Remote Underwriting Specialist Jobs
Remote underwriting specialist jobs are open across insurance, financial services, and specialty lending at remote-first carriers, insurtech platforms, and distributed regional insurers, from entry-level commercial roles to senior risk analysts managing complex accounts. Employers currently hiring include Sentry, Berkley, and Ascot. See the openings below and apply to the ones that match your experience.
Find JobsOverview
Showing 5 of 10+ Remote Underwriting Specialist jobs
About Us:
The Community Preservation Corporation (CPC) believes stable and sustainable affordable housing is the foundation of strong communities, and we strive to contribute to comprehensive neighborhood revitalization through our lending and partnerships. A nationally recognized leader in affordable housing finance, CPC has provided a consistent source of capital to underserved housing markets throughout New York State since our inception in 1974.
Today, CPC stands as the largest CDFI solely committed to investing in multifamily housing, having invested more than $15 billion to finance the creation and preservation of more than 230,000 units of quality housing in neighborhoods across New York State and beyond. CPC has a robust construction lending platform, a mortgage bank, and equity and impact investment platforms that focus on our three goals: Expanding Affordable Housing, Closing the Racial Wealth Gap and Investing in the Green Economy.
As a member of our team, you'll have the opportunity to work on impactful projects that make a real difference in people's lives. We're looking for talented individuals who are passionate about our mission and share our values of commitment, respect, excellence, accountability, and collaboration.
Role Summary:
Join CPC’s newly established Building Innovation team and help shape the future of affordable and workforce housing finance through innovative lending and investment strategies that advance high-performance multifamily housing. Working closely with the Senior Director, Strategy & Credit Risk, this position will play a key role in launching CPC’s High-Performance Housing Fund and a new predevelopment lending program supporting affordable housing projects that incorporate natural hazard resilience and utility efficiency improvements.
In this role, you will combine real estate underwriting and financial analysis with transaction and pipeline management, asset management, and cross-functional program support. The role will independently manage multiple workstreams and help move transactions from initial evaluation through underwriting, due diligence, closing, and ongoing monitoring. You will be responsible for performing the initial evaluation of proposed predevelopment and subordinate loans as well as preferred equity transactions for the credit review process by working with CPC’s Chief Risk Officer and/or CPC Credit and Investment Committees. The role offers a unique opportunity to help develop new financing solutions, build market knowledge, and expand the affordable housing industry’s capacity to finance high-performance housing investments.
What You’ll Do:
Coordinate predevelopment financing applications, working with consultants, borrowers, and CPC staff to assemble required financial, technical, and program documentation.
Manage assigned transactions and workstreams, including screening applications, conducting eligibility and financial-feasibility analyses, coordinating stakeholders, tracking deliverables, and advancing required next steps.
Structure and evaluate financing approaches that enable energy efficiency, utility efficiency, and natural hazard resilience improvements.
Manage the underwriting and due diligence process of predevelopment and subordinate loans from origination through closing, coordinating internal CPC teams, borrowers, legal counsel, consultants, and third-party vendors.
Analyze historical operations, rent rolls, market conditions, development budgets, and financing assumptions to assess cash flow, debt capacity, transaction feasibility, and credit risk.
Underwrite preferred equity investments, evaluating capital structure, distribution waterfalls, sponsor economics, projected returns, exit and refinancing assumptions, and downside protection.
Develop and review Excel-based financial models, including operating projections, debt sizing, sources and uses, investment returns, and sensitivity and downside analyses.
Conduct site inspections and review third-party reports, including appraisal, engineering, environmental, zoning, flood, title, and insurance, to identify property-level risks.
Assess borrower and sponsor creditworthiness through analysis of financial statements, liquidity, credit history, organizational structure, experience, and real estate holdings.
Prepare underwriting and investment memoranda and present findings, material risks, and recommendations to CPC Credit and Investment Committees.
Proactively identify and communicate material credit, execution, and closing risks and recommend appropriate solutions.
Maintain due diligence checklists and application schedules, monitor deliverables, resolve information gaps, and ensure complete and timely submissions.
Maintain visibility into the Climate Lending & Investing transaction pipeline and help advance opportunities through screening, evaluation, underwriting, approval, documentation, legal review, and closing.
