---
title: 'Sales Development Representative at Wheelhouse'
canonical: 'https://feeny.ai/job/sales-development-representative-wheelhouse-san-francisco-5gndqkfmy08f'
type: 'job'
last_seen: '2026-09-09'
---

# Sales Development Representative at Wheelhouse

- **Company:** Wheelhouse
- **Location:** San Francisco, CA
- **Work type:** remote
- **Posted:** 2026-06-26
- **Last confirmed live:** 2026-09-09
- **Apply:** https://job-boards.greenhouse.io/wheelhouse/jobs/4709947005

## Job description

The opportunity

Are you an early-career sales professional with a passion for market disruption, determined outreach, and building pipeline from scratch? Have you already developed an outbound discipline you can bring from day one? And are you ready to help an ambitious vertical SaaS company accelerate its growth?

Wheelhouse is seeking a US-based Sales Development Representative to own and expand our top-of-funnel motions. The ideal candidate brings proven outbound experience, a creative yet process-driven mentality, and the ability to hit the ground running — stepping into established systems, making them yours, and pushing them further.

We're looking for someone who thrives in a fast-paced SaaS startup environment and has an early track record of generating qualified pipeline — from cold outreach to booked meetings. You'll inherit a working outbound engine across HubSpot and Instantly, with room to implement new initiatives from day one. You are someone who embraces the phone, spots what can be improved, and takes initiative to drive more meetings and more pipeline.

Success in this role requires a determined, focused mindset, the ability to manage volume without sacrificing message quality, and the drive to turn outreach activity into a consistent flow of qualified meetings. The ideal candidate is a collaborative self-starter who works well cross-functionally, coordinating with AEs and marketing through clear communication and a strong routine — while always looking for ways to improve themselves, their sequences, and our go-to-market motion.

If you're energized by over-performing at a high-talent-density org, while getting in early and growing with us – we'd love to hear from you!

## What you'll be doing

- Book qualified discovery calls for Account Executives — the primary metric you're measured on.
- Run high-volume outbound across email, phone, and LinkedIn — targeting property management companies from cold, engaged, and MQL lists.
- Pre-qualify prospects by verifying portfolio size and PMS integration compatibility before passing to AEs.
- Own the day-to-day operation of our outbound stack across HubSpot and Instantly. Build, manage, and iterate on sequences. Test what works, improve what doesn't, share what you learn.
- Keep CRM data clean and current. Accurate pipeline data matters to the whole team and starts with you.
- Sit in on sales calls and industry webinars to build context and sharpen your outreach over time.
- Collaborate with AEs and marketing on sequencing strategy, messaging, and target account prioritisation.
- Work with leadership to identify and test AI-assisted approaches to improve outreach efficiency and volume — without losing the human touch that makes cold calling work.

## What we're looking for

- 1+ years in an outbound SaaS SDR role.
- Genuinely comfortable cold calling – this works in our industry and you have the conviction to never stop dialling.
- Process-driven and organised. You can manage a high volume of touches across a large list without things falling through the cracks.
- Strong written communicator. Your sequences need to be crisp, human, and worth responding to.
- HubSpot proficiency or equivalent CRM experience. Comfortable using sequencing tools and tracking your own performance data.
- Self-directed in a remote environment. You don't need someone to tell you to make calls — you just do.
- Nice to have: Short-term rental or hospitality background, or genuine curiosity about the space.

## Your first 90 days

- Month 1: Get up to speed on the Wheelhouse value props, the STR industry, and our sales motion. Review recorded calls, and internalise how our best conversations go. You'll begin outreach before the month is out.
- Month 2: Full outbound motion. Live sequences running, calls being made daily, meetings starting to land. You'll have direct support from AEs with real-time feedback as you find your rhythm.
- Month 3: Hitting your meeting quota consistently, iterating on what's working, and starting to develop your own read on the market. By here you're a genuine contributor — not still finding your feet.

Perks and Benefits:

- Competitive salary and equity (OTE $95,000 - $115,000)
- Full medical, dental, and vision benefits for each US employee
- Fidelity 401k available for each US employee
- Unlimited PTO
- Extended & Competitive Benefits plan

About Us:

Wheelhouse is a fintech platform for the $500B+ flex rental space. Most specifically, we enable short & mid-length stay providers with 1 to 100,000+ listings to earn 20%+ more from their rental properties.

In 2021, our target customer segment voted our platform “Innovation of the Year” at the Data & Revenue Management conference. This sentiment is shared by our customers, as evidenced by our platforms low churn and rapidly growing ARPU. In 2022, we closed a significant funding round, with participation from many of the best tech, travel & real estate investors. We’re lucky to have a long runway, low burn, and rapidly growing revenue.

