Proven frameworks and honest case studies from experienced entrepreneurs, helping early-stage tech founders go from idea to IPO.

Discover Startup Secrets
  • Home
  • Team
  • Portfolio
  • Startup Secrets
  • Core Community
  • Open Roles
  • 45 School Street, 2nd FL (Boston’s Old City Hall)
  • (617) 303-0064
  • Boston, Ma 02108
  • hello@underscore.vc
Underscore VC
1

The Latest Investment News: Why We Invested in Kaiko, the Leading Provider of Digital Assets Data

  • LinkedIn
  • Newsletter Subscribe
    • This field is for validation purposes and should be left unchanged.
  • Sign In Core Membership
hero

Build your career

at an Underscore portfolio company

companies
Jobs
Search 
jobs
Explore 
companies
Join talent network
Talent
My job alerts

VP of Sales

Goldcast

Goldcast

Sales & Business Development · Full-time
United States · Remote
Posted on May 20, 2025
Apply now

Goldcast is an AI-powered B2B Video Content Platform that transforms marketing by putting video and events at the heart of the customer journey. Thousands of enterprise B2B marketers, from companies like Wiz, LG, Zuora, Microsoft, Workday and Mailchimp leverage Goldcast to more effectively get in front of their audience through events/webinars/podcast, repurpose and create engaging and consumable video content through our AI products, and capitalize on brand authority and intent.

Goldcast was founded in mid-2020 at Harvard Business School. Since then, we have raised over $40mn, built a bi-continental team of excellent teammates. We count 400+ great B2B firms as customers and were recently featured in G2's list of 100 fastest-growing software companies.

About The Role

We’re looking for a Vice President of Sales to lead and scale our sales team. This is a high-impact leadership role for someone who thrives in a fast-moving environment, loves building strong systems and teams, and is excited to shape the future of a company in high-growth mode.

You’ll report directly to our Co-founder and COO, overseeing a team of Account Executives and Account Managers. If you're motivated by developing people, coaching complex deals, and partnering across functions to drive company-wide growth—this could be your next big opportunity.

What You Will Do

  • Grow and Develop a High-Performing Team: Lead and coach a growing team of 10 new business reps (1 Manager for SMB/Mid-Market team) and 4 account management/expansion reps (1 Manager for Account Management team) and 2 solution consultants. Create scalable, repeatable processes that lead to consistent results across new business and customer expansion.
  • Partner Across the Business: Work cross-functionally with marketing, product, and customer success to align on goals and drive go-to-market success.
  • Support Strategic Sales Cycles: Stay involved in the sales process—attend key customer calls, mentor team members, and lead by example through complex sales cycles.
  • Drive Results Through Data: Set clear goals, track performance, and build structured systems to support a healthy sales funnel and reliable forecasting.

What You Will Need

We know that not everyone will meet every qualification. If you’re excited about the role and believe you could be a great fit, we encourage you to apply.

  • 10+ years of B2B software sales experience, including 5+ years leading teams.
  • Experience selling to marketing teams—ideally in marketing or sales tech.
  • Demonstrated success leading teams to exceed quota and revenue targets.
  • Experience closing enterprise deals (up to $500K ARR) with companies of 2,000+ employees.
  • Strong track record in growing and retaining sales talent.
  • Familiarity with managing and expanding existing customer relationships.
  • Strategic thinker who can act decisively and work independently, while also collaborating closely with teammates.
  • Comfortable navigating high-stakes conversations and complex deal cycles.
  • A solutions-focused mindset, ready to work across teams to tackle challenges and seize opportunities.

Compensation:

The total on-target earnings (OTE) for this role is $400,000 - $450,000 (mix of base salary and variable compensation), including a competitive base salary and performance-based incentives. We also offer:

  • A comprehensive benefits package
  • Opportunities for professional growth and leadership development
  • A flexible, supportive remote work environment
  • A team that genuinely values collaboration, trust, and transparency

At Goldcast, we believe that great ideas come from diverse perspectives and backgrounds. We’re committed to building a workplace where everyone feels seen, supported, and empowered to do their best work.

We welcome applicants of all races, ethnicities, genders, sexual orientations, abilities, ages, and backgrounds. If you need accommodations at any point in the hiring process, please let us know.

Goldcast is an equal opportunity employer.
Apply now
See more open positions at Goldcast
Privacy policyCookie policy
  • Home
  • Team
  • Portfolio
  • Startup Secrets
  • Community
  • Discover Startup Secrets
  • 45 School Street, 2nd FL (Boston’s Old City Hall)
  • (617) 303-0064
  • Boston, Ma 02108
  • hello@underscore.vc
  • Explore Our Space
  • Terms and Conditions
  • Privacy Policy
  • Press Kit

This website was designed for accessibility, please flag any challenges you encounter with us.
Underscore VC is a Principles for Responsible Investment signatory and is committed to developing a more sustainable and inclusive global financial system.

  • Terms and Conditions
  • Privacy Policy
  • Press Kit
Web Design by GoingClear