Review borrower reporting and other portfolio information, identify emerging issues, and coordinate appropriate follow-up or escalation with internal and external stakeholders
Perform other related duties as assigned.
Skills and Experience:
Bachelor’s or Master’s degree in Finance, Economics, Urban Planning, Real Estate or other related field preferred.
Five years of experience in multifamily real estate underwriting, equity investment analysis, or structured finance preferred.
Proactive self-starter who takes initiative, anticipates needs, identifies opportunities, and advances work independently, rather than requiring constant direction or oversight.
Strong sense of ownership and accountability, with a demonstrated ability to drive projects forward and deliver results.
Collaborative and relationship-driven, with a willingness to engage colleagues and external partners directly, initiate conversations, and work across teams to resolve issues and achieve shared goals.
Comfortable navigating ambiguity, exercising sound judgement, establishing priorities, and taking action even when information or direction may be incomplete.
Exceptional analytical, problem solving and organizational skills required.
An expertise in Microsoft Word, Excel, PowerPoint and Adobe products and understanding of how to effectively deploy AI platforms and tools.
Strong Excel-based financial modeling skills, including experience developing and analyzing real estate cash flow models, debt sizing, investment returns, and sensitivity analyses preferred.
Knowledge of preferred equity and subordinate capital structures, with the ability to evaluate investment returns, distribution waterfalls, sponsor economics, refinance and exit assumptions, and downside risk preferred.
Knowledge of HUD multifamily programs and/or Fannie Mae and Freddie Mac loan products is recommended.
Familiarity with energy efficiency, renewable energy, and natural hazard resilience building measures preferred.
Effective written and oral communication skills.
What We Offer:
Competitive compensation
401(k) retirement plans with employer match
Medical, dental, and vision benefits for employees and their dependents
Commuter benefits
PTO for vacation, personal days, sick leave, holidays, jury duty, bereavement, parental leave, and disability
Tuition assistance program
Two “work from anywhere” weeks per year
Summer Fridays
Collaborative working spaces
Service days to support our communities
Employee development and engagement events
More about our offerings and culture here
This is a remote role available in Washington DC; MD; and PA and hybrid in New York City. Periodic travel to our Manhattan or Chappaqua, NY office may be required if remote. The salary range is $90,000 – $110,000, dependent on experience and market factors.
Applicants must be authorized to work in the United States. The Community Preservation Corporation does not provide employment sponsorship of any kind. Candidates are responsible for ensuring they meet all minimum qualifications for the position at the time of application.
The Community Preservation Corporation is an Equal Opportunity Employer and all employment-related decisions including recruitment, selection, evaluation, promotion, compensation, training and termination are made without regard to race, creed, color, national origin, sex, disability, marital status, status as a veteran, sexual orientation or gender identity, or any other protected status.
Compensation Range: $90K - $110K
About Us:
The Community Preservation Corporation (CPC) believes stable and sustainable affordable housing is the foundation of strong communities, and we strive to contribute to comprehensive neighborhood revitalization through our lending and partnerships. A nationally recognized leader in affordable housing finance, CPC has provided a consistent source of capital to underserved housing markets throughout New York State since our inception in 1974.
Today, CPC stands as the largest CDFI solely committed to investing in multifamily housing, having invested more than $15 billion to finance the creation and preservation of more than 230,000 units of quality housing in neighborhoods across New York State and beyond. CPC has a robust construction lending platform, a mortgage bank, and equity and impact investment platforms that focus on our three goals: Expanding Affordable Housing, Closing the Racial Wealth Gap and Investing in the Green Economy.
As a member of our team, you'll have the opportunity to work on impactful projects that make a real difference in people's lives. We're looking for talented individuals who are passionate about our mission and share our values of commitment, respect, excellence, accountability, and collaboration.
Role Summary:
Join CPC’s newly established Building Innovation team and help shape the future of affordable and workforce housing finance through innovative lending and investment strategies that advance high-performance multifamily housing. Working closely with the Senior Director, Strategy & Credit Risk, this position will play a key role in launching CPC’s High-Performance Housing Fund and a new predevelopment lending program supporting affordable housing projects that incorporate natural hazard resilience and utility efficiency improvements.
