- Fractional VP of Sales
Driving revenue
without the full-time price tag
Hello There! My name is Sam Winter
I help founders scale sales teams, shorten deal cycles, and hit targets faster.
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 can help you with
Sales Strategy & Execution
- Revenue growth planning
- Forecasting and pipeline management
- Sales process design from lead to close
Sales
Operations
- CRM optimization and reporting
- Sales metrics and KPI dashboards
- Deal review and cycle analysis
Sales Team Leadership
- Hiring, onboarding and team structure
- Coaching and performance management
- Compensation planning and territory design
Strategic Partnerships
& Expansion
- Channel & partner development
- Enterprise and mid-market expansion planning
- Board and investor reporting
I offer these engagement options
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
I can develop your team and generate results in three months
Great sales leadership isn’t just about closing deals—it’s about building the process, team, and momentum that keep deals closing long after I’m gone.
Trusted
Strategic
Player-coach
focused
Builder-minded
Sam helped us go from zero to $1.2M in pipeline in under 4 months.
Real Results from Sales Leadership Engagements
$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.
Tools I like to use
I've had heaps of experience
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