Chief Revenue Officer (Equity-Based CoFounder)
- The Wilkinson Firm
- Boston, Massachusetts
- Full Time
What\'s the next ten years of your career worth in real ownership?
The Wilkinson Firm (TWF) is an enterprise workforce strategy and staffing firm with two divisions: HR Advisory for the mental health industry and Premium Hospitality Staffing. A GovCon vertical is emerging across both. Headquartered in NC and Atlanta. We launched in April 2025 and we are now in Year 2 of operations. Three active staffing contracts in delivery. FY26 trajectory $425-525K. Zero loans, zero institutional debt. A healthy valuation already on the table. Defined path to $5M+ over the next 24 months. This is a true ground-floor seat for the right CRO who wants to win together and build something great with us.
This is a partnership role, not an employment role. You join as an LLC member with a defined membership interest. Cross-division CRO membership lives either at the holding-co level or pro-rata across division LLCs, negotiable based on revenue allocation. The membership interest tiers are the headline. Tier 3 (3-8%) grants at hire if you clear a 6-month trial against the 5-gate evaluation. Tier 4 (8-15%, true partner level) progresses at month 18-24 with sustained firm-wide revenue performance. Vesting runs four years with a one-year cliff. Zero institutional debt means no forced dilution from future investor rounds, so your membership stays your membership. Profit distributions flow quarterly, proportional to membership. Direct attribution adds 3-5% override on total firm revenue and 5-10% on revenue you directly sourced.
Role and responsibilitiesYou own revenue across all three lines: HR Advisory (mental health industry), Premium Hospitality Staffing, and the emerging GovCon vertical. You orchestrate the SDR + AE teams in both divisions, manage the VP of Sales (Hospitality) and VP of Business Development (cross-division), partner with division Founding Team leads on go-to-market strategy, and own the firm-wide pipeline + forecast.
What you own- Firm-wide revenue motion across HR Advisory, Hospitality Staffing, and GovCon
- SDR + AE team orchestration across both divisions
- Management of VP of Sales (Hospitality) and VP of BD (cross-division)
- Pipeline architecture and forecast across all three lines
- Marketing-to-sales handoff orchestration
- Revenue operations: HubSpot architecture, reporting, attribution
- Cross-division enterprise account strategy (clients buying from multiple divisions)
- Day 90: Unified pipeline view across all three divisions in HubSpot, revenue forecast operational
- Day 180: $750K firm-wide revenue trajectory established, Tier 3 membership grant landed
- Day 365: $1.5M-$2.5M firm-wide annualized revenue achieved, all three divisions producing
- Month 18-24: $3M-$5M firm-wide annualized, Tier 4 progression on the table
- 15+ years in revenue leadership at services firms, ideally across multiple divisions or business lines
- Track record of taking a services firm from $1M to $5M+ in 24-36 months
- Senior network across HHS, hospitality, or both verticals
- Familiar with cross-division revenue orchestration and shared-services account strategy
- You've made enough money to take a member-grade swing, or you're early enough to bet on yourself
- Comfortable representing the firm at C-suite level
- Former CRO or VP Revenue at a multi-division services firm
- Existing senior relationships in hospitality or HHS
- HubSpot Sales Hub admin-level fluency
- Published thought leadership on services revenue strategy
Tax structure is K-1, not W-2. Self-employment tax applies. Talk to your CPA before signing. The founder takes no guaranteed monthly distributions today either. We share the upside as members.