Building revenue
from the ground up.
Flagstick Social operates at the intersection of executive hospitality, sports, and premium experiences — managing the full experience layer that high performers and organizations need but don't have the bandwidth to coordinate themselves.
This engagement exists to build the revenue architecture that makes the business scalable: a defined ICP, a validated go-to-market motion, and a sales infrastructure designed to close and hand off to a dedicated sales resource.
This engagement is built to create the revenue architecture that makes every subsequent sales motion faster, cleaner, and closeable — and positions Flagstick Social for sustainable growth beyond the minimum engagement.
Three months.
One clear arc.
This is an ongoing retainer engagement at $6,000/month, with a 3-month minimum to begin.
- Brand positioning and messaging framework — defining what Flagstick Social is, for whom, and why it wins
- ICP definition and segment prioritization across B2B and B2C
- Service offering rationalization — highest LTV, most closeable entry points
- Competitive landscape and white-space mapping
- Revenue KPI framework and reporting infrastructure
- Kickoff session with CEO to align on vision and validate assumptions
- 30/60/90 day GTM roadmap delivered at close of month
- Outreach infrastructure: sequences, CRM setup, workflow design
- Target account list within defined ICP segments
- Sales playbook and closing process documentation
- Pitch deck and collateral aligned to Month 1 positioning
- Website content and copy direction aligned to brand positioning
- Warm introductions from Cara's network where applicable
- First pipeline opportunities identified and in motion
- Weekly reporting against revenue KPIs
- Iterate on messaging and targeting based on data
- Drive pipeline toward first closed revenue
- Hiring brief for dedicated sales resource
- Revenue engine documentation for internal alignment
- Roadmap for Month 4+ growth priorities
What this
is not.
Clarity on scope protects the quality of the engagement for both sides. The following are explicitly outside the bounds of this retainer.
Note: Capital introductions to Cara's VC and investor network are available as a separate conversation — contingent on a validated go-to-market and proof of early traction.
Built for this
exact stage.
Cara is a fractional revenue executive who has built go-to-market engines across six countries and taken companies from pre-revenue to acquisition — twice in under 18 months. She currently serves as CRO at Magical Teams, where she grew ARR from $30K to nearly $1M in 18 months, built a $4M+ partner-driven pipeline, and is closing the company's first acquisition projected to add $1M ARR.
She specializes in early-stage revenue architecture: getting the design right before the system becomes expensive to fix. Flagstick Social is exactly the type of engagement she was built for.
Simple pricing.
No surprises.
| Engagement | Duration | Total |
|---|---|---|
| Month 1 — Diagnostic & Foundation Brand positioning, ICP, service rationalization, GTM roadmap, CEO kickoff | 30 days | $6,000 |
| Month 2 — Build & Launch Infrastructure, playbook, website direction, pipeline activation | 30 days | $6,000 |
| Month 3 — Test, Optimize & Scale Pipeline to revenue, KPI iteration, Month 4+ roadmap | 30 days | $6,000 |
| Total Minimum Commitment | 3 months | $18,000 |
Payment terms: Month 1 invoiced upon signed agreement. Subsequent months invoiced on the first of each month. Engagement continues month-to-month beyond the minimum commitment.