• Danielle-Ann Kealohilani Rugg moved back to Hawaii to care for her family during the pandemic.
• She balances event work, a tax business, and family life amid Hawaii's high living costs.
• Despite the challenges, she finds beauty in Hawaii but would return to Oregon for lower living costs.

This as-told-to essay is based on a conversation with Danielle-Ann Kealohilani Rugg, a 39-year-old entrepreneur and event staff professional who relocated from Oregon to Hawaii. It's been edited for length and clarity.

I have an ever-evolving career. I balance my event work with Aloha HP, running a successful tax practice, and caring for my family on Oahu in Hawaii.

My path has been a mix of culinary aspirations, entrepreneurial ventures, and family-driven decisions. I was born and raised on Oahu. In 2005, when my twin daughters were 1, I moved to California, where I lived for six years before settling in Oregon. Oregon became home for most of my children's lives, spanning the last decade.

I've been back on Oahu since the pandemic, and while it's gorgeous, the high cost of living is challenging.

My professional life began with a passion for food

I moved to Oregon after a divorce to help care for my grandparents, and I fell in love with everything about the state. I had always seen the different seasons in movies and TV shows and longed to experience them, and that dream finally came true. The other amazing thing about the state was the absence of sales tax.

I enrolled at Le Cordon Bleu in Portland to pursue my passion for baking and pâtisserie. After completing the two-year associate degree program, I worked in various roles, from baker to cashier to server.

Each position taught me invaluable lessons about customer service, multitasking, and time management, especially when catering large events. It wasn't just about bread and coffee cups but about creating memorable client experiences.

My family always came first. Wanting to be closer to my children, I became a lunch lady at their high school. Surprisingly, this was one of the most fulfilling roles I've had.

I continued my side hustle while in Oregon

I shift gears every February and dive into tax season with my mother. We've been running a tax prep business since my early 20s. We realized the hard work we put in for someone else's business could be channeled into something of our own.

The time zone difference was challenging while I was in Oregon, but we made it work. Depending on our clientele for the year, we make $50,000 to $75,000 annually.

My mother and I get along very well. Our relationship is not perfect, but we've found a good balance between our professional and personal lives.

The only downside I experienced in Oregon was the limited places to swim

The ocean was about an hour and a half away, but the water was always freezing. Although it was beautiful, going to a beach and being unable to jump in dampened the experience.

There were lakes, but they were freezing because all the freshwater came from the mountains. We also had a few facilities we could go to, but that would involve getting a membership, and not all of them were indoors.

When the pandemic hit, my family had to make a change

In 2020, as the world was grappling with the onset of COVID-19, my mother suffered an injury, and she needed help. She lived in Honolulu, and despite the comfortable life my children and I had built in Oregon, I needed to return home.

It wasn't an easy decision, especially during my kids' junior year in high school, but sometimes life demands hard choices. The transition was tough, but ultimately, it was the right move for my mother's well-being. We also moved my grandmother back with us, who has dementia.

Back on Oahu, I found a job with Aloha HP, a Hawaiian staffing company. Aloha HP allowed me to keep up with my business while maintaining an open schedule to care for my family, which was a relief.

I'm primarily involved with event staff work

I do anything from setting up for weddings and banquets to serving guests. These gigs can last four to nine hours.

I average about 80 hours of work a month and earn between $1,350 and $1,900. It's a dynamic way to work, and I enjoy its variety and challenges.

I've learned my self-care cannot be an afterthought. I always carve out two days during my hectic workweek just for myself.

Now that I'm back in Hawaii, the downsides are clear

The cost of living is one of Hawaii's biggest downsides. When I lived in Oregon, my rent for my three-bedroom, two-bath, two-car garage home with a yard was $1,500. Electricity was, on average, $250, and my water bill was around $80. Car registration for both of my cars totaled $275 for two years. Groceries cost us around $500 a month.

Now, my rent, which my family helps with, is $3,550 for a slightly larger home than I had in Oregon. Our electricity is almost three times the amount I paid in Oregon, running on average $660 and up. Water is around $220, and car registration is $445, but only valid for one year.

The grocery stores here also have inflated prices. I may earn more money in Hawaii, but it's offset by the cost of living in Hawaii being much greater than in Oregon.

It's still paradise

Living in paradise is amazing; don't get me wrong. I'm close to my family, the ocean is nearby, the sun almost always shines, and even when it doesn't, the rain is a nice, cool temperature — not freezing cold.

