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Maya Brianna Freeman

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Co-founder & COO at Hollow Pay · Developer tooling · open source, developer tools

Works at
Hollow Pay
Location
San Jose, CA · PT (UTC-8)
Experience
13+ years experience
Education
Stanford GSB
Languages
English
HiringRaising
Message Connect

Overview

Co-founder & COO of Hollow Pay, working on developer tooling. Previously built and sold a small developer tooling company. Before that: eBay and Disney. Marathoner (7 so far).

Good reasons to reach out
  • Candidates for the role I'm hiring for
  • Investors who back our stage and sector
  • Working sessions on developer tools
  • Speaking or podcast invitations
  • Early customers and design partners
Please don't message about
  • Crypto token projects
  • Paid accelerator offers
  • Unpaid work or spec projects

Travels often; replies within 48 hours

Skills
SaaSdeveloper toolsopen sourceproductcommunityRust
HiringHiring for a role
closes in 3 months

Hiring our first account executive at Hollow Pay - San Jose

Role
Account executive
Level
Senior
Type
Full-time
Work mode
On-site
Compensation
$183k-$229k + equity
Team
Founding team, 9 people
Start
Within two months
Must have
A record of closing B2B deals Experience selling to the buyers we sell to Comfort with ambiguity
Process
Decision within 10 days

Comp $166k-$310k. Three interviews over a week. Message me with one thing you shipped that you're proud of.

San Jose, CAcommunitysaasrust
Open
RaisingRaising capital
closes in 3 months

Series B round open - field-service scheduling for schools in tier-2 cities, 3 enterprise pilots

Stage
Series B
Raising
$2M
Instrument
SAFE
Committed so far
Opening the round now
Lead investor
Looking for a lead
Traction
3 enterprise pilots after 20 months
Use of funds
18 months of runway to Series A milestones

3 enterprise pilots after 20 months. Looking for investors who know marketplaces and can help with hiring.

San Jose, CA · remote OKcommunitydeveloper toolsrust
Open

Experience

  1. Co-founder & COO
    Jun 2025 - Present
    Hollow Pay · 1 yr 5 mo · Full-time · San Jose, CA
    • Raised $30 million across 2 rounds.
    • Grew the team to 29 people across 2 countries.
  2. Sales Manager
    Oct 2022 - Jun 2025
    eBay · 2 yr 8 mo · Full-time · San Jose, CA
    • Closed 150% of quota two years running.
    • Built the channel team from 4 to 32 reps.
  3. Sales Manager
    Dec 2019 - Sep 2022
    Disney · 2 yr 9 mo · Full-time · San Jose, CA
    • Closed 246% of quota two years running.
  4. Sales Manager
    Dec 2017 - Oct 2019
    General Motors · 1 yr 10 mo · Contract · San Jose, CA
    • Closed 135% of quota two years running.
  5. Enterprise Account Executive
    Mar 2014 - Dec 2017
    Robinhood · 3 yr 9 mo · Full-time · San Jose, CA
    • Closed 167% of quota two years running.

Projects

Developer tooling benchmark
2026

Reproducible benchmarks comparing product and community on real workloads.

References

No references yet.

Education

  1. Stanford GSB
    MBA, Business Administration
    2007 - 2009
  2. University of Wisconsin–Madison
    BS, Economics
    2001 - 2005

Details

Compensation expectations
What they are targeting for their next role.
Visible to connections
Direct contact details
Direct email and a scheduling link.
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