Day one to $100M producing agent. The complete roadmap from application and onboarding through your first 90 days, technology setup, lead generation, transaction management and scaling.
Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes

You are joining one of New England and Florida's most innovative real estate brokerages. Founded by Ryan and Megan Winslow, we combine four decades of combined real estate experience with modern technology, dedicated marketing support and Mortgage Bankers with The Federal Savings Bank on the team to deliver results for our agents and clients.
Systems are in place. Tools are ready. Training is available. All you need to do is execute.

Licensed in Florida, Massachusetts, Connecticut and Rhode Island. Serve clients across four states with strong relationships with all REALTOR boards.
Ryan and Megan Winslow are mortgage bankers with The Federal Savings Bank, lending in all 50 states. DPA, physician loans, bank statement financing and competitive rates.
Winslow CRM, Mojo Dialer, ShowingTime, Supra eKey, RPR and Forewarn.
Digital business cards, social media support, email marketing, video production and lead sources.

New agent training, lead generation coaching, scripts, market strategy and ongoing professional development.
Competitive splits, performance bonuses and team opportunities. See the commission page.
Licenses must be transferred to Winslow Homes before you conduct business. Contact [email protected] or 386-690-5858 for brokerage codes and details.
Florida Department of Business and Professional Regulation. Website: myfloridalicense.com
Massachusetts Division of Professional Licensure. Website: mass.gov/dpl/real-estate

Connecticut Department of Consumer Protection. Website: portal.ct.gov/DCP/Real-Estate
Rhode Island Department of Business Regulation.
Errors and omissions insurance protects you against claims from clients.
You are an independent contractor. You handle your own taxes, pay quarterly estimated payments to the IRS and manage business expenses.

A day-by-day plan so you leave week one fully set up and ready to produce.
You arrive at the office and our team walks you through Winslow CRM setup.

Questions during onboarding go straight to the brokerage.
Every tool, what it does, how to set it up and how to use it every day.
Your central database for contacts, transactions and follow-up, with automatic text and email campaigns, lead routing, an AI assistant that replies to leads and a Needs you list.
Power dialer for high-volume calling and Mojo leads: expired listings, for sale by owner and pre-foreclosure.

Coordinates showing appointments and collects feedback from agents.
Electronic lockbox access for showing properties without agents present.
Market intelligence, comparable sales, property history and neighborhood data.
Screens contacts against sex offender registries, fraud databases and background checks.
Instant home valuations, neighborhood insights and market trends.

Tracks contracts, checklists, deadlines and closing coordination from offer through final walkthrough.
Weekly milestones that build the habits every top producer runs on.


Your sphere is your fastest path to success: past clients, friends, family, coworkers and professional contacts. Build a database of 200-500 people you know personally and can reach out to about real estate.
Expected result: 30% of your first year business comes from your sphere. One person in your sphere knows someone looking to buy or sell. Build relationships first, follow up second.
For new agents.
| Time | Activity |
|---|---|
| 6:00-7:00 AM | Plan the day. Review leads. Check Winslow CRM for follow-ups. Prepare your call list. |
| 7:00 AM-12:00 PM | Power dial block. 50-75 cold calls. One voicemail every 5 calls. Log everything in Winslow CRM immediately. |
| 12:00-1:00 PM | Lunch and break. |
| 1:00-3:00 PM | Showings, listing appointments or office tasks. Follow-up calls to warm leads. |
| 3:00-4:30 PM | MLS research, CMA prep, listing descriptions and marketing materials. Respond to emails and texts. |
| 4:30-5:30 PM | Follow-up calls to sphere and warm leads. Schedule tomorrow's appointments. |
| Evening | Social media posting, personal development reading and next day planning. |
Call expired listings, FSBOs, recent home sales (as potential sellers) and people in your zip code. Use scripts from our training library. Practice objection handling. Expect 1-2 appointments per 50 calls. Consistency beats perfection.
Call your sphere first. Ask, "Who do you know who is thinking about buying or selling?" Ask for referrals. Every conversation is a potential lead source.
Walk neighborhoods in your farm. Introduce yourself. Leave door hangers. Ask about upcoming moves or recent sales. Build familiarity and trust.

