Principal Executive Recruiter · Boston, MA · Open to Remote

Kyle J.Cabral.

I build executive talent functions from scratch and architect the leadership teams that drive high-growth SaaS companies — from Series A through NYSE IPO. Five years at Klaviyo. 100+ C-suite and Director searches. One function, built entirely from zero.

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93%
Offer Acceptance Rate
vs. 84% national avg
62 days
Avg. Time to Fill
vs. 123-day exec benchmark
100+
Executive Searches
Director through C-Suite
6.7×
Company Growth
~450 → ~3,000 headcount
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Performance Data

By the Numbers.
Five years of Greenhouse data. No rounding.

93%
Offer Acceptance Rate
Across 188 executive offers since Sep 2020. Built on candidate relationships that start months before a search opens.
vs. 84% national avg
62
Days · Avg. Time to Fill
Closing VP and C-suite searches in less than half the 123-day executive search industry benchmark.
vs. 123-day exec benchmark
44
Days · Avg. Time to Hire
From candidate identification to signed offer — at industry average across all levels, extraordinary for C-suite.
Matches all-industry avg
188
Offers Extended
174 accepted. Every search Director level and above, across every function at Klaviyo.
174 accepted · 14 declined
What I Do

Core Expertise.

01
🎯
Executive Search & Closing
Full life-cycle search from Director through C-Suite. 93% offer acceptance rate sustained across 5+ years and 100+ searches at a public SaaS company.
Deep dive →
02
🏛️
C-Suite & Founder Partnership
Trusted advisor to Klaviyo's CEO, co-founders, CPO, and CTO. Board deck ownership. Org design advisory. Talent market intelligence at the executive level.
Deep dive →
03
⚙️
Function Building
Founded Klaviyo's Executive Recruiting function from zero — playbook, knowledge base, onboarding curriculum, and the AI tooling that runs it all.
Deep dive →
04
💡
Compensation Architecture
Own end-to-end executive offer creation. RSU refresh, sign-on, equity acceleration, competing offer strategy. Total Rewards, HRBPs, and FP&A as approvers.
Deep dive →
05
🤖
AI-Native Operations
Building AI recruiting tools since 2022. Slack co-pilot, executive search tracker, wealth creation model. Using AI to do more of the right work, faster.
See the tools →
06
🌍
DEI & ERG Leadership
Founded and chaired Klaviyo's Pride ERG for four years. Built DEI pipeline sourcing strategies for executive slates across underrepresented backgrounds.
Learn more →
Track Record

Leadership Placed.

A selection of the executive and senior leadership hires closed at Klaviyo. Every search led end-to-end — strategy through close.

C-SuiteChief Technology Officer C-SuiteChief Product Officer C-SuiteChief Marketing Officer C-SuiteChief Revenue Officer / President C-SuiteChief Information Officer C-SuiteChief People Officer SVPSVP Total Rewards SVPSVP GTM Strategy & Ops SVPSVP Global Partnerships SVPSVP Product VPVP Engineering — Core Infrastructure VPVP Product VPVP Investor Relations VPVP FP&A VPVP HRBPs DirectorHead of AI DirectorHead of R&D Operations DirectorDirector, Talent Acquisition C-SuiteChief Technology Officer C-SuiteChief Product Officer C-SuiteChief Marketing Officer C-SuiteChief Revenue Officer / President C-SuiteChief Information Officer C-SuiteChief People Officer SVPSVP Total Rewards SVPSVP GTM Strategy & Ops VPVP Engineering — Core Infrastructure DirectorHead of AI
IPO Critical Hire
Chief Technology Officer
One of the most consequential pre-IPO searches. Navigated a highly competitive market, managed full confidentiality, closed against significant FAANG interest.
IPO Critical Hire
Chief Revenue Officer / President
Dual-scope search requiring both revenue generation ownership and executive operational leadership. Closed pre-IPO as part of the leadership team buildout.
Post-IPO R&D Build
VP Engineering — AI & Core Infrastructure
Two of the most technically demanding searches in the post-IPO era, requiring rare combinations of engineering depth, AI/ML credibility, and board-level presence.
New Function
Head of AI + Head of R&D Operations
New function builds with no market comparables. Role definition built in partnership with CTO and CPO before search could begin.
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Technology

AI-Native
Recruiting.

Building recruiting tools with AI since 2022. Not as shortcuts — as a way to shift time toward candidate relationships and strategic partnership.

Built · Slack + Claude
Hiring Manager Co-Pilot
Evolved from a custom GPT to a full Slack-integrated Claude workflow. Hiring managers draft JDs and generate Alignment Guides autonomously.
Built · Claude
Executive Search Tracker
Real-time pipeline visibility across concurrent searches. Powers the CEO-facing dashboards presented at regular leadership reviews.
Built · Claude
Candidate Wealth Creation Model
Models total wealth creation scenarios for executive candidates — RSU packages, sign-on, equity acceleration — used live in offer conversations.
Explore All Tools →
4 Years
Founder & Chair, K-Pride ERG at Klaviyo
Founded and led Klaviyo's LGBTQ+ Employee Resource Group from 2020 to 2024, building community infrastructure, external partnerships, and DEI-focused pipeline sourcing strategies for executive searches. Transitioned leadership to develop new voices within the organization.

eCornell certifications in Diversity & Inclusion, Inclusive Hiring, and ERG leadership.

Let's
Talk.

Open to conversations about Principal and Director-level executive recruiting roles at high-growth SaaS companies.

✉ Kylecabral@outlook.com 🔗 LinkedIn 📄 Full CV