Top Tech Jobs & Startup Jobs in Chicago, IL

Prepare complex partnership and corporate tax returns involving transactional tax matters, reorganizations, basis adjustments, waterfall allocations, multi-state exposure, and 1031 exchanges. Support private equity and family office clients, conduct technical tax research, resolve issues with senior team members, and gradually assume review responsibilities while managing multiple engagements remotely.

Lead go-to-market and revenue generation from zero to initial paying customers. Own positioning, messaging, channel strategy, content, SEO, partnerships, launch execution, and funnel conversion for multiple service lines. Build repeatable acquisition and upsell engine, run experiments, and optimize conversion across signup-to-paid journeys while working directly with the founder. Equity-only founding role, remote-friendly with preference for Kansas City.

General application to match applicants with Launch Institute of Technology training programs in AI, clean energy, and advanced technology. Collects background, interests, and location to determine program eligibility and availability (remote/hybrid varies by state).

Lead and manage full-cycle recruitment across functions and levels. Partner with hiring managers to define hiring strategies, develop sourcing approaches, mentor junior recruiters, optimize recruitment metrics, champion employer branding and candidate experience, collaborate with HR on onboarding and workforce planning, and monitor talent market trends.

We are open to spontaneous applications for talented individuals who wish to join our team. Reach out even if there are no current openings.

Provide remote bookkeeping for US clients: maintain financial records, reconciliations, AP/AR, payroll processing and tax compliance, prepare monthly financial statements and 1099s, organize tax documentation, and communicate with clients.

Supports the marketing team’s digital execution, including uploading and formatting HubSpot web pages, making basic backend and schema updates, conducting SEO audits, and assisting with redirects and internal linking. The intern also supports social media operations across LinkedIn, YouTube, Google Business Profile, and Meta, creates internal communications, organizes digital assets, and provides administrative support.

Design, develop, and maintain scalable Python applications and cloud-native solutions. Architect microservices, containerized deployments (Docker/Kubernetes), optimize cloud infrastructure, build CI/CD pipelines, integrate messaging systems, ensure security and high code quality, and mentor junior developers. Generative AI/ML experience is a plus.

Lead security assessments and controls across cloud-hosted applications, APIs, mobile (Flutter), CI/CD, and infrastructure. Implement and harden shared security tooling (dependency/secret/static/container scanning), review IAM and privileged access, support incident readiness and monitoring, evaluate SRE/recovery changes for security impact, and coordinate remediation with system owners. Establish security policies, automation, and review triggers to integrate practical controls into engineering workflows.

Sell Portside’s cloud-based aviation software solutions to business aviation, airline, and aircraft leasing clients. Responsibilities include prospecting, presenting and demonstrating SaaS products, managing client relationships, collaborating with marketing and product teams on sales strategies, monitoring industry trends, and achieving sales targets. The role is fully remote but requires travel up to 30% of the time.