ongoing feature releases point to an active roadmap.

Strategic Partnerships: Integrations with Plaid for bank verification, GIACT for ACH fraud prevention, Cobalt for IRS TIN verification, and Avalara for tax compliance suggest deliberate ecosystem expansion. Continued conference presence through 2025–2026 reinforces market engagement.

Diversified Customer Base: The platform is marketed as powering 4,000+ businesses with 500k+ stakeholders interacting annually and serving organizations from SMEs to Fortune 500, indicating breadth across segments. Large processing volumes for invoices, payments, and credit/job requests further reflect wide adoption.

Strong Revenue Growth: Annual recurring revenue is described as growing strongly year over year, with additional momentum noted specifically for cloud ARR into the following period. The trajectory is supported by a rising subscription mix as more of the base moves to iManage Cloud.

Strong Market Position & Advantage: Presence across thousands of organizations, including many top global law firms and major enterprises, signals durable competitive footing. Near‑perfect cloud reliability and deep adoption in core verticals reinforce scale and credibility.

Innovation-Driven Growth: Successive AI releases (e.g., Ask iManage, Insight+, AI Enrichment, Mailbox Assistant) and a focus on governed knowledge for AI are cited as demand catalysts. Platform openness initiatives such as MCP to connect governed content with external AI tools expand upsell and ecosystem opportunities.

Market Expansion: International GPV rose 35% year over year in Q1 2026 while total Square GPV grew about 13%, underscoring traction outside the U.S. and broader seller activity gains. Momentum with mid‑market and food & beverage sellers further reinforces expanding reach beyond the core U.S. base.

Diversified Revenue Streams: Square Financial Solutions (e.g., Square Loans) is cited as a particular strength, with Square segment gross profit up 9% year over year in Q1 2026 (11% excluding hardware). Management also guided that Square gross profit should track GPV more closely in the second half of 2026 as 2025 processing/network items roll off.

Strategic Partnerships: Square is expanding its partner ecosystem and announcing new go‑to‑market wins and enterprise rollouts, which can support seller adoption and retention. Integrations and deployments highlighted in April 2026 updates deepen multi‑product adoption and ecosystem stickiness.

Innovation-Driven Growth: Launches such as the Integrations Marketplace (January 2026) with ongoing updates, along with new capabilities like Beaker and the Action Center, signal sustained product velocity through 2026. These additions aim to speed hiring and broaden connectivity across HR stacks.

Strategic Partnerships: An enhanced integration with Indeed and Gold ATS Partner status (June 2026), plus alliances with AHLA and payroll/HCM partners like UKG and Viventium, expand distribution and solution reach. These ecosystem moves are positioned to widen the top of funnel and deepen adoption in core verticals.

Strong Market Position & Advantage: Multiple G2 Leader badges in Spring/Summer 2026 and continued designation as AHLA’s Leadership Partner underscore visibility and traction in target segments. Auto OEM and dealer-network programs further reinforce category strength in retail automotive.

Product Line Growth: The company launched AI Studio in April 2026, expanding its platform beyond Diary/Live/Recruit toward AI‑moderated research and faster study design. Ongoing updates and added methods (e.g., intercepts, tree testing) point to a broader, more capable product suite.

Innovation-Driven Growth: The 2025–2026 roadmap emphasizes agentic AI across planning, moderation, and analysis, with sustained release cadence and AI‑native positioning. This shift signals an offensive posture to capture emerging demand for faster, AI‑assisted research.

Investor Backing & Capital Strength: A $70M Series C in March 2022 provides multi‑year runway for product and go‑to‑market investment. Absent contrary disclosures, this capital supports continued scaling efforts visible in 2025–2026 activity.

Product Line Growth: Product release notes show regular updates through April–July 2026, indicating continued investment in the platform. New capabilities such as Dynamic Delivery Slots further expand functionality and signal ongoing roadmap velocity.

Strategic Partnerships: The acquisition of Zenkraft deepens a Salesforce‑native footprint and broadens routes to market. Ecosystem moves of this kind reinforce channel reach and integration depth with enterprise stacks.

Resilient & Sustainable Growth: Bringg is characterized as stable to selectively growing with an efficiency focus. Visible enterprise activity, including a 2026 Best Buy case study, coexists with disciplined operational posture.

Strong Revenue Growth: Revenue is rising at a mid‑ to high‑single‑digit pace for full‑year 2025 and accelerated in early 2026, with organic gains supported by core franchises. Growth is led by Morningstar Credit alongside steady contributions from PitchBook and the Morningstar Direct Platform.

Profitability: Operating results show clear momentum into 2026, with strong year‑over‑year increases in operating income and per‑share earnings indicating operating leverage. Margin expansion reflects mix benefits and disciplined execution.

Diversified Revenue Streams: Multiple engines—Morningstar Credit, PitchBook, the Morningstar Direct Platform, and Morningstar Retirement—are contributing to growth rather than a single product or geography. This breadth supports durability even as individual segments cycle.

Healthy Cash Flow: Cash balances increased in early 2026 and management described substantial cash generation, exceeding prior guidance. This liquidity provides flexibility to support turnaround initiatives and selective reinvestment.

Cost & Operational Efficiency: A sizable annualized cost savings program is underway, targeting reductions in stock‑based compensation, general and administrative, and marketing spend. Sequential improvement in adjusted EBITDA and operating discipline indicate early benefits.

Innovation-Driven Growth: App-based order value grew year over year and now represents a larger share of total volume, reflecting traction in a mobile‑first strategy. This shift is positioned to enhance engagement and improve unit economics.

Strong Revenue Growth: Reporting indicates record trading revenue of about $12.2 billion in 2025 and a further record in Q1 2026, alongside estimated EBITDA around $6.5 billion. These results point to accelerating top-line momentum and earnings power.

Market Expansion: Company announcements highlight a new Amsterdam office as a European hub and continued global build‑outs, including Tokyo and a fast‑growing Sydney team. Hiring waves across Asia reinforce a widening geographic footprint.

Strong Market Position & Advantage: Company materials describe roughly 30% U.S. listed options share and execution of about 35% of U.S.-listed retail volume, signaling sustained scale. Moving to self‑clear equity‑options trades underscores platform depth and vertical integration.