Still, if I had to choose between the two places, I would move back to Oregon, only because the cost of living here is so high.

I've realized, though, that Hawaii is and always will be home. Despite the changes in times and technological advancements, living on an island still offers so much beauty. Just being here is a gift in itself.

Even though I once said I'd never move back, life has a way of leading you where you need to be.

• Erwin Jacob Miciano left the Navy in 2021 to focus on his real estate business full-time.
• Miciano and his wife used VA loans to buy a triplex and start their business, Semi Homes.
• Semi Homes helps homeowners avoid foreclosure and launched Miciano's real estate career.

This as-told-to essay is based on a conversation with Erwin Jacob Miciano, a 27-year-old real-estate investor and the owner of Semi Homes in South El Monte, California. It has been edited for length and clarity.

I'm a dedicated dad, a committed husband, a real-estate investor, and the co-owner of Semi Homes, a real-estate company specializing in direct-to-seller transactions and marketing strategies. I co-own the company with my wife, Theressa.

I don't have a college degree. I graduated from high school in 2015 and first worked at Wetzel's Pretzels. I decided to join the Navy to support my family abroad in the Philippines and my mom and brother in the US.

In March 2016, after three months of boot camp, I completed the basic training to become a photojournalist. Until September 2021, I served as a mass communication specialist, with most of my overseas years based in Japan, stationed on the USS Ronald Reagan.

I separated from the military in 2021 to pursue real estate full-time

My Navy job included writing press releases, aerial photography, videography, and printing. In later years, I was stationed at the Naval Hospital Balboa in San Diego, where we covered COVID-19, and I was deployed with USNS Mercy to San Pedro in Los Angeles during the pandemic.

I was presented with an "early out" program because of overmanning in my job, and it allowed me to complete my contract a couple of years early. I had already started my business, but leaving the military allowed me to pursue it full-time.

I also wanted to spend more time with my young family. My eldest was born in January 2020.

My wife and I met on the day I arrived on the USS Ronald Reagan in 2016

We became friends through the first-response/firefighting team, where she worked as an electrician. We also noticed each other at church services, and she invited me to her baptism ceremony, where she was baptized inside an open jet fuel tank.

Early in our relationship, we lived together in a small Japanese apartment. Then, we spent about a year doing long-distance, with me still deploying on the carrier and her based in San Diego.

After a year of dating, we got married, and soon after some vacation in the US, we discovered we were expecting our first child. During most of her pregnancy, Theressa lived alone until I got stationed in San Diego around her seventh month.

That same year, I became deeply interested in personal finance and real-estate investing, inspired by stories of blue-collar workers achieving financial freedom through real estate. I learned the most from the BiggerPockets podcasts.

We were motivated to become first-time homebuyers

We were eager to apply what we had learned and planned to use the VA loan entitlement from our military service. VA entitlement is how much lenders can lend to a veteran or active duty member without providing a down payment.

We aimed to buy a multifamily property — ideally a duplex, triplex, or fourplex — so we could live in one unit and rent the others to offset our mortgage. Today, this strategy is known as house hacking.

Being stationed in San Diego gave us a few key advantages

The housing allowance we received as military members was higher than in most US locations, boosting our household income to about $10,000-$12,000 monthly. This allowance was discontinued once we both left the military. Theressa left the Navy almost a year before I did at the end of 2020.

Second, the VA loan allowed us to buy a multifamily property with zero down payment.

Third, we included 75% of the gross rental income from the property in our loan application, increasing our approved loan amount. On paper, our monthly gross increased to $15,000-$17,000.

Finally, new legislation removed local VA loan limits for first-time users, giving us more purchasing power.

After months of searching, we found a triplex listed for $1.2 million

We offered $1 million and settled at $1.1 million. By March 2020, we had moved into a three-bedroom unit while renting out the other two for about $4,000 a month, reducing our housing costs to less than what one-bedroom rentals were going for at the time. This was the start of Semi Homes.

After living in the triplex for two years, we moved in with my mom and brother in September 2021 in the San Gabriel Valley. The triplex is now fully a rental property generating $1,500 to $2,000 monthly profit.

My day-to-day work involves meeting with homeowners who are looking for support in selling their properties

We now buy properties and resell them for a profit. We also help sellers in deep foreclosure and save them from it. My role is to get my team in front of our target audience and guide clients through the entire process, all the way to the closing table.

There are also late-night administrative hours and business-building, which I work on three to four nights a week. The biggest change from my Navy days is that I'm no longer away from my family for long periods — a small freedom I cherish.

