---
title: 'Sales Development Representative - VG Sales at Venture Guides'
canonical: 'https://feeny.ai/job/sales-development-representative-vg-sales-venture-guides-boston-rn98dgs7nacx'
type: 'job'
last_seen: '2026-09-05'
---

# Sales Development Representative - VG Sales at Venture Guides

- **Company:** Venture Guides
- **Location:** Boston, MA
- **Employment:** full-time
- **Work type:** onsite
- **Posted:** 2025-04-30
- **Last confirmed live:** 2026-09-05
- **Apply:** https://jobs.gem.com/venture-guides/am9icG9zdDp-V6J6HgaGsDGNrFfBrwux

## Job description

## About the Opportunity -

VG SALES is a venture-led, accelerated, technology sales training program built for competitive, highly motivated, and team-oriented college graduates without prior experience who are pursuing a career in technology sales.  This is a full-time, on-site position at VG SALES HQ at Boston’s TD Garden for training and for work.

Initially screened and interviewed by Matt Gaede at VG SALES, you will be hired by a [Venture Guides Portfolio Company](https://www.ventureguides.com/guided-companies), then you’ll dig into a 6-week, paid program that provides best in class foundational technology sales training and mentorship from the the Venture Guides team and all of the portfolio companies’ Sales Executives and teams of SDRs.

As you complete the sale training program, you will fully transition into your full-time role with the VG portfolio company that hired you in. Our success-driven, proprietary sales education will give you the knowledge and skills to fast-track your path to earning a six-figure income, accelerate your career growth, and build lasting relationships with [Venture Guides](https://www.ventureguides.com/)’ network.

Training Program - With this 6-week training program, you will work to acquire the tools, skills, and techniques that will fuels your long-term career success, including:

- The Leader’s mindset - learn how a successful sales organization grows into a multi-billion dollar business.
- Full-Time Intensive Sales Training - Full-time and dedicated training and coaching from some of the most successful leaders in the industry.
- Infrastructure Software Industry Expertise - Become proficient in the fastest growing and recession proof industry.
- Individual Performance and growth - Visibility into how individual performance will be measured
- 200+ hours of prospecting - 200+ hours of real-world prospecting (cold calls, emails, LI) to build skills that deliver high performance.

SDR Role

- Researching and creating targeted lists of people (prospects) to benefit from your company’s technology.
- Reaching out to identify sales opportunities
- Guide qualified prospects onto the next stage of the sales process by booking a further conversation between the prospect and the company’s Account Executive
- Continuously improve sales development skills and learn the different career paths to create a lucrative future in high-tech sales

What We Seek:

- Curious, inquisitive listener- loves learning new things beyond just the surface level.
- A team player- loves to compete, but also loves to collaborate in a team
- Coachable- able to take constructive criticism and run with it.
- Driven- intrinsically motivated to continually improve, high energy and work ethic.
- Passionate - passionate about the work they do, the impact of their actions, and most importantly the people they work with.
- No prior experience preferred

We are seeking a diverse group of candidates to become Boston’s next sales leaders because diverse teams outperform non diverse ones.

Venture Guides Family of Companies Why work at a Venture Guides company?  Leaders at Venture Guides (VG), a venture capital firm, have a proven track record of success investing in and growing early-stage software businesses into multi billion dollars in value, including LinkedIn (sold to Microsoft - $26.2B), Dynatrace(Nasdaq: DT) ($17.8B), DocuSign(Nasdaq: DOCU) ($14B), Rapid7(Nasdaq RPD)($3.5B), Turbonomic (sold to IBM) ($2B), Archer Technologies(sold $2B+), Solarwinds (NYSE SWI) ($2B), in fact over 80% of VG companies have grown to success, a track record which no other VC firm can beat.

Venture Guides knows the secret to the success behind these multibillion-dollar unicorns was building an exceptionally talented team of employees.  Many of our current sales leaders in our newest startups began their lucrative careers excelling as SDRs in these companies and now opportunities come to them without even applying for the job.  Proving your ability to learn and achieve in VG SALES will open opportunities for you to join our network in one of the coveted positions in Venture Guides newest and fastest growing portfolio companies disrupting the technology industry, including Elastio, env0, ElastiFlow, Memcyco, vibeiq, Odigos, Precog, Compyl, Clarity, IO River, with more to come.

