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Job description
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. Two divisions today: 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.
Partnership structure (LLC member with profit distributions)
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. Bonus stack: $25,000 at first $1M ARR milestone, $50,000 at $2.5M ARR, $100,000 at $5M ARR.
Guaranteed monthly distributions are the honest read on cash. We’re a startup. Day 1‑90 is $0 while you ramp on revenue attribution + membership vesting. Months 3‑4, $3,000‑$5,000/month activates once first division‑wide revenue uplift is measurable. Months 6‑12, $5,000‑$10,000/month at $750K+ firm‑wide attributable revenue. Year 1 OTE at target performance: $100,000‑$250,000 cash + membership vesting.
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.
About this role
You 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)
What success looks like
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
Who you are
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
Bonus points
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
Partnership due diligence (the selection process)
Initial founder conversation (45 minutes)
Strategic exercise: outline the 90‑day revenue acceleration plan across all three divisions
Reference checks with 3+ professional references
Work history verification
Background check
Credit verification (standard for partner‑level membership)
Membership terms negotiation + LLC operating agreement review
4‑6 weeks first conversation to signed membership agreement.
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Worksite address
chicago, IL, 60290, US
Who can apply
Review the original listing for work authorization, qualifications and employer requirements.