Job Description

Job Description

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

• Then, after sending your email, text your last name followed by the word DONE (in all caps) to my cell.

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