CoS candidates available now Full-time roles only — no fractional

Hire a Chief of Staff
who's already been vetted.

The right Chief of Staff is a force multiplier for a founder. The wrong one is an expensive distraction. Underdog.io delivers pre-screened, full-time operators with the BizOps, strategy, and startup experience a great CoS hire demands — directly to your inbox every Monday. No retained search. No agency markup.

Start hiring your Chief of Staff → See how it works →
No upfront retainer Pay only when you hire Hand-reviewed candidates only No executive search firm markups
Top 5%
of applicants accepted — only the best reach you
11.5%
per hire — a fraction of retained search fees
50%+
of companies turned away — your brand stays protected
300K+
candidates successfully matched

The challenge with this hire

The Chief of Staff is the hardest
startup hire to get right.

The role is uniquely high-trust, poorly defined, and almost never found through a job posting. The right candidate rarely has "Chief of Staff" on their resume. And the stakes of getting it wrong are higher than almost any other hire — because this person sits at the center of everything.

🔍
Hard to source

The best CoS candidates come from BizOps, consulting, and early startup operator roles — not from "Chief of Staff" title searches. Most hiring managers don't know where to look.

💸
Expensive to get wrong

Executive search firms charge 25–33% of first-year salary — often $40–60K — as a retained fee before you've interviewed a single person. And they specialize in enterprise, not startups.

Fit is everything

A CoS works closer to the founder than almost anyone else in the company. Skills matter less than chemistry, trust, and alignment on how you operate. Resumes alone can't tell you that.

Underdog screens for operator background, not titles. We've built a network of startup operators — with BizOps, strategy, consulting, and early-team experience — who are actively looking for their next CoS or high-leverage leadership role. You get a curated shortlist. You only pay if you hire.

Hiring guide

What to look for when you
hire a Chief of Staff.

The CoS role is uniquely shaped by the executive it supports. But across all strong CoS hires, the same traits show up — regardless of background or title.

Backgrounds that produce great CoS hires
BizOps / Strategy at a startup
Operators who've built the systems and processes that scaled a company. Comfortable with ambiguity, fluent in data, experienced managing up and across.
Management consulting (2–4 years out)
McKinsey / BCG / Bain or equivalent alums who've moved into startup roles. Structured thinkers with strong communication skills and high executive exposure.
Prior Chief of Staff
Someone who's done the role before and wants to do it again — at a different stage or different type of company. Rare, but extremely high signal when you find them.
First operational hire at a startup
Head of Ops, Strategy Lead, or "General Manager of everything" at an early company. They've built from scratch before and know how to move fast without breaking things.
Traits that matter more than background
Anticipatory thinking
The best CoS hires see problems two steps before they surface. They're not waiting to be told what to do — they're already in motion on what needs to happen next.
No ego about the work
A great CoS takes pride in outcomes, not credit. They're comfortable doing whatever the company needs — from board deck prep to vendor negotiations to difficult conversations on the founder's behalf.
Exceptional written communication
Your CoS will write on your behalf, distill complexity into clarity, and represent your thinking in rooms you're not in. Communication is the core of the job.
Chemistry with you
This person will be in your orbit constantly. If the working relationship doesn't feel right in the interview, it won't feel right on the job. Trust your instincts here more than anywhere else.

When to hire a Chief of Staff

Four signs it's time to make this hire.

01
You're the bottleneck
Decisions can't get made without you. Work is piling up not because your team is slow, but because everything requires your input or approval.
02
Your team is misaligned
Different functions are pulling in different directions. There's no one whose job it is to synthesize priorities, resolve conflicts, and keep execution on track.
03
Critical work is falling through the cracks
You have important strategic initiatives — partnership conversations, board materials, hiring plans — that are stalled because no one owns following them through.
04
You need a thought partner
Being a founder is isolating. A CoS who thinks strategically alongside you — and can give you unfiltered perspective — is worth more than most realize until they have one.

