Proposal Writer - (1099, FullTime) - RSI Security

Proposal Writer - (1099, FullTime)

Remote

Contracted to Full Time

RFP (Sales)

Experienced

WE ARE HIRING
Proposal Writer

Location: Remote
Department: Sales & Growth
Reports To: Proposal Manager
Employment Type: Full-Time (W-2) or Contract (1099)

About Us
RSI Security is a leading cybersecurity compliance firm helping organizations navigate complex security requirements. We deliver assessment, advisory, and technical testing services that enable clients to achieve compliance, reduce risk, and strengthen their security posture.

Position Summary
RSI Security is seeking a Proposal Writer to support our Sales & Growth team. This role focuses on developing clear, compliant, and compelling responses to RFPs, RFIs, and other proposal requests. The Proposal Writer will collaborate closely with subject matter experts, sales leadership, marketing, and design teams to communicate RSI’s value proposition and improve proposal quality and win rates.

This position may be engaged as a full-time W-2 employee or a 1099 contractor, depending on candidate availability and engagement preference.

What You’ll Do

Manage assigned proposals from analysis through final delivery, ensuring compliance with client requirements and alignment with RSI capabilities
Analyze solicitation requirements and conduct research to strengthen proposal messaging
Draft and refine content including executive summaries, scopes of work, case studies, staff resumes, and pricing narratives
Contribute to reusable proposal content libraries, templates, and best practices
Coordinate with subject matter experts, sales leads, and leadership to validate technical information and proposal strategy
Ensure all deliverables are accurate, polished, and delivered on schedule
Collaborate with designers to translate technical concepts into clear visuals and infographics

What You’ll Bring

2–5 years of proposal writing experience, preferably in B2B technical, cybersecurity, or consulting environments
Bachelor’s degree in English, Communications, Journalism, or a related field (or equivalent experience)
Exceptional writing, editing, and communication skills
Strong organizational skills and ability to manage multiple deadlines in a fast-paced environment
Proficiency with Google Workspace and document collaboration tools
Experience with cybersecurity, compliance, or IT consulting proposals
Familiarity with public sector procurement (SLED/Federal) is a plus
Experience with CRM or proposal tracking systems such as HubSpot or Monday.com
Awareness of EOS (Entrepreneurial Operating System) terminology is helpful
APMP or Shipley training/certification is a strong plus

Mindset We Value

Delivering polished, compliant, and client-focused proposals that drive results
Continuously improving proposal processes, templates, and resources
Translating complex technical concepts into clear, persuasive messaging

What We Offer (for W-2 Employees)

Competitive salary with annual bonus eligibility
100% remote work environment
Collaborative, humble, and supportive team culture
Professional development and certification opportunities
Opportunity to contribute to a mission-driven cybersecurity company

Compensation structure and terms for 1099 contractors will be discussed during the engagement process.

Learn more at www.rsisecurity.com or visit our Careers Page.

Equal Employment Opportunity
RSI Security is an Equal Opportunity Employer. All qualified applicants will be considered without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or other protected characteristics. Reasonable accommodations are available upon request during the application process.

Apply for this position

Required*

First Name*

Last Name*

Email Address*

Phone*

Address*

Resume*

We've received your resume. Click here to update it.

Attach resume or Paste resume

Attach resume as .pdf, .doc, .docx, .odt, .txt, or .rtf (limit 5MB) or Paste resume

Paste your resume here or Attach resume file

Who referred you to this position? Enter their first and last name here.

What's your citizenship / employment eligibility?

What's your highest level of education completed?

Are you 18 years of age or older?

LinkedIn Profile URL:*

Website, blog or portfolio:

What languages do you speak fluently?

Desired salary*

Earliest start date?*

In 150 characters or fewer, tell us what makes you unique. Try to be creative and say something that will catch our eye!

150

Are you legally authorized to work in the United States?*

Will you now or in the future require visa sponsorship to work in the United States?*

Are you able to work remotely full-time within U.S. business hours (Pacific Time preference)?*

What are your total years of experience as a proposal writer or in a similar RFP/RFI response role?*

Have you created or contributed to proposals in cybersecurity, compliance, or technical consulting fields?*

How familiar are you with federal or SLED (public-sector) procurement processes?*

Please describe one proposal you helped write that had a measurable win or positive outcome.*

Which tools have you used for proposal development or collaboration? (Check all that apply)* Google WorkspaceHubSpotMonday.comSharePointLoopio / RFPIO

Rate your proficiency in Google Workspace (Docs, Sheets, Slides)*

Are you experienced in managing multiple proposal deadlines simultaneously?*

Do you have experience coordinating with subject matter experts or technical teams to gather proposal content?*

RSI operates using the Entrepreneurial Operating System (EOS) framework. Are you familiar with EOS concepts or open to learning them?*

Are you comfortable working in a fully remote, collaborative, fast-paced environment?*

The following questions are entirely optional.

To comply with government Equal Employment Opportunity and/or Affirmative Action reporting regulations, we are requesting (but NOT requiring) that you enter this personal data. This information will not be used in connection with any employment decisions, and will be used solely as permitted by state and federal law. Your voluntary cooperation would be appreciated. Learn more.

Gender

Race/Ethnicity

Invitation for Job Applicants to Self-Identify as a U.S. Veteran

A “disabled veteran” is one of the following:
- a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or
- a person who was discharged or released from active duty because of a service-connected disability.
A “recently separated veteran” means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.
An “active duty wartime or campaign badge veteran” means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.
An “Armed forces service medal veteran” means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.

Veteran status

I IDENTIFY AS ONE OR MORE OF THE CLASSIFICATIONS OF PROTECTED VETERAN LISTED ABOVE
I AM NOT A PROTECTED VETERAN
I DON’T WISH TO ANSWER

Voluntary Self-Identification of Disability

Voluntary Self-Identification of Disability Form CC-305
OMB Control Number 1250-0005
Expires 04/30/2026

Why are you being asked to complete this form?

We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.

Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.

How do you know if you have a disability?

A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:

Alcohol or other substance use disorder (not currently using drugs illegally)
Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
Blind or low vision
Cancer (past or present)
Cardiovascular or heart disease
Celiac disease
Cerebral palsy
Deaf or serious difficulty hearing
Diabetes
Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
Epilepsy or other seizure disorder
Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
Intellectual or developmental disability
Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
Missing limbs or partially missing limbs
Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
Partial or complete paralysis (any cause)
Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
Short stature (dwarfism)
Traumatic brain injury

Please check one of the boxes below:

YES, I HAVE A DISABILITY, OR HAVE HAD ONE IN THE PAST NO, I DO NOT HAVE A DISABILITY AND HAVE NOT HAD ONE IN THE PAST I DO NOT WANT TO ANSWER

PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.

You must enter your name and date
Name	Date

Human Check*

Submit Application

Thanks for visiting our Career Page. Please review our open positions and apply to the positions that match your qualifications.