The Situation
                                            
                                                A 45-year-old professional came to Ivory Oak Capital after accepting a new position with significantly higher compensation following a career transition. His income jumped from $120,000 to $220,000, and he received a $150,000 signing bonus and equity compensation package. While excited about the opportunity, he felt overwhelmed by the sudden increase in financial complexity. He had old 401(k) accounts from previous employers, minimal emergency savings, no clear investment strategy, and uncertainty about how to optimize his new compensation package. Key concerns included: how to handle the signing bonus tax-efficiently, whether to roll over old 401(k) accounts, how much to contribute to the new employer's 401(k) and other benefits, how to invest the equity compensation, and how to create a comprehensive financial plan that aligned with his new income level and long-term goals.
                                            
                                         
                                        
                                            
                                                
                                                    
                                                    
                                                        
                                                            
Client Profile
                                                        
                                                        
                                                            Professional, age 45, with income increase from $120K to $220K, $150K signing bonus, and new equity compensation. Multiple old 401(k) accounts and minimal savings.
                                                        
                                                     
                                                 
                                             
                                            
                                                
                                                    
                                                    
                                                        
                                                            
Primary Challenges
                                                        
                                                        
                                                          Sudden income increase, signing bonus tax optimization, fragmented retirement accounts, equity compensation complexity, and lack of comprehensive financial strategy.
                                                        
                                                     
                                                 
                                             
                                         
                                        Our Approach
                                        Dylan T. Franzten created a comprehensive financial reset strategy to optimize the career transition. The planning process included tax planning for the signing bonus including estimated tax payments and potential deferral strategies, consolidation and rollover analysis for old 401(k) accounts, optimization of new employer benefits including 401(k) contributions, HSA, ESPP, and insurance elections, development of an investment strategy for the signing bonus proceeds and ongoing savings, equity compensation analysis and diversification planning, establishment of emergency fund and systematic savings plan, and creation of a comprehensive financial plan aligned with his new income level and long-term goals including retirement, home purchase, and other objectives.
                                        
                                         
                                        The Outcome
                                        The professional now has a comprehensive financial strategy aligned with his new income level. He consolidated three old 401(k) accounts into a rollover IRA with a coordinated investment strategy. The signing bonus was strategically allocated: emergency fund establishment, estimated tax payment, maxing out 401(k) contributions for the year, and investment in a diversified portfolio. He optimized his new employer benefits, contributing to maximize the 401(k) match, funding an HSA, and participating in the ESPP with an immediate sale strategy. His equity compensation is managed with a systematic diversification plan. The tax-optimized approach saved approximately $25,000 in the first year compared to ad-hoc decisions. He now has a clear financial roadmap that leverages his increased income to accelerate progress toward retirement, home purchase, and other goals while maintaining appropriate risk management and tax efficiency.
                                        
                                        What This Means for You
                                        If you're experiencing a significant career transition with increased compensation and feel overwhelmed by the financial complexity, comprehensive planning can help you optimize your decisions and accelerate wealth building. Every career transition is unique, but the process of analyzing your new compensation package, consolidating old accounts, and creating a coordinated strategy can help you maximize the opportunity while avoiding costly mistakes. This case demonstrates how personalized planning addresses the complex decisions that arise during major career transitions.