## About Venture Guides

Venture Guides is a Boston-based early-stage venture capital firm managing $477M across two funds. We focus exclusively on infrastructure software and back exceptional founders building foundational technologies—cloud platforms, developer tools, security, compliance, data, and AI infrastructure. We operate on a few core beliefs:

- [Built, Not Born](https://www.youtube.com/watch?app=desktop&v=sgcvFdi01Bs): Great companies—and great investors—are shaped through effort, iteration, and experience. Every strong applicant will come prepared to discuss key takeaways from this video, integrate insights from our website, and clearly demonstrate how these inform and strengthen their candidacy during the interview process.
- Team-Based Investing: We make decisions together and support founders as a team, with focused collaboration.
- High Conviction, High Commitment: We run a concentrated portfolio so we can go deep. Our GP commit is 10x the industry norm—because we believe in what we own.
- Guiding, Not Just Funding: From go-to-market strategy to talent to founder support, we roll up our sleeves and help our companies grow deliberately and decisively.

Venture Guides knows that diverse teams perform better than non-diverse teams and is committed to promoting diversity across all our portfolio companies, which means our team must maintain diversity. As an equal opportunity employer, Venture Guides ensures that all qualified applicants will receive equal consideration for employment without regard to race, color, sex, sexual orientation, gender identity, gender expression, religion, creed, national origin, age, ancestry, disability (physical or mental), medical condition, citizenship, marital status, pregnancy, veteran or military status, genetic information or any other characteristic protected by applicable law. If you are a candidate with a disability, or are assisting a candidate with a disability, and require an accommodation to apply for one of our jobs, please email us at vgrecruiting@ventureguides.com.

## About Venture Guides

## Company Overview
- **One-liner**: Venture Guides is an early-stage infrastructure software investment firm that combines capital with hands-on operational guidance to help portfolio companies achieve positive returns and unicorn status.
- **Entity Type**: Private (venture capital firm, limited partnership)
- **Headquarters**: Boston, Massachusetts, United States
- **Founded**: 2023
- **Founders**: Ben Holzman, Ben Nye, Mo Garad [bostonglobe.com](https://www.bostonglobe.com/2025/04/22/business/venture-guides-office-space-startups-causeway-software/)

## Core Business
- **Primary industry**: Investment management / venture capital
- **Target customers**: B2B – founders and management teams of early-stage infrastructure software startups
- **Mission or purpose**: To provide concentrated, team-based guidance and capital that creates durable, high-growth software companies. The firm’s unique approach has resulted in over 80% of portfolio companies generating positive returns and 45% achieving unicorn status. [linkedin.com](https://linkedin.com/company/venture-guides)

## Products & Services
- **Venture Capital Investment**: Equity funding across early-stage rounds (Seed, Series A) for infrastructure software companies.
- **Strategic Guidance (“Guiding”)**: Hands-on support from former CEOs, CFOs, CMOs, CHROs, and GCs covering marketing, sales, hiring, talent retention, and AI strategy. [ventureguides.com/our-team](https://www.ventureguides.com/our-team)
- **Shared Office Space**: Co-location at the firm’s Boston headquarters (next to TD Garden), where portfolio companies work alongside Venture Guides partners and each other, fostering collaboration and resource sharing. [bostonglobe.com](https://www.bostonglobe.com/2025/04/22/business/venture-guides-office-space-startups-causeway-software/)
- **AI Expertise**: Dedicated AI resident (Nico Herden) who advises portfolio companies on generative AI strategy and applications. [bostonglobe.com](https://www.bostonglobe.com/2025/04/22/business/venture-guides-office-space-startups-causeway-software/)

