Kelley Systems Group Fractional Technology Leadership

Experience

What the work actually looks like.

Long-standing client relationships, most of them running about four years. Client names are kept private here; I am glad to discuss specifics and provide references in a conversation.

Salesforce and Certinia platform ownership for a contractor-heavy services firm

A small internal team supports several hundred field contractors nationwide. I own platform strategy and engage the COO directly on technology questions that reach beyond the platform.

  • Migrated the org from Classic to Lightning
  • Consolidated legacy Process Builder workflows into Flows, improving backend performance across a fragmented environment

Salesforce strategy and advisory to a Chief Revenue Officer

Began as platform work and now reaches technology problems across the business.

  • Extended an out-of-the-box org with custom objects for customer setup
  • Built reporting and dashboards where there had been no visibility
  • Trained users directly to drive adoption

End-to-end management of a business-critical Salesforce environment

  • Custom Flows, Apex development, and Zapier automations
  • Shifted the engagement from reactive requests to proactive roadmap ownership, governance, and stakeholder reviews

Eight years on staff, now a client

Director of Data and Systems for eight years, then retained as a client of this practice when I went independent. Continuing advisory on systems architecture, enterprise AI, and platform strategy.

The company grew from 15 employees post-pandemic to roughly 100, and from $18M to $50M in projected revenue. I was promoted three times across that period and awarded its highest honor in 2022.

Platform and data

  • Proposed and implemented Salesforce end to end, replacing a near-total absence of operational data with real-time reporting across four offices worldwide
  • Migrated years of reservation and revenue history out of accounting spreadsheets into custom objects, making it operational rather than archival
  • Built executive dashboards used in leadership review, and departmental reporting that eliminated the queue of report requests
  • Built 100+ automated Flows, with Apex where declarative configuration could not reach

Teams and leadership

  • Created the business intelligence capability, developed its leader from zero Salesforce experience through Administrator certification, and spun the function off as its own department
  • Developed a junior engineer into the lead now being promoted to Director of Engineering, spinning engineering off as its own department
  • Established an offshore engineering team in Bangalore, traveling there three times to train engineers in person
  • Designed a Salesforce-based QA process that made a structured intern program possible, now staffing 5 to 7 interns at a time

Systems and cost discipline

  • Executed a COO mandate to prevent platform sprawl while the company grew sixfold, consolidating and integrating rather than adding tools
  • Integrated Asana, Slack, Salesforce, and the in-house Rails platform through Zapier to eliminate duplicate entry
  • Built the IT support intake workflow with SLAs and scorecard metrics where no measurement existed
  • Automated the monthly profit-share close so every employee's payout was accurate

AI, applied

  • Led company-wide AI adoption, including an Anthropic enterprise agreement for Claude
  • Integrated AI assistance into Slack and engineering workflows
  • Built a hybrid on-premise and cloud inference stack blending open-weight and frontier models
  • Held IT headcount flat against a workload that would justify a third hire, using AI to absorb the growth instead of adding salary