In this role, you will combine real estate underwriting and financial analysis with transaction and pipeline management, asset management, and cross-functional program support. The role will independently manage multiple workstreams and help move transactions from initial evaluation through underwriting, due diligence, closing, and ongoing monitoring. You will be responsible for performing the initial evaluation of proposed predevelopment and subordinate loans as well as preferred equity transactions for the credit review process by working with CPC’s Chief Risk Officer and/or CPC Credit and Investment Committees. The role offers a unique opportunity to help develop new financing solutions, build market knowledge, and expand the affordable housing industry’s capacity to finance high-performance housing investments.
What You’ll Do:
Coordinate predevelopment financing applications, working with consultants, borrowers, and CPC staff to assemble required financial, technical, and program documentation.
Manage assigned transactions and workstreams, including screening applications, conducting eligibility and financial-feasibility analyses, coordinating stakeholders, tracking deliverables, and advancing required next steps.
Structure and evaluate financing approaches that enable energy efficiency, utility efficiency, and natural hazard resilience improvements.
Manage the underwriting and due diligence process of predevelopment and subordinate loans from origination through closing, coordinating internal CPC teams, borrowers, legal counsel, consultants, and third-party vendors.
Analyze historical operations, rent rolls, market conditions, development budgets, and financing assumptions to assess cash flow, debt capacity, transaction feasibility, and credit risk.
Underwrite preferred equity investments, evaluating capital structure, distribution waterfalls, sponsor economics, projected returns, exit and refinancing assumptions, and downside protection.
Develop and review Excel-based financial models, including operating projections, debt sizing, sources and uses, investment returns, and sensitivity and downside analyses.
Conduct site inspections and review third-party reports, including appraisal, engineering, environmental, zoning, flood, title, and insurance, to identify property-level risks.
Assess borrower and sponsor creditworthiness through analysis of financial statements, liquidity, credit history, organizational structure, experience, and real estate holdings.
Prepare underwriting and investment memoranda and present findings, material risks, and recommendations to CPC Credit and Investment Committees.
Proactively identify and communicate material credit, execution, and closing risks and recommend appropriate solutions.
Maintain due diligence checklists and application schedules, monitor deliverables, resolve information gaps, and ensure complete and timely submissions.
Maintain visibility into the Climate Lending & Investing transaction pipeline and help advance opportunities through screening, evaluation, underwriting, approval, documentation, legal review, and closing.
Review borrower reporting and other portfolio information, identify emerging issues, and coordinate appropriate follow-up or escalation with internal and external stakeholders
Perform other related duties as assigned.
Skills and Experience:
Bachelor’s or Master’s degree in Finance, Economics, Urban Planning, Real Estate or other related field preferred.
Five years of experience in multifamily real estate underwriting, equity investment analysis, or structured finance preferred.
Proactive self-starter who takes initiative, anticipates needs, identifies opportunities, and advances work independently, rather than requiring constant direction or oversight.
Strong sense of ownership and accountability, with a demonstrated ability to drive projects forward and deliver results.
Collaborative and relationship-driven, with a willingness to engage colleagues and external partners directly, initiate conversations, and work across teams to resolve issues and achieve shared goals.
Comfortable navigating ambiguity, exercising sound judgement, establishing priorities, and taking action even when information or direction may be incomplete.
Exceptional analytical, problem solving and organizational skills required.
An expertise in Microsoft Word, Excel, PowerPoint and Adobe products and understanding of how to effectively deploy AI platforms and tools.
Strong Excel-based financial modeling skills, including experience developing and analyzing real estate cash flow models, debt sizing, investment returns, and sensitivity analyses preferred.
Knowledge of preferred equity and subordinate capital structures, with the ability to evaluate investment returns, distribution waterfalls, sponsor economics, refinance and exit assumptions, and downside risk preferred.
Knowledge of HUD multifamily programs and/or Fannie Mae and Freddie Mac loan products is recommended.
Familiarity with energy efficiency, renewable energy, and natural hazard resilience building measures preferred.
Effective written and oral communication skills.