How it works

CoS candidates in your inbox.
Every Monday.

No sourcing sprints, no agency calls, no retained search contracts. A curated shortlist of pre-vetted operators delivered directly to you each week — ready to interview.

01
Tell us what you need

Tell us about your company stage, your operating style, and what you need your CoS to own in the first 90 days. Takes 15 minutes. We use it to filter candidates for fit — not just skills.

02
Receive vetted operators

Every Monday, we introduce you to a curated batch of operators who match your criteria. They've been hand-reviewed, they're actively exploring, and they already know about your company before the first conversation.

03
Interview and hire

Request interviews directly through the platform. We handle the introduction — you handle building the relationship. No agency sitting in the middle. No markup on every message.

Start hiring your Chief of Staff →

2025 salary guide

What Chief of Staff hires
cost at startups in 2025.

CoS compensation at startups varies significantly by stage. Here's a realistic breakdown — plus what executive search firms charge vs. what Underdog charges.

Sources: Glassdoor, ZipRecruiter, Ask a Chief of Staff 2024 Salary Report, Exactimo.

Company Stage
Base Salary
Equity
Recruiting Cost
Pre-Seed / Seed
Team of 5–20
$80–120K
0.25–1.0%
$9–14K*
Series A
Team of 20–60
$120–155K
0.1–0.5%
$14–18K*
Series B
Team of 60–200
$155–185K
0.05–0.25%
$18–21K*
Series C+
Team of 200+
$180–230K+
0.01–0.1%
$21–26K*

* Underdog.io placement fee at 11.5% of first-year base salary. No retainer. No exclusivity. Pay only when you hire.

Executive Search Firm
25–33%
of first-year salary, typically paid as a retained fee before interviews begin. On a $150K CoS: $37K–$50K upfront. Often with exclusivity requirements.
Underdog.io
11.5%
of first-year salary, pay-per-placement only. On a $150K CoS: $17.25K. No retainer. No exclusivity. Zero cost if you don't hire.

How we compare

Not a retained search.
Not a job board.

There are a handful of ways to hire a Chief of Staff. Here's an honest look at what each approach actually costs — in time, money, and quality.

Job Board
CoS Recruiter
Exec Search Firm
Underdog.io
Pre-vetted candidates
No upfront retainer
~
Fee under 15% of salary
~
Startup-specific network
~
No resume sorting required
First candidates within 1 week
~

Companies in the network

Startups that hire through
Underdog.io.

Every company in our network has been reviewed and approved. No staffing firms. No agencies. Just growing startups who need great operators.

Bland
Capital RX
Hippocratic AI
True Link Financial
Eight Sleep
Teamshares
MoneyLion
Gemini
Parachute Health
Prismatic

Pricing

Transparent pricing.
No retainer. No surprises.

A retained executive search firm charges 25–33% of first-year salary — often $40K+ before your first interview. Underdog is different in every way.

Pay Per Placement
11.5%
of first-year salary, per hire
Free access. Pay only when you hire. No contract, no retainer, no exclusivity.
Most popular
Premium
$850/mo
+ $6,500 per hire
Annual contract. Significant savings per hire for teams making multiple business hires.
Unlimited Hiring
Custom
annual subscription
Hire as many people as you need for one flat annual price. Best for high-growth teams.
View full pricing details →

Common questions

What founders ask before
hiring a Chief of Staff.

How quickly can I hire a Chief of Staff through Underdog.io? +
What backgrounds do your Chief of Staff candidates have? +
How is this different from an executive search firm? +
When is the right time to hire a Chief of Staff? +
Do I pay if I don't end up hiring anyone? +
Chief of Staff vs. COO — which do I need? +

Ready to hire

Your next Chief of Staff
is already in
our network.

Pre-vetted operators with the background, mindset, and startup experience a great CoS hire demands. Introduced directly to you — no agency, no retainer, no wasted interviews.

Start hiring your Chief of Staff →
No retainer required Pay only when you hire First batch within one week