Senior Loan Officer

Full-time · Remote (U.S.) · Reports to CRO

Why Flipside, Why Now?

Flipside Lending is rewriting the playbook for private real-estate financing. Our team of former investors and builders has closed more than $9 billion in investor loans and moves with the urgency, creativity, and transparency the market demands. We fund Fix & Flips, Ground-Up Construction, Bridge, Rental/DSCR, and Multifamily deals nationwide, taking a nuanced perspective to risk and creative structuring, using an in-house process that cuts close times in half.

The Opportunity

Flipside Lending is expanding its sales team to accelerate our growth. We’re looking for motivated and results-driven loan originators to join our team and help drive new business. In this role, you will be responsible for sourcing, cultivating, and converting leads into funded loans while delivering exceptional service to our clients. You will also have a highly effective marketing machine behind you supporting the efforts of lead generation and pipeline management. Along with a very experienced world class operations team for processing, underwriting and deal support. As part of a collaborative and high-energy team, you’ll play a pivotal role in shaping the future of Flipside Lending by building meaningful relationships with real estate investors, brokers, and other industry stakeholders.

Core Responsibilities

• Originate and Close: Source and qualify investor, broker, and builder leads through outbound calling, email, social channels, events, and referrals. Structure terms across Fix & Flip, Bridge, Ground-Up, Rental/DSCR, and Multifamily programs, matching client goals to Flipside’s credit box. Shepherd deals from application through funding, coordinating with underwriting, processing, and draw management to ensure a friction-free borrower experience.
• Pipeline Management: Maintain a 90-day funnel in Salesforce and attend weekly production forecasts and present your funnel. Execute disciplined follow-up cadences (calls, SMS, email, LinkedIn) to hit daily and weekly activity KPIs.
• Market Intelligence and Product Feedback: Track competitor pricing, leverage, and turn times; surface insights that influence pricing and program tweaks. Deliver “voice of the customer” feedback to marketing and leadership on messaging, collateral, and new-product ideas.
• Relationship Expansion: Build channel partnerships with real-estate brokers, wholesalers, contractors, and title/escrow teams to generate repeat deal flow.

Must-Have Experience and Skills

• Four or more years originating private-money, hard-money, or DSCR/rental loans, with comfort structuring 1–4 unit, small-balance multifamily, and bridge transactions.
• Documented track record of $80 million-plus annual funded volume or six or more $1 million loans per month.
• Working knowledge of rehab budgets, ARV analysis, LTC/LTV/LTV-as-completed calculations, and draw processes.
• Proficiency with CRM platforms (Salesforce preferred)
• Proficiency working with Microsoft Excel
• Exceptional written and verbal communication, with the ability to translate complex terms into plain language for investors.
• FINRA/NMLS or state MLO license is a plus (or willingness to obtain.)

Success Competencies

• Hunter Mentality and Resilience: You bounce back from a last-minute deal collapse and still exceed monthly volume goals.
• Consultative Curiosity: You probe for exit strategies and timelines before quoting leverage.
• Financial Acumen: You quickly spot that 82 percent LTC exceeds program max and restructure the deal on the fly.
• Sense of Urgency: You push to make sure submission files are complete so operations and underwriting work clean file and meet borrower timelines.
• Collaboration: Operations teams say you submit clean files and pre-educate clients, making everyone’s job easier.

Compensation and Benefits

Competitive base salary plus uncapped commission on funded fees. Health, dental, and vision insurance, plus a 401(k) with company match. 100 percent remote work environment with quarterly team off-sites. Modern tech stack: Salesforce, Aircall, Calendly and marketing automation tools, plus a dedicated marketing team and industry training.

Why Join Flipside Lending?

Innovative and Fast-Paced Environment: Be part of a company that is disrupting the traditional lending industry with speed, efficiency and a very high bar of experience. Growth Potential: Play a key role in scaling a rapidly growing business while advancing your career. Team Culture: Join a collaborative, supportive, and driven team that values excellence, integrity, and good laughs.

Ready to Flip Your Career?

Apply through LinkedIn or email your resume to [email protected] with the subject line “Senior LO – [Your Name]”. Applications are reviewed on a rolling basis. Flipside Lending is an equal opportunity employer and welcomes candidates of all backgrounds to apply.