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Updated April 22, 2026Portfolio Overview
3 active portfolio companies · Red Iron Group — Tech + AI Operating Engagement
Combined Portfolio ARR
$19.1M
Across 3 companies
Value Created (YTD)
$875K
EBITDA + revenue impact
Projected EBITDA Lift
$4.0M
From identified opportunities
Active Projects
12
Across 3 companies
Portfolio Companies
CI
Charter Impact
Charter School Management · Northridge, CA
D
Overall
✓ On Thesis
$8.2M
ARR
23
Clients
3
Active Projects
$1.9M
Proj. EBITDA Lift
Hold Period5mo of 5yr (8%)
💰FinanceB
⚙️OperationsC-
💻TechnologyD
🤝ClientC+
📈SalesD
🔒ComplianceC+
Open
GF
Graphite Financial
Fractional Finance & Accounting · New York, NY
C-
Overall
✓ On Thesis
$4.8M
ARR
45
Clients
4
Active Projects
$980K
Proj. EBITDA Lift
Hold Period2yr 1mo of 5yr (42%)
💰FinanceB+
💻TechnologyC+
📈SalesC+
⚙️OperationsC
🤝ClientB-
🔒ComplianceC+
Open
HL
hiline Services
Finance Operations as a Service · Syracuse, NY
C
Overall
✓ On Thesis
$6.1M
ARR
68
Clients
5
Active Projects
$1.2M
Proj. EBITDA Lift
Hold Period1yr 6mo of 5yr (30%)
💻TechnologyB
⚙️OperationsB-
📈SalesC+
💰FinanceB-
🤝ClientB
🔒ComplianceC+
Open
Operator Capacity
3
Companies
12
Projects
4
Meetings / Wk
0
Reports Due
Next Meeting
COO Weekly Check-in
Charter Impact · 2026-04-24
Cross-Portfolio PatternsAI
Reporting automation opportunity across 2 portfolio companies
Both Charter Impact and Graphite Financial have manual monthly reporting as a top operational pain point. Graphite's automation work (in progress) could be templated and applied to Charter Impact faster.
→ Reuse Graphite Financial's QuickBooks → reporting automation architecture. Estimated 3 week time savings vs. building from scratch for Charter Impact.
Charter ImpactGraphite
CRM adoption risk pattern: COO resistance
Both Charter Impact (James Park) and Graphite Financial had COO-level resistance to CRM adoption. Graphite resolved this by making pipeline review a standing agenda item in the weekly leadership meeting.
→ Apply the Graphite playbook at Charter Impact: add CRM pipeline review to James Park's weekly standup. Assign him as the "CRM accountability owner."
Charter ImpactGraphite
hiline Services: data warehouse architecture is reusable
hiline's data warehouse (BigQuery + Fivetran + Looker Studio) was built for a similar finance ops use case. The schema and pipeline architecture are directly applicable to Charter Impact's buildout.
→ Schedule a knowledge transfer session with hiline's CTO (Megan Park) for Charter Impact's data warehouse planning. Could save 4–6 weeks of architecture decisions.
Charter Impacthiline
Hold Period Tracker
Charter Impact55mo remaining
Invested Nov 20248% elapsed
Graphite35mo remaining
Invested Mar 202342% elapsed
hiline42mo remaining
Invested Oct 202330% elapsed
Charter Impact vs. Benchmarks
Reporting hours per client per month (manual)
Median: 8Best: 1CI: 7.5
Client onboarding time (services firm)
Median: 3.5Best: 0.5CI: 3.5
Gross margin (services model)
Median: 42Best: 58CI: 43.2