AI Enablement Associate - The Brydon Group

About The Brydon GroupThe Brydon Group is a Washington, DC-based private equity firm focused on acquiring and growing B2B, B2G, and Healthcare software and services businesses. Our portfolio companies typically generate $1-5M in EBITDA and $5-25M in revenue.The OpportunityThis is a high-impact role for a technically fluent operator who can translate AI capability into real business results. As our first dedicated AI Enablement leader, you will step into an entrepreneurial opportunity to build and lead our AI transformation capability — diagnosing opportunities, building and configuring solutions, and driving adoption across our portfolio companies.You will report directly to the Partner overseeing Portfolio Operations and Value Creation and will work directly with portfolio companies, spending concentrated time at each business to drive meaningful change before transitioning to the next. In some periods you may support two to three companies simultaneously depending on portfolio needs and existing in-house capabilities.This is not a slide-deck heavy role. We are looking for someone who will roll up their sleeves, build capabilities, drive lasting change and impact, and leave every business measurably better than they found it.What You'll DoDiagnose & PrioritizeConduct structured operational assessments at each portfolio company: map workflows, identify manual and repetitive processes, surface pain points, and understand where humans vs. data are driving decisionsPrioritize AI interventions based on ROI potential, implementation complexity, and business readiness — with a bias toward high-impact, MVP solutions to embed change quickly and iterate laterDevelop a clear, actionable roadmap for each company that aligns with management's goals and Brydon's value creation thesisBuild & ImplementConfigure and deploy off-the-shelf AI tools where appropriate; identify gaps where lightweight custom solutions are warrantedIntegrate systems and connect data sources to enable AI workflows (APIs, Zapier-style automation, CRM/ERP connectors, etc.)Build and configure AI-powered productivity tools using platforms such as Claude, custom Claude skills/agents, and similar technologies to enhance job performance across functions (sales, operations, finance, customer success, etc.)Write code as needed — Python scripts, lightweight web tools, prompt libraries, workflow automations — to close gaps that commercial tools don't coverOperate within tight budget constraints; creativity and resourcefulness are requiredDrive Adoption & Change ManagementTranslate technical solutions into accessible, practical workflows that employees at all levels can use confidentlyTrain and coach staff at portfolio companies; build internal champions and reduce dependency on external support over timeCommunicate clearly with CEOs, GMs, and frontline managers to align on goals, surface concerns, and maintain momentumMeasure & IterateDefine success metrics before each implementation and track outcomes rigorouslyFollow up post-deployment to confirm impact, identify friction, and iterateBuild Portfolio-Wide Knowledge & CapabilitiesDevelop repeatable frameworks, process templates, and implementation playbooks that can be systematically deployed across current and future portfolio companiesCodify case examples from each engagement — what worked, what didn't, and why — into a growing library of institutional knowledge that compounds over timeStay current on the rapidly evolving AI landscape: new tools, models, platforms, and use cases — and proactively surface innovations that could benefit the portfolioServe as Brydon's internal AI subject matter expert, bringing best-in-class thinking to every new investment and value creation initiativeEvaluate and manage external AI vendors, consultancies, dev shops, and/or contractors to extend 3rd party capabilities and speed of impactBuild Brydon AI over time, expanding portfolio ops and value creation capabilities and capacity and collaborating across other internal Brydon AI teams and prioritiesRequirementsWhat We're Looking ForExperience3+ years of professional experience, with meaningful exposure to both technology implementation and business operationsBackground in management consulting, strategy, or operations — ideally at a firm that worked with small or mid-market businesses — combined with substantive technical experienceDemonstrated, hands-on experience deploying AI tools in real business environments: not just advising on AI strategy, but building and launching solutions that people actually useExperience managing stakeholders and driving organizational change in companies that weren't asking for itTechnical SkillsProficiency in Python or another scripting language; comfortable building small tools and automations from scratchWorking knowledge of APIs, webhooks, and integration patterns (REST, Zapier, Make, or similar)Familiarity with AI/ML concepts, LLMs, and prompt engineering; experience configuring tools like Claude, GPT, or comparable platforms in applied business contextsAbility to connect disparate systems and data sources without large engineering teamsDegree in Computer Science, Engineering, Information Systems, Applied Math, or a related technical field preferred; equivalent demonstrated experience consideredMindset & Soft SkillsA tinkerer at heart. You build things to understand them, test constantly, and enjoy the process of figuring things outStructured and analytical thinker who can quickly identify what matters in a messy, resource-constrained environmentStrong communicator who earns trust with skeptical operators and non-technical employeesComfortable working in ambiguous, standalone environments with minimal infrastructure or supportCreative problem-solver who finds ways to do more with lessBenefitsCompensation will be commensurate with experience and is expected to range between $150,000 to $250,000 OTEBrydon employees are eligible for paid holidays, health insurance and 401(k) retirement benefitsThis role is located in person, on site - based out of our Washington, D.C. office