OSC Welcomes Makena Stypula as AVP of Business Development
OSC is pleased to welcome Makena Stypula as Assistant Vice President of Business Development! Makena joins OSC with a versatile background spanning business operations, administrative support, customer service, and legal document management. Her previous experience also includes working with an employment law firm, where she maintained legal files and case documents with a strong focus on accuracy, confidentiality, and attention to detail. She has also demonstrated a strong commitment to leadership and community service through her involvement with SMU Delta Gamma and several charitable organizations. In her new role, Makena will help drive revenue growth by identifying and developing new business opportunities within the financial services industry. She will focus on cultivating prospective client relationships and helping define, negotiate, and close new business opportunities. “Makena brings an impressive combination of drive, professionalism, and a genuine ability to connect with others. Her energy and relationship-building skills will be valuable as we continue expanding OSC’s reach and developing new opportunities. We’re excited to welcome her to the team and look forward to seeing her grow in this role,” said Michael Randall, EVP of Business Development and Client Services. Please join us in welcoming Makena to OSC!
Tyler Legg Promoted to AVP of Business Development
OSC is pleased to announce the promotion of Tyler Legg to Assistant Vice President of Business Development! Since joining OSC in November 2020, Tyler has built an impressive career marked by continued growth and an expanding range of responsibilities. He began on the REI team as a Policy Administration Representative, assisting agents with policy questions and changes, renewals, and check research. Tyler later advanced to REI Accounting Representative, where he served as a primary resource for agents with accounts receivable and accounts payable questions and managed REI research payment applications. His strong performance and growing expertise led to another advancement as REI Accounting Supervisor, where he managed a team responsible for accounts receivable and payable, cash application, and agent and customer inquiries. Now, Tyler is bringing his extensive knowledge of OSC and the financial services industry to Business Development. As AVP of Business Development, he will focus on Lender-Placed Insurance (LPI) and OSC’s compliance-driven tracking services while helping identify, develop, negotiate, and close new business opportunities. “Tyler’s growth at OSC speaks to his commitment, adaptability, and willingness to take on new challenges. His years of experience across our operations have given him a valuable understanding of both our business and the clients we serve. I’m excited to see him bring that knowledge and perspective to Business Development and continue growing in this next chapter of his career,” said Michael Randall, EVP of Business Development & Client Services. Please join us in congratulating Tyler on this well-deserved promotion!
From Project Leadership to Strategic Advisory: Celebrating Logan Randall
OSC is proud to announce the promotion of Logan Randall to Risk and Insurance Advisor! Since joining OSC in April 2024, Logan has distinguished herself through her professionalism, attention to detail, and ability to manage complex projects with confidence. Her dedication and commitment to delivering results have made her a valuable member of the team. In her new role as Risk and Insurance Advisor, Logan will support the growth of OSC’s REI and LPI business units by conducting research, analyzing risk exposures, supporting client and partner relationships, and contributing to business development initiatives. She will also help identify opportunities, recommend risk mitigation strategies, and support solutions tailored to client needs. “It is with great pleasure that I congratulate Logan on her well-deserved promotion to Risk and Insurance Advisor,” said José Perez de Corcho, EVP. “Having worked alongside Logan in her role as Project Manager, I have had the privilege of witnessing firsthand the dedication, precision, and professionalism she brings to everything she does. Her ability to anticipate challenges, manage complexity, and deliver results consistently set her apart — qualities that make her a natural fit for her new position in risk and insurance. This promotion is a true reflection of Logan’s exceptional work ethic and the high standards she holds herself to every single day. I have no doubt she will excel in this new chapter and bring the same commitment and expertise that has defined her career thus far.” Please join us in congratulating Logan on this exciting achievement and next chapter in her career.