By day 90, your routine should be automatic. Morning power dial block of 75-100 calls. Afternoon appointments and showings. Evening follow-up and planning. Time blocks are non-negotiable. Treat them like client meetings, with no interruptions during dialer time. Results come from repetition and consistency, not luck.
Pick one zip code or neighborhood of 500-1,000 homes and become the expert. Send monthly newsletters. Door knock quarterly. Farm for 12 months minimum. Goal: become the top producer in that zip code.
Farming touches: door knocking, direct mail, phone prospecting, local social media posts, open houses, yard signs, neighborhood emails and community events. Track every touch. Expect 1 listing or buyer for every 50-100 touches.

Open houses are lead generation events, not sales events. Attend every open house in your farm. Sign in all visitors and follow up on 100% within 24 hours. Expect 30-50 sign-ins per open house and target 5-10 qualified leads.
Success in real estate is a team sport. Meet with lenders, inspectors, title companies, attorneys and contractors in your area, and share referrals. These relationships generate 20-30% of your business long term.
Word-for-word openers, objection responses and follow-up touches.
"Hi [Name], this is [Your Name] with Winslow Homes. I noticed your home was listed on [MLS Board] and it didn't sell by [expiration date]. I'm calling because I specialize in homes that didn't sell the first time. The reason is usually one of three things: price, marketing or presentation. I'd love to spend 15 minutes understanding what happened and how I can help. Are you still interested in selling?"
"Hi [Name], I'm [Your Name] and I specialize in this neighborhood. I respect that you're selling on your own. Most sellers switch to an agent within 30-60 days. When they do, it costs them time and money. I'd love to show you what professional marketing looks like and what I can do to help. Are you open to a quick conversation?"
"Hi [Name], I see that your home sold on [date] for [price]. Congratulations on your sale. I'm calling because the people who sold in your neighborhood have people they know looking to buy here. Are any of your friends or family thinking about moving to this area?"

"I understand. Most sellers want top dollar. The question isn't what we list it for. It's what price gets you three offers in the first week. A higher price attracts fewer buyers. My job is to price where the market is, not where you hope it is. Let me show you the data."
"Fair point. Let's talk about what commission gets you. My commission pays for professional photography, MLS syndication, marketing to 50,000 buyers, 24/7 availability, contract negotiation and coordination through closing. Most sellers think commission is negotiable. I'd rather talk about the value I deliver."

"Perfect. Most sellers aren't ready immediately. That's why I want to stay in touch. When you are ready, you already know me and trust me. Can I send you a monthly market update and call you in 30 days to touch base?"
| Touch | Timing | Action |
|---|---|---|
| 1 | Same day | Phone call or text confirming the appointment or lead intake. |
| 2 | Next day | Email with a property list or market data relevant to their needs. |
| 3 | 3 days | Phone call: "I'm following up on the email I sent. Do you have any questions?" |
| 4 | 1 week | Text or email with new listings matching their criteria. |
| 5 | 2 weeks | Phone call with a neighborhood market update or pre-qualification update. |
| 6 | 3 weeks | Video or photo of a property tour or neighborhood highlight. |
| 7 | 1 month | Personal check-in call: "Checking in on you. Still looking? Any concerns?" |
"Hi [Name], this is [Your Name] with Winslow Homes. I'm calling because [your home sold for $X in your neighborhood / I specialize in homes like yours / you viewed a property I listed]. I'd love to connect briefly. My number is [number]. That's [repeat number]. Best time to reach me is [time]. Thanks."

Explains your role, the buyer's rights, the broker's role and commission. Sign before showing properties using the brokerage template. Buyer agency protects both of you. If the buyer works with another agent, the agreement becomes void.
Send the buyer to Ryan and Megan immediately. They handle pre-qualification, down payment assistance programs and loan program recommendations, and call back within 24 hours with a pre-qual letter. Buyers get pre-qualified before serious shopping.