As a team, we enjoy shipping products our customers love, on time or ahead of schedule, while balancing work/life & having fun together. We’re best described as transparent & collaborative, and we strive to set our teammates up for success - both professionally & personally. We’re a remote-first, work-anywhere, and “yes - you should make time for that adventure/vacation” company, who believes that “healthy hustle” is the key to good growth.

We’re experienced business & product builders who have founded multiple companies together, know our category extremely well, and recognize how rare/special it is to be perfectly positioned around a big opportunity with a very strong cross-functional team.

We’d be eager to say hello and learn more about you!

## About Wheelhouse

## Company Overview
- **One-liner**: Wheelhouse is the revenue and growth engine for short and mid-term rental portfolios, using data science and dynamic pricing to help hospitality operators maximize earnings.
- **Entity Type**: Private (Privately Held, last Series A in 2022)
- **Headquarters**: San Francisco, California, United States
- **Founded**: 2014
- **Founders**: Andrew Kitchell (CEO) and John Maus (Co-Founder, Head of Finance and Operations)

## Core Business
- **Primary industries**: Hospitality technology, fintech (rental revenue management), short-term rental software
- **Target customers**: B2B – property managers, short/mid-length stay operators (from single homes to 100,000+ listings), hotels, and corporate housing providers
- **Mission**: *“To help hospitality teams build enduring businesses”* and *“build technology to make sure the businesses that enable a more flexible & connected world can thrive.”*

## Products & Services
- **Dynamic Pricing Engine** (SaaS): Fifth-generation pricing recommendations powered by an in-house PhD data science team; first & only fully-transparent platform that allows mixing rule-based or data-driven strategies.
- **Wheelhouse Navigator** (SaaS): Geospatial insights tool for unlocking new revenue and growth opportunities with customizable data views.
- **Performance Analytics** (SaaS): Reporting tools, A/B comparisons, and portfolio-level dashboards.
- **Wheelhouse APIs** (API): Fully documented APIs providing pricing recommendations, booking scores, market reports, and comp sets for custom integrations.
- **Account Management & Support** (Service): Dedicated onboarding, training, in-house revenue management experts, and 24/7 live chat.

## Market Standing
- **Valuation / Market Cap**: Not publicly available
- **Key Metrics**:
  - Annual Revenue: $7.8 million (LinkedIn estimate)
  - Total Funding: $35.1 million across 4 rounds
    - Series A (2022): $16.0M led by New Enterprise Associates and Highgate Ventures
    - Series A (2018): $15.5M
    - Seed rounds totaling ~$3.6M (2014–2016)
- **Notable Investors**: New Enterprise Associates, Highgate Ventures, Polytech Ventures
- **Growth Signals**: 10,000+ customers, serving 1,500+ markets in 100+ countries; awarded “Innovation of the Year” (2021 & 2023 DARM Product of the Year); headcount grew ~10% YoY to 40 employees; active job postings up 100% month-over-month.

## Competitive Advantages
- **First & only fully-transparent dynamic pricing engine** – customers can audit, export, and adjust every recommendation.
- **Five generations of data science models** – 8+ years of proprietary research led by in-house PhDs.
- **Works with both rule-based and data-driven strategies** – unique flexibility in the market.
- **Deep integrations** – connects to 40+ property management and channel management software.
- **Low churn / high ARPU** – demonstrated customer retention and revenue expansion.

## Strategic Focus
- Continue building the “financial foundation for hospitality” at scale.
- Expand global market coverage (active in 100+ countries, with ability to activate new markets on demand).
- Deepen portfolio management capabilities for large operators (1 to 100,000+ listings).
- Maintain a remote-first culture while scaling the team.

## Why Work Here
- **Remote-first, work-anywhere** – company explicitly encourages time for adventure and vacation.
- **Culture**: Transparent, collaborative, “healthy hustle” with work/life balance. Small, high-impact team (currently 40 people).
- **Benefits**: Ample benefits (details not specified but described as generous); supportive onboarding and training.
- **Tech stack**: Cutting-edge data science, full stack engineering, and a modern API-first product.
- **Growth opportunity**: Fast-growing company with “long runway, low burn, and rapidly growing revenue” – career impact is high.

## Sources
1. [usewheelhouse.com – About Us](https://www.usewheelhouse.com/about-us)
2. [usewheelhouse.com – Careers](https://www.usewheelhouse.com/careers)
3. [usewheelhouse.com – Homepage](https://www.usewheelhouse.com/)
4. [LinkedIn – Company Profile](https://www.linkedin.com/company/usewheelhouse)
5. [usewheelhouse.com – Global Growth Engine](https://www.usewheelhouse.com/?afmc=OPTIMIZE)

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