AI Systems Engineer ASG HoldCo | Engineering | Fully Remote

Company Description

ASG is backed by Alpine Investors and acquires market-leading vertical SaaS companies, accelerating their transformation into AI-native platforms. Serving industries ranging from behavioral health to transportation to childcare, ASG believes deeply in the power of people and data to grow great organizations, and that sharing knowledge, expertise, and resources across its community of businesses drives exponential growth. ASG has acquired over 60 businesses since its inception in August of 2016. Founders of leading SaaS companies continue to trust ASG to grow their businesses and build even stronger legacies for the future. To learn more, visit www.alpinesg.com.

Job Description

ASG is looking for an AI Systems Engineer to own and scale the AI ecosystem across HoldCo and its portfolio companies. This is a hands-on builder role for someone who thrives at the intersection of AI workflow automation, enterprise integrations, and practical security architecture. This person will be the primary operator responsible for deploying AI tools safely, building agentic workflows that drive real productivity, connecting enterprise systems through integrations, and making sure the whole environment is governed and secure.

You're Excited About This Opportunity Because You Will:

Design, build, and deploy AI-powered workflows and agentic systems that automate high-value business processes across ASG and its portfolio companies.
Own the AI SaaS ecosystem end-to-end - from tool evaluation and vendor selection to configuration, cost management, and ROI measurement.
Architect secure, governed patterns for AI tool usage across the enterprise, including data handling, connector security, access controls, and LLM-specific risk management.
Build and manage identity and access management across the organization, designing secure, least-privilege architectures that scale across multiple companies.
Partner with AI Governance and business leaders to define safe usage policies, translate security concepts into practical guidance, and drive adoption without slowing the business down.
Enable and educate teams across ASG and its portfolio on effective, secure use of AI tools - building a culture of self-service and responsible usage.
Evaluate emerging AI capabilities and tooling continuously, and bring the best ideas into production quickly.

We're Excited About You Because:

You have hands-on experience building AI workflows, agentic systems, or multi-step automations in real production environments - not just experimenting in sandboxes.
You have connected enterprise systems using APIs, workflow automation platforms, or SaaS-native integrations, and you understand how data and permissions move between systems.
You think about security as a builder, not a gatekeeper - you design practical guardrails that protect the business without blocking it.
You've worked with enterprise AI platforms (Claude Enterprise, ChatGPT Enterprise, AWS Bedrock, Azure OpenAI) and orchestration tools (LangChain, LangGraph, CrewAI, MCP), and you understand IAM, data leakage risks, and connector security in enterprise environments.
You communicate clearly across technical and non-technical audiences — you can explain architecture decisions to a CISO and onboarding workflows to an HR team.
You've worked in small, scrappy environments where you owned everything and figured things out without a large team behind you.
You possess a proactive, solution-oriented, problem-solving mindset -- "I'll figure it out."
You thrive in a small, growing, fast-paced, results-oriented environment.

Base Salary Range

The target salary range for this position is ($150,000 – $200,000), and is part of a competitive total rewards package including an annual bonus, employer-paid benefits, L&D stipend and incentive pay for eligible roles. Individual pay may vary from the target range and is determined by a number of factors including experience, location, internal pay equity, and other relevant business considerations. We review all employee pay and compensation programs annually at minimum to ensure competitive and fair pay.

Location

Fully remote. Open to candidates located anywhere in the U.S. Hybrid is optional for candidates based in the San Francisco Bay Area.

A Secure Candidate Experience

All official emails and messages regarding opportunities at ASG, LLC, will come from our alpinesg.com email domain. Please be wary of communications from similar domains that may contain misspellings or slight variations. These could be attempts at phishing or impersonation. ASG will never ask you for sensitive personal information during the hiring process such as social security numbers, banking information or other personal details.