Explains listing terms, the broker's role, commission split, marketing plan, agency relationship, contract duration (60-90 days typical) and the seller's obligations. The seller signs before any marketing. Get a notarized copy and file it in your records.
| Segment | What to Do |
|---|---|
| First 10 minutes | Build rapport. Ask about their situation: why selling, where going, timeline. Listen more than you talk. |
| Next 15 minutes | Walk the property. Note condition, updates, features and curb appeal. Ask about improvements and maintenance. Discuss staging needs. |
| Next 20 minutes | Present the CMA and comparable sales. Explain pricing and market conditions. Justify the recommended price with data, not opinion. |
| Next 10 minutes | Present the marketing plan: MLS syndication, social media, email marketing, open houses and buyer broker outreach. Explain the timeline to first offer and set expectations. |
| Final 5 minutes | Ask for the listing: "Based on what we've discussed, are you ready to move forward?" If yes, explain the process and get the signature. If no, understand the objection and plan follow-up. |
Declutter. Depersonalize. Neutral colors. Remove family photos. Minimize furniture. Clean like you're selling. Fresh neutral paint. Landscaping for curb appeal. Bright lighting. Pleasant smells before showings.
Professional photos are non-negotiable. Hire a photographer within 5 days of listing. Drone shots for curb appeal. Virtual tour for online buyers. Video walkthrough on YouTube. Most buyers see the home online first, and photography decides whether they visit.

Get a pre-listing inspection and disclose known issues upfront. Major repairs (roof, foundation, HVAC) reduce offers significantly. Consider completing repairs vs offering a credit. Clean always beats repairs.
Complete the disclosure forms for your state. Be thorough. Omissions create liability. Disclose all known issues. Buyers discover everything anyway, and transparency builds trust.
Detailed description with all features, updates and amenities. Highlight unique selling points. Accurate square footage and bed and bath counts. Search keywords (updated, renovated, spacious). High-quality photos uploaded within 24 hours of activation.
Post the listing on Facebook, Instagram and TikTok within 12 hours. Rotate photos daily. Highlight the best features and neighborhood info. Tag local groups. Link to your agent page on winslowhomesllc.com.
Send a listing announcement to your sphere (buyers, sellers, agents). Email past clients with neighborhood updates. Send a broker blast to agent networks in multi-state listing areas.
Hold weekly open houses Saturday and Sunday for the first 30 days. Advertise on MLS, social media and yard signs. Capture sign-ins from walk-ins. Goal: 30-50 visitors per open house. Follow up on all leads within 24 hours.

Email all buyer agents in your MLS board with listing details, photos and showing availability. Include buyer advantages (motivated seller, priced right). Encourage private showings. Fast responses build credibility.
Configure showing windows, automatic confirmations, feedback forms and showing notes. Review feedback daily, track interest and adjust pricing if feedback says overpriced. Respond to requests within 1 hour and keep the seller informed of activity.
| When | What Happens |
|---|---|
| Day 1 | Contract received and signed. Enter into the Winslow back office. Submit to title company. Notify lender of intent to purchase. Order inspection. |
| Days 2-7 | Home inspection completed. Buyer reviews report. Request repairs or credits if needed. |
| Days 3-5 | Appraisal ordered. Buyer finalizes loan application. Underwriting begins. |
| Days 7-10 | Seller responds to repair requests. Negotiate repairs or price reductions. |
| Day 10 | Inspection contingency expires. Move to appraisal phase. |
| Days 14-21 | Appraisal completed. Underwriting review. Clear to close (CTC) issued. |
| Days 21-25 | Final walkthrough scheduled. Title insurance ordered and received. Closing disclosure delivered to buyer. |
| Days 25-30 | Final adjustments. Closing costs finalized. Wiring instructions confirmed. |
| Days 30-45 | Closing day. Documents signed. Funds wired. Deed recorded. Keys transferred. |

The title company researches title history, issues title insurance, coordinates the closing meeting, prepares closing documents, records the deed and disburses funds. Winslow Homes works with multiple title companies across our four states. Ask your broker for preferred vendors.

See the full Marketing and Branding guide for tools and templates.