Bettering the Community and the Futures of Red Raiders
Texas Tech University’s official motto, “From Here, It’s Possible,” inspires generations of students and alumni. Three OSC team members volunteered at the 3rd Annual Raider Cup golf event to help support those dreams. OSC’s SVP of Business Development Russell Hall, a Texas Tech alumnus, was this year’s event host and tournament director. The Raider Cup, hosted by the Texas Tech Alumni Association Collin County Chapter, is designed to raise scholarship funds for students from Collin County to attend Texas Tech University. “The event is a great way for graduates and friends of Texas Tech University to help support the next generation in their goal of achieving a college degree,” said Russell. Each year, the chapter awards between $15K and $25K in scholarships to incoming freshmen, returning students, transfer students, and graduate students. OSC’s Escrow Disbursement Specialist Katelyn Horn volunteered alongside colleague Tiffany Hall, Lender Solutions Representative at OSC, to support the tournament as a part of Steamboat Group’s Bettering the Community Initiative. This program gives employees of Steamboat Group the ability to use 10 hours of community service time per year to support 501c3 causes close to their hearts. “As someone who has worked for OSC for almost five years, it was a pleasure to represent the company while also being able to support my alma mater,” said Katelyn. “As a graduate of Texas Tech University and someone who has received scholarships, it was very easy to support this tournament to raise the funds for future and current Red Raiders.” Tiffany also felt pride in representing OSC at the event. “It was really meaningful to represent OSC at such a positive community event and be part of creating an atmosphere that felt exciting and welcoming for everyone,” she said. “I love opportunities that allow us to connect with the community while bringing energy and fun to an event that people will remember.” Tiffany and Katelyn handed out free OSC-themed golf balls at the tent.
OSC Sponsoring Frontwave Foundation’s 3rd Annual Charity Golf Tournament
OSC is excited to sponsor and play in the Frontwave Foundation’s 3rd Annual Charity Golf Tournament on June 26, 2026, at Emerald Isle Golf Course in Oceanside, California! As a proud sponsor of this year’s event, OSC is honored to support the Frontwave Foundation and its mission of making a positive impact in local communities. Proceeds from the tournament will benefit the Foundation’s Summer Backpack Drive, which helps provide backpacks and school supplies to foster children as they prepare for the upcoming school year. Representing OSC at the event and showing off his golf skills will be Kelson Penn, AVP of Business Development. The annual tournament brings together business leaders, community partners, and supporters for a day of networking, friendly competition, and charitable giving. If you will be attending the tournament, we invite you to connect with Kelson and schedule a meeting during the event. He can be reached at kpenn@oscis.com or 760.271.4836. Kelson would welcome the opportunity to discuss how OSC helps organizations manage risk, strengthen operations, and support long-term success. We look forward to a great day on the course while supporting an outstanding cause.
OSC Partners with MortgageFlex in Automated Insurance Tracking
OSC Insurance Services and MortgageFlex have joined forces to deliver a smarter, more automated approach to insurance tracking within the MortgageFlex Loan Servicing platform. This integration brings servicers a unified, real‑time insurance management experience that reduces manual workload, strengthens compliance, and improves borrower communication. By combining OSC’s industry‑leading, compliance-driven insurance tracking and lender‑placed insurance (LPI) capabilities, alongside MortgageFlex’s modern, cloud‑native servicing technology, servicers gain: Seamless Data Exchange — Automated policy updates, evidence‑of‑insurance ingestion, and coverage verification flow directly into MortgageFlex, eliminating rekeying and reducing exceptions. Stronger Compliance Controls — OSC’s regulatory expertise paired with MortgageFlex’s task‑driven workflow ensures timely notices, accurate escrow handling, and consistent adherence to state‑specific requirements. Faster Issue Resolution — Real‑time alerts and integrated work queues help servicing teams quickly identify lapses, track borrower responses, and complete insurance tasks without bottlenecks. Improved Borrower Experience — Clear, consistent communication and faster processing reduce borrower frustration and support better outcomes across the life of the loan. Operational Efficiency at Scale — Automated monitoring and streamlined workflows free teams from manual insurance tracking, allowing servicers to focus on higher‑value activities. Together, OSC and MortgageFlex are delivering a more transparent, compliant, and efficient insurance‑tracking experience—built for today’s servicing demands and tomorrow’s growth. About OSC Insurance ServicesOSC is a leading provider of compliance-driven tracking technology and insurance products and services for lenders, mortgage servicers and property investors. Coupled with advanced call centers, document processing and programming capabilities—and rigorous security and governance practices—OSC delivers fully integrated property insurance programs to some of the largest lenders and clients in the country. As a part of Steamboat Group, we offer truly competitive lender-placed and related risk management solutions from a variety of top-rated, international insurance carriers who specialize in this industry. About MortgageFlex SystemsMortgageFlex Systems develops smart software solutions for the mortgage industry, offering the most cost-effective mortgage loan origination system and servicing software for retail, wholesale, and correspondent channels. The company offers the industry’s only tightly integrated origination and servicing software, along with 24/7 support, hosting, managed services, and implementation.
