Jobs / Marketing Technology & AI Automation Freelancer/Consultant / applicant #12
Jordan Whitfield
for Marketing Technology & AI Automation Freelancer/Consultant · evaluated June 12, 2026 · google/gemini-3-flash-preview
Fit summary
Jordan is a high-caliber consultant-builder hybrid with 13 years of experience, including 9 years at Deloitte and current work as an AI Engineer. He possesses deep expertise in LLM pipelines (ChatGPT/Claude), Python, and CRM workflows, which aligns perfectly with the technical requirements for AI automation. While he lacks direct Bullhorn and staffing industry experience, his extensive Salesforce background and professional consulting pedigree make him a strong candidate for scaling operational infrastructure.
Why this score
The score reflects Jordan's elite technical and consulting background, specifically his hands-on experience building LLM-powered workflow automations and managing large-scale CRM programs. He loses points for lacking direct Bullhorn experience and staffing industry exposure, which are listed as 'Bonus' but highly relevant for this specific role. His rate is at the top of the range, and his availability is limited to 10-15 hours per week, which may impact the speed of execution for a 'fast-moving' project.
The score grades on
- Proficiency in AI/LLM workflow automation (ChatGPT, Claude, APIs)
- Experience with CRM/ATS systems and operational scaling
- Consulting and stakeholder management capabilities
- Technical execution skills (Python, APIs, Prompt Engineering)
The score does NOT grade on
- Culture fit (requires interview)
- Specific LinkedIn automation tool familiarity (not explicitly detailed in resume)
- Long-term availability beyond the stated 10-15 hours
Suggested next action
screen further
Jordan is a top-tier technical talent, but we need to confirm his willingness to work within the Bullhorn ecosystem and ensure his 10-15 hour availability aligns with our project timelines before full submittal.
Decision support only. A recruiter reviews every recommendation.
Strengths to highlight to the client
- Dual-threat: High-level strategic consultant (Deloitte Manager) and hands-on AI Engineer
- Proven track record of building LLM pipelines that reduce manual work by 60%
- Deep expertise in CRM data management, deduplication, and workflow optimization
- Exceptional communication skills and experience managing executive stakeholders
Risks to discuss internally
- No direct experience with Bullhorn ATS; will require a learning curve on the specific platform
- No prior exposure to the staffing and recruiting industry nuances
- High hourly rate ($120/hr) compared to typical freelance market
- Limited bandwidth (10-15 hours/week) may slow down project milestones
Missing information to clarify
- Specific familiarity with Make.com or Zapier (resume focuses on custom Python/API builds)
- Experience with LinkedIn-specific automation or social selling tools
- Willingness to perform 'lower-level' tasks like manual data cleaning if automation isn't feasible
Client submittal summary
Jordan is a premier candidate who brings a rare combination of Big Four consulting leadership and modern AI engineering skills. Currently a Senior AI Engineer at a startup, he specializes in building LLM pipelines that automate complex back-office operations. With 9 years at Deloitte managing Salesforce and operations programs, he is uniquely qualified to architect PEG's automation infrastructure and CRM workflows. While he is new to Bullhorn, his deep Salesforce expertise ensures a rapid transition. Jordan is a polished, execution-oriented partner who can translate your business goals into scalable technical systems.
Tailored interview questions
- How would you approach mapping your Salesforce workflow experience to a Bullhorn ATS environment?
- Can you describe a specific LLM automation you built that handled unstructured data and what the 'human-in-the-loop' process looked like?
- Given your 10-15 hour availability, how would you prioritize our needs for CRM cleanup versus building new AI social selling tools?
- What is your experience using no-code tools like Make.com or Zapier versus writing custom Python scripts for integrations?
ATS tags
Resume text (from Jordan-Whitfield-Resume.pdf)
JORDAN WHITFIELD Chicago, IL | (312) 555-0164 | jordan.whitfield.ai@example.com SUMMARY Technology consultant turned AI engineer with 13 years of experience. Spent 9 years at a Big Four consulting firm leading CRM and operations technology programs for enterprise clients, then moved to an AI startup building LLM-powered workflow automation for back-office teams. Hands-on with ChatGPT, Claude, Python, and APIs. Experienced presenting to executives and translating messy operational problems into working software. SKILLS AI Engineering: ChatGPT, Claude, OpenAI and Anthropic APIs, LLM workflow automation, prompt design, evaluation Development: Python, FastAPI, TypeScript, React, SQL, REST APIs, GitHub, AWS CRM / Operations: Salesforce administration and workflows, data migration, deduplication, reporting Consulting: Executive stakeholder management, requirements, roadmaps, delivery leadership EXPERIENCE Senior AI Engineer | Cobalt Loop AI, Chicago IL (2024 to Present) Startup building LLM automation for finance and operations teams. - Build LLM pipelines that convert unstructured documents and call transcripts into structured work queues - Shipped an intake triage tool that cut a client operations team's manual review time 60 percent - Own client-facing technical relationships for 3 enterprise accounts Manager, Technology Consulting | Deloitte, Chicago IL (2015 to 2024) Promoted from consultant to manager over 9 years in operations technology. - Led Salesforce CRM implementations and operations workflow programs for insurance and healthcare clients - Managed delivery teams of 5 to 15 across requirements, build, testing, and rollout - Ran executive steering committees and owned engagement budgets up to $6M Business Analyst | Allied Health Systems, Chicago IL (2012 to 2015) Regional health system IT department. - Documented workflows and supported an EHR rollout across 4 hospitals EDUCATION B.S. Industrial Engineering, University of Illinois Urbana-Champaign, 2012.
Screening call notes
Screening call 6/12, 22 min. Jordan is a former Deloitte manager who moved to an AI startup 18 months ago and now builds LLM workflow automation full time. Profile is consultant plus builder: ran Salesforce and operations programs for enterprise clients for 9 years, now ships ChatGPT and Claude pipelines in production. Very polished communicator, used to executive rooms. Interested in part-time freelance alongside current role, can commit 10 to 15 hours per week. Rate expectation 120 per hour, which is at the top of the range. No Bullhorn experience specifically, but deep Salesforce and says ATS concepts map over. No staffing industry clients yet. Based in Chicago, remote only, occasional travel possible. Strong candidate, compare against local options on rate and Bullhorn depth.