Bearhug Recruiting | CFO Calibration | InspectAI

CFO Search

InspectAI (Flashpoint Portfolio)

Michael Earle
CEO, InspectAI
Hiring Authority
Michael Earle
Suzy Melkonyan-Griffith
Venture Growth, Flashpoint
Investor
Suzy Melkonyan-Griffith

The Mandate

Build and lead finance function at seed-stage physical AI company with ~55 employees across 4 continents. Prepare for Series A/B fundraising. Stand up financial infrastructure from scratch including multi-entity/multi-currency, burn rate management, and board reporting.

Competencies That Matter

Hands-on builder who has scaled finance at growth-stage tech companies, ERP implementation experience (NetSuite), fundraising experience (Series A/B+), M&A due diligence background

Experience Profile

VP-level and above preferred, Director considered as a stretch. 15+ years in finance with at least one zero-to-one build at a VC-backed company. Should have progressed from Controller or FP&A through VP Finance or CFO.

Cultural Indicators

Seed-stage company with high ambiguity tolerance required. ~55 employees across 4 continents means comfort with international complexity and async collaboration. Player-coach who can do the work themselves while building the function. Hardware/physical-world tech experience is a strong plus given InspectAI's AI-powered building inspection product.

Target Geography

Flexible, Boston preferred

Target Compensation Band

$200K–$250K base + 0.75%–1.25% equity (4yr vest, 1yr cliff)

Target Start Date

ASAP

Anja Trost

Anja – Dir. of Finance

STRETCH

Why this profile

Deliberately included as a junior stretch. Director-level with direct sector adjacency in climate tech and building retrofits. Tests whether domain alignment compensates for the seniority gap.

Green Flags

  • Climate tech at Recurve (building energy retrofits, decarbonization programs) is directly adjacent to construction and infrastructure technology
  • PE-backed finance transformation background brings institutional rigor and process discipline
  • Understands government incentive programs and compliance frameworks relevant to physical-world tech companies

Yellow Flags

  • Director-level, not VP or CFO. Significant seniority gap for a CFO title
  • Series A company experience only, hasn't navigated later-stage fundraising rounds or complex board dynamics
  • Smaller team management scope, may need to grow into the strategic advisory role a CFO fills with investors
  • Would need to demonstrate ability to lead investor conversations, not just support them
Bill Dillmeier

Bill – VP of Finance

MID

Why this profile

Tests whether deep SaaS finance fluency translates to a physical-world company, and whether Series B/C fundraising depth offsets a narrower industry aperture.

Green Flags

  • Led Series B and C fundraising processes at a B2B/B2C EdTech platform
  • SaaS subscription metrics and investor reporting discipline
  • B2B/B2C hybrid experience maps to an enterprise plus field deployment model like InspectAI's

Yellow Flags

  • EdTech/SaaS background with no hardware or physical-world tech experience
  • May not understand hardware COGS, manufacturing margins, or physical product unit economics
  • Industry translation risk from pure SaaS to hardware-enabled software
  • Title is VP of Finance, not CFO. Would need to step up to CFO scope including board-level strategic advisory
Peter Belonojko

Peter – CFO

SENIOR

Why this profile

The archetype closest to the full scope of the role. 20+ years building finance at VC-backed startups from zero to scale, with the exact solo-builder profile this stage demands.

Green Flags

  • Built finance from scratch at 5+ VC-backed companies across SaaS, health tech, and hardware
  • Solo-scaled a health tech company's finance operation through a 600% revenue surge without adding headcount
  • NetSuite implementation across multiple companies, which is the exact ERP need at this stage
  • M&A due diligence experience through two successful acquisitions (one by AOL, one by Teradata)
  • Deep familiarity with physical-world and construction-adjacent technology sectors

Yellow Flags

  • Most experience at very early stage companies (pre-revenue to $14M ARR), hasn't led finance at $50M+
  • Career entirely Bay Area based, may have limited appetite for international complexity across 4 continents