OSC to Attend 2026 Bankers Convention in Oregon
We’re excited to announce that OSC will be attending the 2026 Bankers Convention hosted by the Idaho, Nevada, Oregon, and Washington Bankers Associations at Sunriver Resort in Oregon from June 29 to July 1. This is a significant gathering of banking leaders, investors, and innovators who are shaping the banking industry. With sessions dedicated to covering the economic outlook, upcoming U.S. elections, and leadership, the convention provides an opportunity for much-needed collaboration. Representing OSC will be SVP of Business Development Russell Hall, AVP of Business Development Kelson Penn, and VP of National Accounts Megan Ochoa. Our team looks forward to connecting with fellow attendees and sharing insights. If you would like to arrange a meeting with any member of the OSC team, please reach out to them directly. Also, come visit our team at the OSC/SUI exhibition booth at the event!
You’re Invited: “Is Your Commercial Loan Portfolio Under Stress?” Webinar
You’re invited to the “Is Your Commercial Loan Portfolio Under Stress? Know the Signs, Minimize Losses, and Manage Default” webinar on Thursday, June 18th at 2 p.m. EDT! Hosted by Tellum Advisory, this practical discussion for banks, lenders and servicers features a panel of industry leaders sharing their expertise. You’ll find out how to: Recognize credit deteriorations early Estimate probability of loss Protect collateralExecute with discipline when credits become stressed And more! Featured webinar panelists: Don Curtis – SVP of Business Development at OSC (Panel Moderator) Joe Posavec – EVP of Tellum Advisory Susan Pettem – Sr. Vice President of Novare National Settlement Service Jason Alpert – Managing Partner at Castlebar Holdings, LLC Ryan Anderson – VP, Asset Management at Oak Real Estate Partners Don’t get hit with a surprise default when you were sure your portfolio was stable. Join our panelists for a lively discussion and approach risk with confidence. Register here today!
OSC Attending the Flood, Fire, and Wind Conference in Dallas
We’re excited to announce that OSC will be attending the inaugural Flood, Fire, and Wind Conference co-hosted by the American Property Casualty Insurance Association (APCIA) and the Reinsurance Association of America (RAA) from May 31 to June 3, 2026, in Dallas, Texas. The conference provides a great opportunity to connect with insurance leaders and servicers to discuss the growing impact of floods, wildfires, and severe storms on our industry – perils now making up the majority of insured losses throughout the year. Our team at this year’s conference will be: Russell Hall, SVP of Business Development; Kelson Penn, AVP of Business Development; Christy Tranor, SVP of Client Services; Tyler Legg, AVP of Business Development; and Logan Randall, Insurance and Risk Advisor. Tellum Advisory EVP Joe Posavec will also be a featured panelist at this year’s conference! Joe will join industry leaders on the “Commercial Issues/Lending and Insurer Compliance” panel Tuesday afternoon. The group will discuss complex issues related to insurance acceptance and risk evaluation by lenders. If you would like to meet with a member of our team during the event, please reach out to them directly to arrange a meeting.
Promotions Galore for the OSC RiskSecure Team
Strong systems. Smarter data. Better outcomes. The OSC RiskSecure team is proud to recognize the promotion of three team members whose work continues to strengthen our underwriting operations and system performance. Alexa Vasquez, Betty Todd, and Leslie Arroyo each play an important role in supporting data accuracy, team development, and system efficiency. Alexa Vasquez Alexa Vasquez has been promoted to Underwriting Analyst. Since joining OSC in September 2024, Alexa has contributed to analyzing insurance data to support financial modeling and forecasting. In her new role, she collects and evaluates data, leads analytics efforts, and shares insights with leadership to support accurate and informed decision-making. Betty Todd Betty Todd steps into the role of Team Lead – Policy Admin. Since joining OSC in February 2025, Betty has built strong knowledge within the RiskSecure program. In her new role, she supports team development by guiding team members and ensuring policy information and documentation remain accurate, current, and aligned with established workflows. Leslie Arroyo Leslie Arroyo has been promoted to RiskSecure Coordinator. Since joining OSC in July 2022, Leslie has supported system functionality and coordination across teams. In her new role, she works closely with underwriting, technology, and business partners to support system improvements, manage projects, and ensure the RiskSecure program continues to operate efficiently and effectively. These promotions reflect the continued growth of our RiskSecure team and our commitment to building strong internal expertise. Please join us in congratulating Alexa, Betty, and Leslie on their well-earned achievements.