## Market Standing
- **Valuation/Market Cap**: Not applicable (private investment firm). Latest fund size: **$262.5 million** (Fund II, closed April 2025). [bostonglobe.com](https://www.bostonglobe.com/2025/04/22/business/venture-guides-office-space-startups-causeway-software/)
- **Key Metrics**: 
  - Total assets under management: Not publicly disclosed.
  - Portfolio performance: 80% of companies generate positive returns; 45% achieve unicorn status. [linkedin.com](https://linkedin.com/company/venture-guides)
  - Headcount: 35 employees (+7.5% YoY). [linkedin.com](https://linkedin.com/company/venture-guides)
- **Notable Investors/Partners**: Venture Guides is the investment entity; limited partners not disclosed. Strategic advisors include Corey Thomas (Chairman & CEO of Rapid7) and others. [ventureguides.com/our-team](https://www.ventureguides.com/our-team)
- **Growth Signals**: 
  - Fund II is 21% larger than Fund I, bucking industry fundraising trends. [bostonglobe.com](https://www.bostonglobe.com/2025/04/22/business/venture-guides-office-space-startups-causeway-software/)
  - Rapid LinkedIn follower growth (+46.5% yearly). [linkedin.com](https://linkedin.com/company/venture-guides)
  - Active deal flow (e.g., Compyl $12M Series A, Precog investment in early 2025). [linkedin.com](https://linkedin.com/company/venture-guides)

## Competitive Advantages
- **Team-Based Approach**: Unlike typical VC firms, Venture Guides assigns a multi-disciplinary team of former operators to each portfolio company, providing hands-on guidance in sales, marketing, finance, HR, and legal.
- **Proven Track Record**: 80% positive returns and 45% unicorn rate among portfolio companies.
- **Deep Domain Expertise**: The team has built and invested in companies like dynaTrace, Docusign, LinkedIn, Rapid7, Solarwinds, Sysdig, Turbonomic, and Archer Technologies. [ventureguides.com/guided-companies](https://www.ventureguides.com/guided-companies)
- **Office Co-Location Model**: Sharing space with 11 startups creates a collaborative ecosystem, resource sharing, and informal competition that accelerates growth. [bostonglobe.com](https://www.bostonglobe.com/2025/04/22/business/venture-guides-office-space-startups-causeway-software/)
- **Recognized Talent**: Team members have been listed on the Forbes Midas List of World’s Top Investors. [ventureguides.com/our-team](https://www.ventureguides.com/our-team)

## Strategic Focus
- **Current priorities**: Expand Fund II investments in early-stage infrastructure software, deepen AI advisory capabilities, and grow the co-location office model in Boston. The firm is also hiring across multiple functions to support its growing portfolio. [ventureguides.com/careers](https://www.ventureguides.com/careers)
- **Direction for growth**: Increasing fund size (Fund II at $262.5M) signals capacity for larger and more numerous investments, with a focus on companies building original, contrarian ideas outside of Silicon Valley groupthink. [bostonglobe.com](https://www.bostonglobe.com/2025/04/22/business/venture-guides-office-space-startups-causeway-software/)

## Why Work Here
- **Culture highlight**: Small, collaborative team that actively mentors portfolio companies. Employees work alongside startup founders and experienced VC professionals in an open, engaging environment.
- **Work model**: Hybrid – employees are based in Boston (HQ), with an additional office in Cambridge, and remote team members in Poland and the UK. [linkedin.com](https://linkedin.com/company/venture-guides)
- **Notable perks**: Treadmill desks, prime office location next to TD Garden with panoramic city views, exposure to multiple high-growth startups, and continuous learning from operational and investment experts. [bostonglobe.com](https://www.bostonglobe.com/2025/04/22/business/venture-guides-office-space-startups-causeway-software/)
- **Engineering/product culture**: As an infrastructure-focused investor, the firm values deep technical knowledge, contrarian thinking, and a builder mindset.

## Sources
1. [ventureguides.com/careers](https://www.ventureguides.com/careers)
2. [linkedin.com/company/venture-guides](https://linkedin.com/company/venture-guides)
3. [ventureguides.com/our-team](https://www.ventureguides.com/our-team)
4. [bostonglobe.com](https://www.bostonglobe.com/2025/04/22/business/venture-guides-office-space-startups-causeway-software/)
5. [ventureguides.com/guided-companies](https://www.ventureguides.com/guided-companies)
6. [theorg.com/org/venture-guides](https://theorg.com/org/venture-guides)

## Other roles at Venture Guides

- [Director of PR & Communications](https://feeny.ai/job/director-of-pr-communications-venture-guides-boston-dkxg77yswr0g) — Boston, MA
- [Associate Investor - Venture Capital](https://feeny.ai/job/associate-investor-venture-capital-venture-guides-boston-m40c73d1d6ry) — Boston, MA