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Updated April 22, 2026

Portfolio 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
TenureYear 1 · 5 mo held · Thesis validation
5+
💰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
TenureYear 3 · 2y 1mo held · Foundations compounding
5+
💰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
TenureYear 2 · 1y 6mo held · Heavy lift
5+
💻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
Portfolio Tenure
Long-hold model — duration in partnership, not time to exit
Charter ImpactYear 1
Invested Nov 20245 mo held
GraphiteYear 3
Invested Mar 20232y 1mo held
hilineYear 2
Invested Oct 20231y 6mo held
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
View all benchmarks