GTM Strategy Portfolio 2026

Four ventures. Validated strategies. Clear paths to market.

4
Active Strategies
$1.15M
Total Investment
$8-10M
Y2 ARR Target
8.4/10
Avg Review Score

Board Recommendation: Sequential Execution

Phase 1 (Now): Litebooks

Lower risk, faster validation, direct sales model we control.

  • Investment: $250K
  • Gate review: Month 6
  • Success criteria: 15 firms, 25% conversion, <10% churn

Phase 2 (Month 7+): RiskSense

Contingent on Litebooks validation and BlueChip readiness.

  • Investment: $350K (gated)
  • Requires: BlueChip signed or alternative
  • Founder bandwidth: Must be available

GTM Strategies

Litebooks

Annual accounts for accountants

Ready 8.9/10
Model
Direct to Accountant
Price
$29/entity/year
Target
1,000 accountants
Investment
$250,000
Breakeven
Month 10-12
Lead Offer
Risk-Free Pilot

RiskSense

Security awareness for MSPs

Ready 8.3/10
Model
Distribution Channel
Price
$6.95/seat/month
Target
100,000 seats
Investment
$350,000
Breakeven
Month 14-16
Lead Offer
30-Second Trial

Valyou

Valuation workflow automation

In Development 8.5/10
Model
Direct to Valuer
Price
$36/valuation + $500/mo
Target
50 valuation firms
Investment
$150,000
Breakeven
Month 8-10
Lead Offer
ROI Guarantee

BP2.0

AI-first MSP services

Planning 7.8/10
Model
Direct to Business
Price
$2,500/mo avg
Target
200 clients
Investment
$400,000
Breakeven
Month 12-14
Lead Offer
AI Audit

Capital Deployment Timeline

Period Litebooks RiskSense Valyou BP2.0 Cumulative
Month 1-6 $125K Pipeline only $75K Planning $200K
Month 6 Gate Decision: Review Litebooks validation metrics
Month 7-12 $125K $175K $75K $200K $775K
Month 13-24 $150K (AU) $175K (AU/UK) $75K $200K $1.375M

Discussion Points

Investment Sequencing

Confirm Litebooks-first approach vs parallel execution.

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BlueChip Agreement

Status of RiskSense distribution agreement.

View Details

Founder Bandwidth

How to manage multiple GTMs with limited capacity.

View Plan