I feel both fulfilled and successful

While Semi Homes started as a way to build wealth and achieve financial freedom for my family, it's grown into something more.

We stay in this tough business because we truly believe in the value we provide to the individuals we work with. I'm focused on building our online presence and spreading the word that foreclosing is not the only option.

I see myself in real estate for the rest of my life.

Want to share your story about getting on the property ladder? Email Lauryn Haas at [email protected].

• Dan Weiss, 79, earns up to $47 per hour on Taskrabbit assembling furniture in Minnesota.
• Weiss, a retired mortgage manager, joined Taskrabbit in 2021 for both the income and structure.
• He completes tasks almost daily, earning $3,000 to $5,000 monthly and supplementing his retirement.

This as-told-to essay is based on a conversation with Dan Weiss, a 79-year-old Tasker on Taskrabbit in Oakdale, Minnesota. It has been edited for length and clarity.

I joined Taskrabbit in 2021 and have completed nearly 1,200 tasks at around $47 per hour for my services in Ikea furniture and general furniture assembly in and around Minneapolis.

I have a bachelor's degree in business administration and management and two master's degrees. Before I retired in November 2014, I managed several residential mortgage branches for a major bank.

Retirement was fine initially, but I quickly realized I needed to add structure to my life. Now, I fill my days building furniture, meeting new people, and supplementing my retirement income.

Going from 100 MPH to zero was a very abrupt change for me

One can only do so much gardening and reading without feeling unfulfilled.

I stayed "retired" for about six months and then had to find something that gave me more enjoyment and provided additional income to avoid chipping away at all of my retirement savings, which I began saving for in my mid-40s.

Before Taskrabbit, my other part-time jobs included stints at Costco, customer service work, and driving for Uber and Lyft.

I read an article in my local newspaper about a young woman who had discovered Taskrabbit. It intrigued me, so I immediately went online to create a Tasker account and have them run a background check on me. That was completed in a matter of days, and I was ready to go.

I've now been Tasking for 3 years

I've always enjoyed assembling things, but there was a learning curve. Although I had previously worked with Ikea furniture, there was much to figure out about some of the "tricks" associated with Ikea products.

I made over $47,000 in 2023, my highest year in earnings yet. I average $3,000 to $5,000 in earnings monthly. I could live on my retirement savings if I had to, but Taskrabbit income helps.

I do tasks almost daily

I complete between one and three tasks daily, averaging about four to five days a week. Most of my tasks are no more than a half-hour away, but I spend a fair amount of time driving. I can expense the mileage and gas.

My time spent with clients is highly enjoyable. I meet people from all walks of life and find their stories interesting. I enjoy this aspect of tasking the most.

I've realized how fulfilling and also challenging retirement can be

The lack of structure and income flow in retirement is challenging. We're told to save, save, save for retirement, and that's what I did. When I made the change from saving to spending, I was mind-blown. It didn't feel comfortable or natural.

Taskrabbit has allowed me to continue to generate income while also providing structure and allowing me to maintain contact with a variety of people.

I've discovered the importance of superb reviews in growing my business

When I was young, there were no such things as digital reviews. Today, they're critical because everyone checks them before booking a service or going to a restaurant. I secure generally excellent reviews by doing the following steps:

• Always communicate openly with your client. Confirm the date and time and set expectations in advance.
• Arrive on time or slightly early. If you will be late, even by a few minutes, it's important to let them know.
• Upon arriving, be friendly and cordial. A handshake usually gets things off to a good start to establish a line of trust.
• Be efficient and ensure the task is completed properly and precisely. Having the correct tools is also mandatory for this aspect of the task.
• If there are problems such as missing or defective parts, let the client know as soon as possible and provide suggestions on how to remedy the problem so as not to add stress to their plate.
• Thank them for the work opportunity and share how they can save you as a favorite for future tasks, leave a review and, if they choose, tip you, which happens about 25-40% of the time. I'm very focused during the actual task, but if the client engages me in conversation or has questions, I stop and focus on them.

I expect to continue to task as long as the compensation is commensurate with the job

I will continue to do this as long as my body holds up.

Tasking has given me both fulfillment and help funding trips and vacations. My wife and I love Maui and intend to return soon.

I'm still in the planning phase of deciding on our next vacation destination. There are many other places that we wish to visit while we're still healthy and relatively mobile.

Are you a retiree with a side hustle who wants to share your story? Email Lauryn Haas at [email protected].