- Fractional VP of Sales
Driving revenue
without the full-time price tag
Hello There! My name is Sam Winter
I help post-Series A SaaS founders move from founder-led selling to a real team, process, and pipeline—without hiring a full-time VP of Sales.
Typical wins in six months include: improving win rate by 10-20%; doubling pipeline volume, and implementing a repeatable sales process (e.g. discovery > demo >close) that sets sales teams up for success.
I'll build and deliver:
Your Sales Strategy
- Revenue growth planning
- Forecasting and pipeline management
- Sales process design from lead to close
Your Sales
Operations
- CRM optimization and reporting
- Sales metrics and KPI dashboards
- Deal review and cycle analysis
Your Team
- Hiring, onboarding and team structure
- Coaching and performance management
- Compensation planning and territory design
Your Partnerships
- Channel & partner development
- Enterprise and mid-market expansion planning
- Board and investor reporting
I'll generate results like these:
$1.5M
in New ARR in 6 Months — B2B SaaS
Led a complete rebuild of the sales funnel for a Series A SaaS startup, launching outbound campaigns and reworking qualification criteria to drive $1.5M in new annual recurring revenue in under six months.
63%
Increase in Quota Attainment — Cybersecurity
Recruited and onboarded a new sales team (3 SDRs, 2 AEs) for a cybersecurity platform. Introduced a playbook and KPI-driven coaching process, raising team quota attainment from 52% to 85% in one quarter.
28%
Reduction in Sales Cycle Time — Fintech
Streamlined the deal process for a fintech firm by implementing tighter stage definitions, CRM automations, and consistent deal reviews—cutting average sales cycle time from 45 to 32 days.
40%
Increase in SQLs via GTM Alignment — AI/ML Startup
Partnered with marketing and product teams to refine ICP targeting and sales messaging, resulting in a 40% lift in sales-qualified leads and a 20% improvement in win rates for mid-market opportunities.
"Sam helped us go from zero to $1.2M in pipeline in under 4 months."
I'll work with you on a flexible basis:
Transitional Basis
Sales Team Management
If your sales team lacks an experienced leader who can manage people, think strategically and drive results, I will fill the Head of Sales role on a transitional basis.
Cost Structure: Flat fee
Billing: Every 2 Weeks
Minimum Length: TBD
Improve Pipeline and Review Deals
Monthly Basis
If your established sales team has momentum but isn’t meeting its targets, I’ll audit performance and put a plan in place to meet KPIs. Execution included.
Cost Structure: Monthly fee
Billing: Monthly
Minimum Length: TBD
Launch Sales Team & Strategy
Project Basis
If you need someone to build the sales strategy from the ground up, I’m your person. I will build the entire launch strategy, hire the sales team, build a repeatable sales process, create KPIs and dashboards.
Cost Structure: Flat fee
Billing: Every 2 Weeks
Minimum Length: TBD
You'll like working with me:
I’m a hands-on sales leader who works closely with founders and early sales hires to build systems that don’t fall apart after I leave. I’m part strategist, part coach, and fully invested in building momentum—fast.
Trusted
Strategic
Player-coach
focused
Builder-minded
I'll be hands-on with these tools
I've worn a lot of sales hats, too.
Industries and Segments
- Payments
- Software/BSS
- Data Analytics/Data catalog
- Supply chain/reverse logistics
- Insurance/handset insurance
- Insurance/warranties
- Telecom/mobile phones
- E-commerce sites
Companies
- Powertel
- T-Mobile
- Nexus
- eSecuritel
Roles
- VP of Sales
- Director of Sales
- Head of Sales Operations
- Sales Analytics Manager