Job Title: Executive Assistant (Remote) – DwellPro Location: Mostly Remote (Occasional local errands or check-ins may be needed) Job Type: Full-Time Compensation: Up to $72,000 + Sales Bonus Benefits: No insurance or retirement plan offered at this time
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About the Role
We’re DwellPro — a fast-growing home service company known for quality work, strong client relationships, and consistent service. We’re looking for a high-performance Executive Assistant who is tech-savvy, highly organized, responsive, and proactive to help run the day-to-day operations and directly support the business owner.
This is a key role. You will be the right hand of the owner, helping to take things off his plate so he can focus on the highest-level priority: growing the company. If you're someone who thrives on urgency, precision, communication, and ownership — you will love this role.
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Key Responsibilities
Business Operations Support:
· Manage and maintain the owner's business and personal calendar using Google Calendar
· Communicate back to clients quickly via phone, email, and text in a friendly, professional tone
· Handle bookkeeping and data entry in QuickBooks (must be proficient)
· Create/send invoices and estimates using company-specific software
· Maintain accurate records and organized digital files
· Follow up on quotes, appointments, payments, and referrals
· Send summary reports to clients after service visits
· Assist with sales: follow-through, upselling, and client onboarding
· Improve and streamline internal workflows
· Always operate with urgency, responsiveness, and professionalism
Executive / Personal Assistant Support:
· Book travel, appointments, and personal reservations for the owner
· Pay personal bills and track owner’s personal to-dos
· Manage owner’s personal calendar
· Take ownership of tasks that don’t require the owner's direct time
· Anticipate needs and delegate solutions accordingly
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Required Skills & Qualities
You should demonstrate the following:
· Communicates clearly and professionally
· Responds very quickly to all texts, emails, and client needs
· Operates with a strong sense of urgency at all times
· Able to work early mornings, evenings, or weekends when needed
· Willing to work 50–60+ hours/week during company growth
· Highly organized, methodical, and detail-oriented
· Strong verbal and written communication (Spanish a plus)
· Self-starter who doesn’t need handholding
· Handles pressure well and stays focused in a fast-paced environment
· Thick-skinned — can handle direct feedback and high-maintenance personalities
· Persistent with follow-ups, timelines, and accountability
· Proactive, not just reactive — takes initiative
· Works with complete integrity and confidentiality
· Proficient in QuickBooks, Google Workspace (Docs, Drive, Calendar), and spreadsheets
· Tech-savvy — learns new tools quickly
· Confident with light sales activity and client conversion
· Bilingual (Spanish/English) is a plus
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Bonus Experience (Not Required, But Helpful)
· Worked in a handyman, trades, or property management business
· Prior experience supporting a small business owner or entrepreneur
· Startup experience or fast-paced remote environments
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What We’re Looking For
· Bachelor’s degree or 5+ years of executive assistant experience
· High IQ, proven by GPA or a short IQ test
· At least 3 years of full-time work experience
· Strong moral compass and personal accountability
· Growth mindset — hungry to learn and improve
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What We’re NOT Looking For
Please do not apply if you are:
· Lazy – this is a high-output role
· Thin-skinned – we value honest, direct communication
· Full of excuses – we expect ownership, not blame
· Tardy – punctuality is a form of respect
· A complainer – if you see a problem, bring a solution
· Disorganized – details matter here
· Unprofessional – you must represent DwellPro and the owner
· A poor communicator – speed and clarity are essential
· Lacking initiative – this role requires you to lead, not wait
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How to Apply
Please email your resume along with a scan of a handwritten letter (no more than 2 pages) explaining why you’re the right fit for this position. Use the subject line: DP 2025
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