Fractional CTO for Series B RetailTech & Point of Sale Startups
Navigate the unique challenges of building a RetailTech & Point of Sale company at Series B. Expert technical leadership that understands both multi-product platform and RetailTech & Point of Sale-specific requirements.
Typical Funding
$15M - $50M
Team Size
50-150 people
Revenue
$10M - $30M ARR
Runway
36-48 months
What RetailTech & Point of Sale Companies Need at Series B
Technical Priorities
- Expand RetailTech & Point of Sale platform to new markets or segments
- Lead engineering org with specialized RetailTech & Point of Sale teams
- Optimize RetailTech & Point of Sale infrastructure for efficiency and cost
- Build data platform for RetailTech & Point of Sale insights and ML
- Establish thought leadership in RetailTech & Point of Sale technology
Industry-Specific Focus
- POS systems
- Inventory management
- Customer analytics
- Mobile apps
- Payment processing
Why RetailTech & Point of Sale at Series B is Different
RetailTech & Point of Sale companies at Series B face a unique combination of challenges. While Series B companies focus on multi-product platform, RetailTech & Point of Sale adds complexity through GDPR requirements, POS systems technical needs, and industry-specific competitive dynamics. Our fractional CTOs understand both dimensions and help you navigate this intersection efficiently.
Challenges We Solve for Series B RetailTech & Point of Sale Companies
Series B Challenge
Coordination overhead with 100+ engineers slowing down product development
Series B Challenge
Platform can't support diverse product needs across customer segments
RetailTech & Point of Sale Challenge
POS systems at Series B scale
RetailTech & Point of Sale Challenge
Inventory management at Series B scale
Technical Leadership Gap
Finding CTO-level expertise who understands both Series B dynamics and RetailTech & Point of Sale regulations/requirements
Resource Constraints
Balancing RetailTech & Point of Sale compliance requirements with Series B budget and timeline constraints
RetailTech & Point of Sale Compliance at Series B
RetailTech & Point of Sale compliance is critical at Series B. We help you achieve and maintain necessary certifications while scaling your engineering organization.
Stage-Specific Compliance Priority
Maintain and expand compliance certifications. Consider additional frameworks like SOC 2 for global expansion.
RetailTech & Point of Sale Benchmarks for Series B
Tech Budget
$1.1M-$2.5M/month
Typical monthly tech spend at Series B
Team Size
50-150 people
Engineering team size for Series B
Time to Market
6-12 months
Typical development cycle at Series B
What Investors Expect from Series B RetailTech & Point of Sale Companies
Technical Requirements
- RetailTech & Point of Sale-appropriate architecture and security measures
- Compliance roadmap for GDPR
- Scalable tech stack proven in RetailTech & Point of Sale companies
- Clear technical roadmap aligned with Series B milestones
- Strong engineering team or hiring plan
Key Metrics
- Product velocity: Consistent feature releases
- RetailTech & Point of Sale user engagement and retention metrics
- System reliability: 99%+ uptime for production systems
- Security posture: Zero critical vulnerabilities
- Technical efficiency: Cost per user or transaction
Our Approach for Series B RetailTech & Point of Sale Startups
Stage Expertise
Deep understanding of Series B dynamics: Multi-Product Platform, Global Scale.
Industry Knowledge
Proven experience with RetailTech & Point of Sale compliance, tech stacks, and best practices.
Network Access
Connect with vetted RetailTech & Point of Sale engineers, advisors, and technical partners.
Success Story
Series B enterprise platform, 120 people, $45M raised, $18M ARR, expanding to multiple product lines and international markets
Challenge
CTO (promoted from VP Eng) struggling with strategic challenges while managing day-to-day. Engineering org of 65 can't support 3 different product lines efficiently. Each team building redundant capabilities. Infrastructure costs at $85K/month growing faster than revenue. Enterprise customers in EU requiring data residency. Board pushing for $50M ARR in 18 months requiring 2x engineering productivity.
Solution
Fractional CTO engaged as strategic advisor to CTO and board technical observer. Key initiatives over 24 months: 1) Defined platform strategy extracting common capabilities (auth, billing, notifications, integrations), 2) Created platform engineering team building internal developer platform, 3) Restructured org into product divisions with shared platform services, 4) Led FinOps initiative reducing infrastructure costs 40% while improving performance, 5) Designed multi-region architecture for EU/US data residency, 6) Coached CTO on strategic thinking and executive presence, 7) Recruited 3 senior directors to build leadership bench, 8) Established architecture review board and technical strategy process, 9) Built ML platform supporting AI features across products.
Result
Scaled from $18M to $62M ARR in 24 months with engineering org of 135 (vs. planned 180 - higher productivity). Platform reduced time-to-market for new products from 9 months to 6 weeks. Infrastructure costs decreased from $85K to $72K/month despite 3.5x growth (improved unit economics). Successfully launched in EU with compliant data residency. Three product lines on shared platform with consistent capabilities. CTO promoted to Chief Product & Technology Officer. Engineering NPS improved from 6.8 to 8.4. Raised $80M Series C at $850M valuation with strong technical diligence.
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