What We Offer:
Competitive compensation
401(k) retirement plans with employer match
Medical, dental, and vision benefits for employees and their dependents
Commuter benefits
PTO for vacation, personal days, sick leave, holidays, jury duty, bereavement, parental leave, and disability
Tuition assistance program
Two “work from anywhere” weeks per year
Summer Fridays
Collaborative working spaces
Service days to support our communities
Employee development and engagement events
More about our offerings and culture here
This is a remote role available in Washington DC; MD; and PA and hybrid in New York City. Periodic travel to our Manhattan or Chappaqua, NY office may be required if remote. The salary range is $90,000 – $110,000, dependent on experience and market factors.
Applicants must be authorized to work in the United States. The Community Preservation Corporation does not provide employment sponsorship of any kind. Candidates are responsible for ensuring they meet all minimum qualifications for the position at the time of application.
The Community Preservation Corporation is an Equal Opportunity Employer and all employment-related decisions including recruitment, selection, evaluation, promotion, compensation, training and termination are made without regard to race, creed, color, national origin, sex, disability, marital status, status as a veteran, sexual orientation or gender identity, or any other protected status.
Compensation Range: $90K - $110K
See All 10 Remote Underwriting Specialist Jobs
Find roles that match your experience and apply in just a few clicks.
Find JobsRemote Underwriting Specialist Job Market
Who's Hiring
What Employers Look For
The qualifications that appear most often in remote underwriting specialist jobs.
- Bachelor's degree in finance, business, risk management, or a related field
- Experience reviewing and analyzing insurance submissions or loan applications
- Proficiency with underwriting management systems and risk assessment platforms
- Strong knowledge of underwriting guidelines, coverage terms, and regulatory requirements
- CPCU, AU, or comparable professional designation preferred or required
- Ability to communicate underwriting decisions and rationale clearly to brokers or agents
Tips for Your Remote Underwriting Specialist Job Search
Apply early to remote roles that fit
Migrate Mate lists remote underwriting specialist openings from across the U.S. in one place. Check it regularly and apply directly to roles that match your experience level and lines of business before postings fill.
Show async decision-making in your application
Remote underwriting employers want proof you can assess risk and make calls without waiting for an in-person meeting. Mention specific examples of underwriting decisions you made independently, communicated in writing, and defended without back-and-forth.
Get licensed in multiple states early
Remote underwriting roles often require multi-state licensing because distributed teams serve policyholders anywhere in the country. Holding licenses beyond your home state signals you're ready to contribute immediately and broadens the openings you're eligible for.
Prepare for remote-format underwriting interviews
Remote hiring panels often use asynchronous video screening or written case studies before any live interview. Practice explaining your risk rationale clearly in writing and be ready to walk through a sample submission decision on camera without props or a whiteboard.
Remote Underwriting Specialist Jobs: Frequently Asked Questions
How do I get a remote underwriting specialist job?
Target insurtech companies, remote-first carriers, and distributed financial services firms, since these employers are most comfortable with fully remote underwriting workflows. Remote hiring managers screen heavily for self-direction, clear written communication, and comfort with digital policy management systems. Candidates who can demonstrate experience reviewing submissions and making risk decisions without in-person collaboration, and who show familiarity with remote workflow tools, stand out immediately.
Which companies hire remote underwriting specialists?
Employers currently hiring remote underwriting specialists include Sentry, Berkley, and Ascot, per current remote listings on Migrate Mate as of November 2026. Remote openings are concentrated at insurtech startups, distributed specialty carriers, and financial services firms that have built fully remote underwriting teams.
Can you get a remote underwriting specialist job with no experience?
Yes, but remote entry roles are harder to land because employers expect you to work independently from day one with minimal in-person onboarding. Entry-level openings appear most often at insurtech platforms and direct-to-consumer insurance companies with structured remote training programs. Candidates who can show coursework in risk assessment, completed licensing exams, or internship exposure to policy review give themselves a real edge over applicants with nothing to point to.
Do you need a degree for remote underwriting specialist jobs?
Not always. Many remote employers care more about demonstrated underwriting judgment, licensing credentials, and the ability to manage a book independently than a specific degree. A background in finance, business, or a related field helps, but employers hiring remotely often weigh completed state licensing, digital workflow proficiency, and a portfolio of risk decisions you can speak to concretely.
See All 10 Remote Underwriting Specialist Jobs
Find roles that match your experience and apply in just a few clicks.
Find Jobs