Our lead sources are Mojo dialer leads (expired, for sale by owner, pre-foreclosure), website leads from winslowhomesllc.com, your sphere and referrals.



| Period | Pipeline | Calls | Closings and Targets |
|---|---|---|---|
| Month 1 | 1-2 transactions | 200+ | 20 sphere contacts activated |
| Months 2-3 | 2-4 transactions | 400+ a month | First closing expected |
| Months 4-6 | 3-5 transactions | 500+ a month | 1-2 closings a month |
| Months 7-12 | 4-6 transactions | 600+ a month | 2-3 closings a month. Year target: 8-10 closings, $2M+ volume |
Business review: meet with your broker monthly for the first 3 months, then quarterly. Review pipeline, lead sources, conversion rates and monthly goals, and adjust strategy based on results.




Real estate is a numbers game. For every 100 calls: 5-10 conversations, 2 appointments, 1 deal. Rejection is not personal. It's math.

[Your Name]
Real Estate Agent | Winslow Homes LLC
[Your Phone]
[email protected]
winslowhomesllc.com
Mortgage Bankers: Ryan and Megan Winslow, The Federal Savings Bank
386-690-5858 | www.winslowloan.com
Ryan NMLS 2426605 | Megan NMLS 2692933 | Lending in all 50 states

All training materials, scripts, templates and resources are hosted in our Google Drive Agent Folder. Use your Winslow Homes Gmail account and request access if it is not shared automatically. New materials are added monthly.
Contents include: Agent Onboarding Checklist, Business Planning Templates, SWOT Analysis Templates, Buyer Lead Conversion Playbook, Cold Calling Scripts, Tom Ferry Training (9 Ways to Win Every Listing, Dialogues for Breakthrough, 19-Point Marketing Plan), Expired Listing Scripts, FSBO Scripts, Geo-Farming Guides, Open House Strategy, Social Media Content Templates, Fair Housing Training, Commission Splits, Technology Setup Guides and 50+ additional training documents.
60-90 days for most new agents. Some close in 30 days. Others take 6 months. It depends on lead generation consistency and conversion skill. Everything gets easier after deal number one.
Consistency matters more than quality early. A bad script and 100 calls beats a perfect script and 10 calls. Most new agents don't call enough. Expect 1-2 appointments per 50 calls. Do the work and results follow.

No. For the first 6 months, focus on free lead generation: cold calling, sphere, door knocking and open houses. Once you have consistent sales (8+ a year), invest in paid marketing.
Reframe it. Every no is progress toward yes. For 100 calls, expect 95 rejections. The person is rejecting the offer or timing, not you. By call 500, rejection doesn't sting.
Your sphere produces the fastest results. Cold calling produces the most consistent results. Your best lead source is whichever one you'll execute consistently. Most agents quit because they keep switching strategies.
8-12 deals at a $350,000 average is $28,000-42,000 gross commission. At an 85/15 split, $23,800-35,700 to you. Minus $6,000 expenses and $7,000-11,000 taxes, $7,000-23,000 net. Year two doubles. By year three, six figures. Patience compounds.
In year 1, do both. You need revenue. By years 2-3, specialize in whichever you enjoy and close faster. Most high producers specialize in listings. Buyer specialization is easier to scale with a team.

Not for the first few years. Yes for $100M+. One person can close 50-75 deals a year at most. Beyond that you need a team. At $100M, a typical structure is a 30-50 person organization.
Focus on one deal at a time. Track daily progress. Celebrate small wins. Review past client success stories. Remember why you started. Call your accountability partner. Tough days are normal. Winners push through.
Not realistically. The first 2-3 years require full-time focus. Once you're established (30+ deals a year), you can scale back or bring in a team. The startup phase demands full commitment.
What makes Winslow Homes different: Mortgage Bankers with The Federal Savings Bank on the team in Ryan and Megan at The Federal Savings Bank, multi-state capability across Florida, Massachusetts, Connecticut and Rhode Island, our own Winslow CRM, experienced leadership, reasonable splits and bonuses, and training and coaching. You get everything you need to succeed without switching brokerages.
Show up every day. Make calls. Book appointments. Close deals. Your $100M production goal is achievable with focus and consistency, and we're here to support you every step of the way.
Practical guides from 17 years and over 3,000 closings. Available on Amazon in Kindle, paperback and hardcover.