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Job Title: Remote Middle Market Account Executive (
100% Work From Home)
Location:
Remote from Latin America
Position Type:
Full-time
Salary
: $1,900 USD/month base salary + closed deal commissions/bonuses ($150 – $300 USD per closed deal, targeting ~$72K ARR added monthly)
Schedule:
Full-time (US business hours overlap required for power dialing and client demos)
Job Overview
Our Client is a fast-growing property technology (PropTech) enterprise offering an innovative, resident-led event, app, and engagement platform tailored for residential multi-family communities. Dedicated to driving resident retention, reducing turnover costs, and saving operational hours for property management teams across North America, they deliver software and event solutions built to scale. Operating on an account-based growth strategy, they rely on seasoned, multi-threaded B2B sales professionals to secure portfolio-level agreements across mid-market operators.
The Role
Our Client is seeking a strategic, research-driven Middle Market Account Executive to own and expand a named territory of ******* regional and multi-state property management companies (managing 20 to 200 apartment communities / 5,******,000 units). Moving beyond single-community transactional sales, this professional will execute account-based outbound outreach, conduct strategic discovery sessions, deliver high-impact demos, run structured pilot programs, and navigate multi-stakeholder buying groups (VPs of Operations, Regional Managers, Marketing Directors). This role is adecuado for an experienced B2B SaaS Account Executive who excels at building ROI business cases and executing land-and-expand sales motions.
Key Responsibilities
Account-Based Prospecting & Multi-Threaded Outreach
Owns a named territory of ******* middle-market property management companies, conducting account mapping (portfolio size, current engagement stack, key decision-makers) to prioritize quarterly targets.
Executes ***** tailored outbound touches daily across calls, emails, and LinkedIn, sequencing outreach across at least 3 distinct stakeholders per account (Operations, Marketing, Regional Leadership, Ownership).
Leverages referenceable client success stories, industry conference networking, and portfolio-level ROI messaging to secure high-level discovery calls.
Consultative Discovery, Demos & Business Case Development




Conducts ***** discovery calls and product demonstrations per month with multi-property decision-makers, diagnosing core business challenges (resident renewal rates, staff bandwidth, event spend).
Quantifies business impact, building customized financial proposals that tie platform adoption directly to renewal lift and cost savings per community.
Manages multi-stakeholder buying groups through ***** day sales cycles, navigating procurement, legal review, and contract negotiations for multi-property deals ($36K–$72K ARR).
Pilot-to-Portfolio Expansion & Pipeline Hygiene
Structures trial pilots with defined success metrics and clear expansion triggers to systematically convert initial community wins into full portfolio rollouts.
Collaborates with Customer Success during pilot check-ins to monitor adoption signals and drive community expansion targets.
Maintains strict CRM hygiene in HubSpot—logging detailed org maps, community counts, meeting notes, and maintaining accurate weekly pipeline forecasts.
Performance Metrics & Conversions Benchmarks
Candidates will be evaluated against clear operational benchmarks, including:
Daily Output:
***** Outbound Touches ****** Dials) | 5–7 Connects | 4–6 Decision-Maker Conversations | 3–5 New Accounts Researched.
Monthly Output:
1,*****,200 Touches | ******* Dials | ******* Conversations | 12+ Meetings Set | ***** Demos Held | 5–6 Proposals/Pilots Proposed | 2 New Logos Closed ******* Communities Added / ~$72K ARR Added Monthly).
Conversion Benchmarks:
Dial-to-Connect ******%) | Demo-to-Proposal ******%) | Proposal-to-Closed Won ******%) | Pilot-to-Portfolio Expansion (50%+ within 2 quarters).
Primary Success Benchmark:
2 new middle-market logos closed per month and ~$72K in new ARR added monthly, with at least 50% of signed pilots expanding across broader portfolios.
Qualifications, Skills, and Key Competencies
Required Qualifications
B2B SaaS Sales Experience:
2–5 years of full-cycle B2B SaaS sales experience, including at least 1 year selling into mid-market, regional, or multi-location accounts.
Outbound Pipeline Generation:
Proven track record of self-sourcing pipeline through disciplined, account-based outbound activity (50+ touches/day using dialers and sequencing tools).
Multi-Stakeholder Execution:
Experience managing complex, multi-threaded buying groups and navigating ***** day sales cycles without relying on price discounting.
Consultative Selling:




Advanced discovery skills—able to uncover root operational problems, quantify ROI, and build compelling business cases.
Language & Communication:
Elite written and verbal English skills, capable of communicating professionally with C-suite and executive-level property directors.
Discipline & Ownership:
Metrics-first mindset, strong forecasting accuracy, coachable attitude, and high resilience.
Preferred Qualifications
Prior experience in PropTech, multifamily housing, real estate services, or property management operations.
Familiarity with structured sales methodologies (e.g., MEDDPICC, Command of the Message).
Experience utilizing HubSpot CRM, LinkedIn Sales Navigator, Apollo, or ZoomInfo.
Track record of executing land-and-expand strategies or selling into NMHC Top 50 operators and regional multi-family portfolios.z>
Benefits
Competitive Earning Potential:
$1,900 USD monthly base salary + performance bonuses ($150 – $300 USD per closed deal) tied to high ARR multi-property contract closures.
High-Impact Territory:
Ownership of named middle-market accounts with strategic autonomy over land-and-expand sales strategies.
Modern Operational Tech Stack:
Full access to CRM, sales sequencing, power dialer, and intelligence platforms.
100% Remote Infrastructure:
Predictable full-time commitment executed remotely within a high-performance US PropTech sales culture.
Application Disclaimer: Please Read Before Proceeding
To ensure a fair and efficient hiring process, all applications must meet the mandatory requirements listed in the job description.
Voice/Video Recording is REQUIRED
Your application
CANNOT
be considered without a voice or video recording. It must be at least 30 seconds long and in
English
. Submissions in any other language or missing a recording will be
automatically disqualified
.
Mandatory Knockout Questions
Each application includes
knockout questions
designed to verify the minimum qualifications required by the client. If you answer
"NO"
to any of these, you will be
immediately disqualified
from the hiring process for not having the experience requested for the role. Please note that the citizenship question is also a knockout if you answer "YES," as we are only able to hire Latin American talent based in Latin America.
Apply Wisely
To maintain fairness, please apply to
no more than three jobs
and only if you
fully meet the listed qualifications
. Applying to roles you don't qualify for will not improve your chances and may affect future applications.
Check Your SPAM Folder
All important updates will be sent via email, so be sure to check your inbox
and spam/junk folders
to avoid missing any communication.
We appreciate your interest and look forward to reviewing your application!

📌 Remote Middle Market Account Executive (San Pedro Tlaquepaque)
🏢 HireLATAM
📍 San Pedro Tlaquepaque