Blake MyersBuilt to deploy
Customer-facing operations and AI deployment leader with 7+ years turning complex technology into measurable business outcomes. From $3.6M in revenue impact to shipping AI agents in production — I make things stick.
Where I've been.
What I built there.
Joined as an early ops leader at a factoring and financial services platform for truckers. Led a full-company pivot to AI-powered dispatch in late 2025.
- →Redesigned factoring buyout workflow end-to-end — identified gaps and built product tooling framework for edge cases
- →Built a 3-person CX team driving monetization (loadboard + FMCSA data targeting) and retention (customer value scoring model)
- →Scaled team to 7 members, generating $750K+/month in revenue
- →A/B tested onboarding flows from 25% toward a 40% conversion target
- →Built and deployed AI agents at TruckSmarter that automated carrier onboarding and retention workflows end-to-end — managing timelines, stakeholder alignment, and adoption from initial rollout through live production use.
Results you
can measure.
What I bring.
Every single time.
AI Deployment & Adoption
Built AI agent workflows using Retell AI, wrote and evaluated LLM prompts, and developed Python API integrations at TruckSmarter. Experience spans scoping AI solutions with engineering, piloting with real users, and operationalizing them into repeatable workflows — not just deploying, but making them stick.
Revenue & Business Impact
Delivered $3.6M in net revenue and a 2.3-point NPS improvement at Uber Freight. Built a customer value scoring model and data-driven targeting system at TruckSmarter that helped scale revenue to $750K/month. I tie operational decisions directly to business outcomes.
Cross-Functional Execution
Have served as connective tissue between product, engineering, sales, and customer success at every company I've joined — often without direct authority. I translate technical work into stakeholder narratives, and customer pain into product specs engineering can actually build.
Ops & Analytics Infrastructure
Built from scratch: SQL + Python + Tableau reporting stacks, Salesforce configurations, SOPs, A/B testing frameworks, Customer.io lifecycle sequences, and BPO team playbooks. I scale operations through automation and tooling — not by adding headcount.
Let's build
something great.
I'm open to new opportunities in AI deployment, product operations, and implementation leadership. If you're building something ambitious, let's talk.
blake.myers1515@gmail.com · (312) 898-2128 · Chicago, IL